Tasić, Gordana

Link to this page

Authority KeyName Variants
orcid::0000-0003-4784-9581
  • Tasić, Gordana (33)
Projects
Computational design, synthesis and biological evaluation of new heterocyclic compounds as selective tumorogenesis inhibitors Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200161 (University of Belgrade, Faculty of Pharmacy)
ALSAC and R35GM142772 (to MF) Crystallographic data were collected at Southeast Regional Collaborative Access Team (SER-CAT) 22-ID beam- line at the Advanced Photon Source, Argonne National Laboratory.
Diaspora Collabor- ation Program: Knowledge Exchange Vouchers (Grant No.: 6463913, acronym: DeSyHPRO). FP7 RegPot project FCUB ERA GA No. 256716
Grant no: 6463913 Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research
DeSyHPRO - Design and Synthesis of Hsp90 Protac Degraders As Potential Anticancer Agents Ministry of Education, Science and Technological Development of the Republic of Serbia (grant No. 172009)
R35GM140837 (to WCKP) SER-CAT is supported by its member institutions, and equipment grants (S10_RR25528, S10_RR028976 and S10_OD027000) from the National Institutes of Health.
The Advanced Photon Source was supported by the U. S. Department of Energy, Office of Science, Office of Basic Energy Sciences, under Contract No. W-31-109-Eng-38 The Science fund of the Republic of Serbia: program, Diaspora
This research was funded by the Science Fund of the Republic of Serbia, Program DIASPORA (Grant No.: 6463913, Acronym: DeSyHPRO)

Author's Bibliography

Synthesis of hydantoins from N-Boc protected aminoacid derived amides using polymer-supported PPh3/CBr4as a reagent

Tasić, Gordana; Mitrović, Nikola; Simić, Milena; Koravović, Mladen; Jovanović, Predrag; Petković, Miloš; Jovanović, Miloš; Ivković, Branka; Savić, Vladimir

(Wiley Periodicals LLC., 2024)

TY  - JOUR
AU  - Tasić, Gordana
AU  - Mitrović, Nikola
AU  - Simić, Milena
AU  - Koravović, Mladen
AU  - Jovanović, Predrag
AU  - Petković, Miloš
AU  - Jovanović, Miloš
AU  - Ivković, Branka
AU  - Savić, Vladimir
PY  - 2024
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5556
AB  - Hydantoin derivatives are versatile structural motifs found in natural products
and various compounds with different biological or other properties. Due to
their importance in both organic and medicinal chemistry, a number of synthetic procedures have been developed. In this article, a novel methodology
utilizing N-Boc protected amino acid amides for their preparation has been
described. The cyclisation process was accomplished using solid supported
PPh3 and CBr 4 as reagents affording substituted hydantoins in moderate to
good yields (40%–77%).
PB  - Wiley Periodicals LLC.
T2  - Journal Heterocyclic Chemistry
T1  - Synthesis of hydantoins from N-Boc protected aminoacid derived amides using polymer-supported PPh3/CBr4as a reagent
DO  - 10.1002/jhet.4802
ER  - 
@article{
author = "Tasić, Gordana and Mitrović, Nikola and Simić, Milena and Koravović, Mladen and Jovanović, Predrag and Petković, Miloš and Jovanović, Miloš and Ivković, Branka and Savić, Vladimir",
year = "2024",
abstract = "Hydantoin derivatives are versatile structural motifs found in natural products
and various compounds with different biological or other properties. Due to
their importance in both organic and medicinal chemistry, a number of synthetic procedures have been developed. In this article, a novel methodology
utilizing N-Boc protected amino acid amides for their preparation has been
described. The cyclisation process was accomplished using solid supported
PPh3 and CBr 4 as reagents affording substituted hydantoins in moderate to
good yields (40%–77%).",
publisher = "Wiley Periodicals LLC.",
journal = "Journal Heterocyclic Chemistry",
title = "Synthesis of hydantoins from N-Boc protected aminoacid derived amides using polymer-supported PPh3/CBr4as a reagent",
doi = "10.1002/jhet.4802"
}
Tasić, G., Mitrović, N., Simić, M., Koravović, M., Jovanović, P., Petković, M., Jovanović, M., Ivković, B.,& Savić, V.. (2024). Synthesis of hydantoins from N-Boc protected aminoacid derived amides using polymer-supported PPh3/CBr4as a reagent. in Journal Heterocyclic Chemistry
Wiley Periodicals LLC...
https://doi.org/10.1002/jhet.4802
Tasić G, Mitrović N, Simić M, Koravović M, Jovanović P, Petković M, Jovanović M, Ivković B, Savić V. Synthesis of hydantoins from N-Boc protected aminoacid derived amides using polymer-supported PPh3/CBr4as a reagent. in Journal Heterocyclic Chemistry. 2024;.
doi:10.1002/jhet.4802 .
Tasić, Gordana, Mitrović, Nikola, Simić, Milena, Koravović, Mladen, Jovanović, Predrag, Petković, Miloš, Jovanović, Miloš, Ivković, Branka, Savić, Vladimir, "Synthesis of hydantoins from N-Boc protected aminoacid derived amides using polymer-supported PPh3/CBr4as a reagent" in Journal Heterocyclic Chemistry (2024),
https://doi.org/10.1002/jhet.4802 . .

Synthesis of Piperazin-2-one Derivatives via Cascade Double Nucleophilic Substitution

Petković, Miloš; Kušljević, Dušica; Jovanović, Miloš; Jovanović, Predrag; Tasić, Gordana; Simić, Milena; Savić, Vladimir

(Georg Thieme Verlag, 2023)

TY  - JOUR
AU  - Petković, Miloš
AU  - Kušljević, Dušica
AU  - Jovanović, Miloš
AU  - Jovanović, Predrag
AU  - Tasić, Gordana
AU  - Simić, Milena
AU  - Savić, Vladimir
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5328
AB  - A cascade, metal promoted transformations utilizing chloro allenylamide, primary amine and aryl iodide afforded piperizinones in good yields. Under the optimized conditions the cascade is performed as one-pot process allowing formation of three bonds. The synthetic route, controlled by the reaction rates of several processes involved, introduces two points of diversity and is well suited for combinatorial synthesis or related technologies.
PB  - Georg Thieme Verlag
T2  - Synthesis
T1  - Synthesis of Piperazin-2-one Derivatives via Cascade Double Nucleophilic Substitution
DO  - 10.1055/a-2201-9951
ER  - 
@article{
author = "Petković, Miloš and Kušljević, Dušica and Jovanović, Miloš and Jovanović, Predrag and Tasić, Gordana and Simić, Milena and Savić, Vladimir",
year = "2023",
abstract = "A cascade, metal promoted transformations utilizing chloro allenylamide, primary amine and aryl iodide afforded piperizinones in good yields. Under the optimized conditions the cascade is performed as one-pot process allowing formation of three bonds. The synthetic route, controlled by the reaction rates of several processes involved, introduces two points of diversity and is well suited for combinatorial synthesis or related technologies.",
publisher = "Georg Thieme Verlag",
journal = "Synthesis",
title = "Synthesis of Piperazin-2-one Derivatives via Cascade Double Nucleophilic Substitution",
doi = "10.1055/a-2201-9951"
}
Petković, M., Kušljević, D., Jovanović, M., Jovanović, P., Tasić, G., Simić, M.,& Savić, V.. (2023). Synthesis of Piperazin-2-one Derivatives via Cascade Double Nucleophilic Substitution. in Synthesis
Georg Thieme Verlag..
https://doi.org/10.1055/a-2201-9951
Petković M, Kušljević D, Jovanović M, Jovanović P, Tasić G, Simić M, Savić V. Synthesis of Piperazin-2-one Derivatives via Cascade Double Nucleophilic Substitution. in Synthesis. 2023;.
doi:10.1055/a-2201-9951 .
Petković, Miloš, Kušljević, Dušica, Jovanović, Miloš, Jovanović, Predrag, Tasić, Gordana, Simić, Milena, Savić, Vladimir, "Synthesis of Piperazin-2-one Derivatives via Cascade Double Nucleophilic Substitution" in Synthesis (2023),
https://doi.org/10.1055/a-2201-9951 . .

Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis

Jovanović, Miloš; Jovanović, Predrag; Tasić, Gordana; Simić, Milena; Maslak, Veselin; Rakić, Srđan; Rodić, Marko; Vlahović, Filip; Petković, Miloš; Savić, Vladimir

(John Wiley and Sons Inc, 2023)

TY  - JOUR
AU  - Jovanović, Miloš
AU  - Jovanović, Predrag
AU  - Tasić, Gordana
AU  - Simić, Milena
AU  - Maslak, Veselin
AU  - Rakić, Srđan
AU  - Rodić, Marko
AU  - Vlahović, Filip
AU  - Petković, Miloš
AU  - Savić, Vladimir
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4953
AB  - Enallenylamides have been utilized for the synthesis of heterobicycle[4.2.0]octane derivatives via Ir/hν promoted [2+2] cycloaddition reaction. The reaction specifically targets the distal double bond of the allene moiety, and results in the exclusive formation of the trans product. The process is conducted at room temperature and under an inert atmosphere. An extensive study on the substituent propensities during the cycloaddition step revealed variable effects. Electron-withdrawing groups conjugated with the double bond participating in the cycloaddition either hindered the process or reduced its yield. Conversely, electron-donating substituents enhanced the efficiency, resulting in product yields ranging from 60% to 88%. Our study also demonstrated the influence of protecting groups on the reaction pathway.
PB  - John Wiley and Sons Inc
T2  - Advanced Synthesis and Catalysis
T1  - Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis
DO  - 10.1002/adsc.202300301
ER  - 
@article{
author = "Jovanović, Miloš and Jovanović, Predrag and Tasić, Gordana and Simić, Milena and Maslak, Veselin and Rakić, Srđan and Rodić, Marko and Vlahović, Filip and Petković, Miloš and Savić, Vladimir",
year = "2023",
abstract = "Enallenylamides have been utilized for the synthesis of heterobicycle[4.2.0]octane derivatives via Ir/hν promoted [2+2] cycloaddition reaction. The reaction specifically targets the distal double bond of the allene moiety, and results in the exclusive formation of the trans product. The process is conducted at room temperature and under an inert atmosphere. An extensive study on the substituent propensities during the cycloaddition step revealed variable effects. Electron-withdrawing groups conjugated with the double bond participating in the cycloaddition either hindered the process or reduced its yield. Conversely, electron-donating substituents enhanced the efficiency, resulting in product yields ranging from 60% to 88%. Our study also demonstrated the influence of protecting groups on the reaction pathway.",
publisher = "John Wiley and Sons Inc",
journal = "Advanced Synthesis and Catalysis",
title = "Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis",
doi = "10.1002/adsc.202300301"
}
Jovanović, M., Jovanović, P., Tasić, G., Simić, M., Maslak, V., Rakić, S., Rodić, M., Vlahović, F., Petković, M.,& Savić, V.. (2023). Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis. in Advanced Synthesis and Catalysis
John Wiley and Sons Inc..
https://doi.org/10.1002/adsc.202300301
Jovanović M, Jovanović P, Tasić G, Simić M, Maslak V, Rakić S, Rodić M, Vlahović F, Petković M, Savić V. Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis. in Advanced Synthesis and Catalysis. 2023;.
doi:10.1002/adsc.202300301 .
Jovanović, Miloš, Jovanović, Predrag, Tasić, Gordana, Simić, Milena, Maslak, Veselin, Rakić, Srđan, Rodić, Marko, Vlahović, Filip, Petković, Miloš, Savić, Vladimir, "Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis" in Advanced Synthesis and Catalysis (2023),
https://doi.org/10.1002/adsc.202300301 . .
2
2
1

In vitro study of redox properties of azolyl-lactones in human serum

Simić, Milena; Kotur-Stevuljević, Jelena; Jovanović, Predrag; Petković, Miloš; Jovanović, Miloš; Tasić, Gordana; Savić, Vladimir

(Serbian Chemical Society, 2023)

TY  - JOUR
AU  - Simić, Milena
AU  - Kotur-Stevuljević, Jelena
AU  - Jovanović, Predrag
AU  - Petković, Miloš
AU  - Jovanović, Miloš
AU  - Tasić, Gordana
AU  - Savić, Vladimir
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4934
AB  - Disruption of the redox balance in the body causes oxidative stress that can initiate many diseases. While antioxidants reduce the level of oxidiz- ing compounds in the medium, prooxidants promote the opposite process and have been used in therapies in particular those of cancer diseases. In this study, a series of azolyl lactones, were tested in human serum as a biological matrix and the obtained values of their oxy scores (OS) were compared. The antioxid- ative properties of these compounds were also tested under conditions of ind- uced oxidative stress using an external prooxidant, t-butylhydroperoxide. The results showed that the sulphur analogue 4-azolyl coumarin 5 has the best anti- oxidant properties (OS –2.2), while the halogenated derivatives of pyrazolyl- coumarin 7 and 8 act as prooxidants, but successfully resist oxidative stress (OS 2.7 and 2.0, respectively). Related phthalides and isocoumarins showed prooxidative properties, but azolyl isocoumarins 10 and 11 show the strongest resistance to oxidative stress, reflected in their negative oxy score value (OS –2.1 and –1.1, respectively). The results demonstrated that combining two pharmacophores with known redox properties can produce potent compounds in both directions, with the antioxidative and the prooxidative characteristics.
AB  - Поремећај редокс баланса у организму може узроковати оксидативни стрес, који је окидач за настанак многих болести. Антиоксиданси снижавају ниво оксидујућих једи- њења у медијуму у коме се налазе, док прооксиданси делују супротно и као такви могу наћи примену у терапији канцера. У овом истраживању, испитиване су антиоксидативне и прооксидативне особине серије азолил-лактона у хуманом серуму као биолошком матриксу. Антиоксидативне особине су представљене помоћу окси скорова (ОS), а испи- тивано је и понашање ових једињења у условима индукованог оксидативног стреса нас- талог додатком терц-бутил-хидропероксида као спољног прооксиданса. Резултати су показали да сумпорни дериват, 4-бензимидазолил кумарин 5 има најизраженије анти- оксидативне особине (ОS –2,2), док халогеновани деривати пиразолил-кумарина 7 и 8 реагују као прооксиданси (ОS 2,7 и 2,0). Утицају додатог прооксиданса се најбоље опиру једињења 7 и 8. Испитивани деривати изокумарина и фталида такође показују проокси- дативне особине, док се оксидативном стресу најбоље опиру азолил-изокумарини (ОS < 0).
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - In vitro study of redox properties of azolyl-lactones in human serum
T1  - In vitro студија редокс особина азолил-лактона у хуманом серуму
VL  - 88
IS  - 6
SP  - 589
EP  - 601
DO  - 10.2298/JSC221221017S
ER  - 
@article{
author = "Simić, Milena and Kotur-Stevuljević, Jelena and Jovanović, Predrag and Petković, Miloš and Jovanović, Miloš and Tasić, Gordana and Savić, Vladimir",
year = "2023",
abstract = "Disruption of the redox balance in the body causes oxidative stress that can initiate many diseases. While antioxidants reduce the level of oxidiz- ing compounds in the medium, prooxidants promote the opposite process and have been used in therapies in particular those of cancer diseases. In this study, a series of azolyl lactones, were tested in human serum as a biological matrix and the obtained values of their oxy scores (OS) were compared. The antioxid- ative properties of these compounds were also tested under conditions of ind- uced oxidative stress using an external prooxidant, t-butylhydroperoxide. The results showed that the sulphur analogue 4-azolyl coumarin 5 has the best anti- oxidant properties (OS –2.2), while the halogenated derivatives of pyrazolyl- coumarin 7 and 8 act as prooxidants, but successfully resist oxidative stress (OS 2.7 and 2.0, respectively). Related phthalides and isocoumarins showed prooxidative properties, but azolyl isocoumarins 10 and 11 show the strongest resistance to oxidative stress, reflected in their negative oxy score value (OS –2.1 and –1.1, respectively). The results demonstrated that combining two pharmacophores with known redox properties can produce potent compounds in both directions, with the antioxidative and the prooxidative characteristics., Поремећај редокс баланса у организму може узроковати оксидативни стрес, који је окидач за настанак многих болести. Антиоксиданси снижавају ниво оксидујућих једи- њења у медијуму у коме се налазе, док прооксиданси делују супротно и као такви могу наћи примену у терапији канцера. У овом истраживању, испитиване су антиоксидативне и прооксидативне особине серије азолил-лактона у хуманом серуму као биолошком матриксу. Антиоксидативне особине су представљене помоћу окси скорова (ОS), а испи- тивано је и понашање ових једињења у условима индукованог оксидативног стреса нас- талог додатком терц-бутил-хидропероксида као спољног прооксиданса. Резултати су показали да сумпорни дериват, 4-бензимидазолил кумарин 5 има најизраженије анти- оксидативне особине (ОS –2,2), док халогеновани деривати пиразолил-кумарина 7 и 8 реагују као прооксиданси (ОS 2,7 и 2,0). Утицају додатог прооксиданса се најбоље опиру једињења 7 и 8. Испитивани деривати изокумарина и фталида такође показују проокси- дативне особине, док се оксидативном стресу најбоље опиру азолил-изокумарини (ОS < 0).",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "In vitro study of redox properties of azolyl-lactones in human serum, In vitro студија редокс особина азолил-лактона у хуманом серуму",
volume = "88",
number = "6",
pages = "589-601",
doi = "10.2298/JSC221221017S"
}
Simić, M., Kotur-Stevuljević, J., Jovanović, P., Petković, M., Jovanović, M., Tasić, G.,& Savić, V.. (2023). In vitro study of redox properties of azolyl-lactones in human serum. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 88(6), 589-601.
https://doi.org/10.2298/JSC221221017S
Simić M, Kotur-Stevuljević J, Jovanović P, Petković M, Jovanović M, Tasić G, Savić V. In vitro study of redox properties of azolyl-lactones in human serum. in Journal of the Serbian Chemical Society. 2023;88(6):589-601.
doi:10.2298/JSC221221017S .
Simić, Milena, Kotur-Stevuljević, Jelena, Jovanović, Predrag, Petković, Miloš, Jovanović, Miloš, Tasić, Gordana, Savić, Vladimir, "In vitro study of redox properties of azolyl-lactones in human serum" in Journal of the Serbian Chemical Society, 88, no. 6 (2023):589-601,
https://doi.org/10.2298/JSC221221017S . .

From PROTAC to inhibitor: Structure-guided discovery of potent and orally bioavailable BET inhibitors

Koravović, Mladen; Mayasundari, Anand; Tasić, Gordana; Keramatnia, F.; Stachowski, Timothy R.; Cui, Huarui; Chai, Sergio C.; Jonchere, Barbara; Yang, Lei; Li, Yong; Fu, Xiang; Hiltenbrand, Ryan; Paul, Leena; Mishra, Vibhor; Klco, Jeffery M.; Roussel, Martine F.; Pomerantz, William CK.; Fischer, Marcus; Ranković, Zoran; Savić, Vladimir

(Elsevier, 2023)

TY  - JOUR
AU  - Koravović, Mladen
AU  - Mayasundari, Anand
AU  - Tasić, Gordana
AU  - Keramatnia, F.
AU  - Stachowski, Timothy R.
AU  - Cui, Huarui
AU  - Chai, Sergio C.
AU  - Jonchere, Barbara
AU  - Yang, Lei
AU  - Li, Yong
AU  - Fu, Xiang
AU  - Hiltenbrand, Ryan
AU  - Paul, Leena
AU  - Mishra, Vibhor
AU  - Klco, Jeffery M.
AU  - Roussel, Martine F.
AU  - Pomerantz, William CK.
AU  - Fischer, Marcus
AU  - Ranković, Zoran
AU  - Savić, Vladimir
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4513
AB  - An X-ray structure of a CLICK chemistry-based BET PROTAC bound to BRD2(BD2) inspired synthesis of JQ1 derived heterocyclic amides. This effort led to the discovery of potent BET inhibitors displaying overall improved profiles when compared to JQ1 and birabresib. A thiadiazole derived 1q (SJ1461) displayed excellent BRD4 and BRD2 affinity and high potency in the panel of acute leukaemia and medulloblastoma cell lines. A structure of 1q co-crystalised with BRD4-BD1 revealed polar interactions with the AZ/BC loops, in particular with Asn140 and Tyr139, rationalising the observed affinity improvements. In addition, exploration of pharmacokinetic properties of this class of compounds suggest that the heterocyclic amide moiety improves drug-like features. Our study led to the discovery of potent and orally bioavailable BET inhibitor 1q (SJ1461) as a promising candidate for further development.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - From PROTAC to inhibitor: Structure-guided discovery of potent and orally bioavailable BET inhibitors
VL  - 251
DO  - 10.1016/j.ejmech.2023.115246
ER  - 
@article{
author = "Koravović, Mladen and Mayasundari, Anand and Tasić, Gordana and Keramatnia, F. and Stachowski, Timothy R. and Cui, Huarui and Chai, Sergio C. and Jonchere, Barbara and Yang, Lei and Li, Yong and Fu, Xiang and Hiltenbrand, Ryan and Paul, Leena and Mishra, Vibhor and Klco, Jeffery M. and Roussel, Martine F. and Pomerantz, William CK. and Fischer, Marcus and Ranković, Zoran and Savić, Vladimir",
year = "2023",
abstract = "An X-ray structure of a CLICK chemistry-based BET PROTAC bound to BRD2(BD2) inspired synthesis of JQ1 derived heterocyclic amides. This effort led to the discovery of potent BET inhibitors displaying overall improved profiles when compared to JQ1 and birabresib. A thiadiazole derived 1q (SJ1461) displayed excellent BRD4 and BRD2 affinity and high potency in the panel of acute leukaemia and medulloblastoma cell lines. A structure of 1q co-crystalised with BRD4-BD1 revealed polar interactions with the AZ/BC loops, in particular with Asn140 and Tyr139, rationalising the observed affinity improvements. In addition, exploration of pharmacokinetic properties of this class of compounds suggest that the heterocyclic amide moiety improves drug-like features. Our study led to the discovery of potent and orally bioavailable BET inhibitor 1q (SJ1461) as a promising candidate for further development.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "From PROTAC to inhibitor: Structure-guided discovery of potent and orally bioavailable BET inhibitors",
volume = "251",
doi = "10.1016/j.ejmech.2023.115246"
}
Koravović, M., Mayasundari, A., Tasić, G., Keramatnia, F., Stachowski, T. R., Cui, H., Chai, S. C., Jonchere, B., Yang, L., Li, Y., Fu, X., Hiltenbrand, R., Paul, L., Mishra, V., Klco, J. M., Roussel, M. F., Pomerantz, W. CK., Fischer, M., Ranković, Z.,& Savić, V.. (2023). From PROTAC to inhibitor: Structure-guided discovery of potent and orally bioavailable BET inhibitors. in European Journal of Medicinal Chemistry
Elsevier., 251.
https://doi.org/10.1016/j.ejmech.2023.115246
Koravović M, Mayasundari A, Tasić G, Keramatnia F, Stachowski TR, Cui H, Chai SC, Jonchere B, Yang L, Li Y, Fu X, Hiltenbrand R, Paul L, Mishra V, Klco JM, Roussel MF, Pomerantz WC, Fischer M, Ranković Z, Savić V. From PROTAC to inhibitor: Structure-guided discovery of potent and orally bioavailable BET inhibitors. in European Journal of Medicinal Chemistry. 2023;251.
doi:10.1016/j.ejmech.2023.115246 .
Koravović, Mladen, Mayasundari, Anand, Tasić, Gordana, Keramatnia, F., Stachowski, Timothy R., Cui, Huarui, Chai, Sergio C., Jonchere, Barbara, Yang, Lei, Li, Yong, Fu, Xiang, Hiltenbrand, Ryan, Paul, Leena, Mishra, Vibhor, Klco, Jeffery M., Roussel, Martine F., Pomerantz, William CK., Fischer, Marcus, Ranković, Zoran, Savić, Vladimir, "From PROTAC to inhibitor: Structure-guided discovery of potent and orally bioavailable BET inhibitors" in European Journal of Medicinal Chemistry, 251 (2023),
https://doi.org/10.1016/j.ejmech.2023.115246 . .
1
1
1

Highly exo selective, photochemically promoted cyclization of iodoallene derivatives

Jovanović, Miloš; Simić, Milena; Petković, Miloš; Tasić, Gordana; Maslak, Veselin; Jovanović, Predrag; Savić, Vladimir

(Wiley Periodicals LLC, 2022)

TY  - JOUR
AU  - Jovanović, Miloš
AU  - Simić, Milena
AU  - Petković, Miloš
AU  - Tasić, Gordana
AU  - Maslak, Veselin
AU  - Jovanović, Predrag
AU  - Savić, Vladimir
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4175
AB  - A photochemically promoted intramolecular cyclization of aryl-, vinyl-, and alkyliodo allenes has been developed. The optimal conditions employed [Ir(ppy)2(dtbbpy)]PF6 (1 mol%) as catalyst affording products with high exo selectivity in moderate to good yields. Chiral substrates showed diastereoselectivity of up to 95/5 favoring trans product.
PB  - Wiley Periodicals LLC
T2  - Journal of Heterocyclic Chemistry
T1  - Highly exo selective, photochemically promoted cyclization of iodoallene derivatives
VL  - 59
IS  - 8
SP  - 1435
EP  - 1440
DO  - 10.1002/jhet.4472
ER  - 
@article{
author = "Jovanović, Miloš and Simić, Milena and Petković, Miloš and Tasić, Gordana and Maslak, Veselin and Jovanović, Predrag and Savić, Vladimir",
year = "2022",
abstract = "A photochemically promoted intramolecular cyclization of aryl-, vinyl-, and alkyliodo allenes has been developed. The optimal conditions employed [Ir(ppy)2(dtbbpy)]PF6 (1 mol%) as catalyst affording products with high exo selectivity in moderate to good yields. Chiral substrates showed diastereoselectivity of up to 95/5 favoring trans product.",
publisher = "Wiley Periodicals LLC",
journal = "Journal of Heterocyclic Chemistry",
title = "Highly exo selective, photochemically promoted cyclization of iodoallene derivatives",
volume = "59",
number = "8",
pages = "1435-1440",
doi = "10.1002/jhet.4472"
}
Jovanović, M., Simić, M., Petković, M., Tasić, G., Maslak, V., Jovanović, P.,& Savić, V.. (2022). Highly exo selective, photochemically promoted cyclization of iodoallene derivatives. in Journal of Heterocyclic Chemistry
Wiley Periodicals LLC., 59(8), 1435-1440.
https://doi.org/10.1002/jhet.4472
Jovanović M, Simić M, Petković M, Tasić G, Maslak V, Jovanović P, Savić V. Highly exo selective, photochemically promoted cyclization of iodoallene derivatives. in Journal of Heterocyclic Chemistry. 2022;59(8):1435-1440.
doi:10.1002/jhet.4472 .
Jovanović, Miloš, Simić, Milena, Petković, Miloš, Tasić, Gordana, Maslak, Veselin, Jovanović, Predrag, Savić, Vladimir, "Highly exo selective, photochemically promoted cyclization of iodoallene derivatives" in Journal of Heterocyclic Chemistry, 59, no. 8 (2022):1435-1440,
https://doi.org/10.1002/jhet.4472 . .

Dual Role of the Arylating Agent in a Highly C(2)-Selective Pd-Catalysed Functionalisation of Pyrrole Derivatives

Petković, Miloš; Jovanović, Miloš; Jovanović, Predrag; Simić, Milena; Tasić, Gordana; Savić, Vladimir

(Georg Thieme Verlag, 2022)

TY  - JOUR
AU  - Petković, Miloš
AU  - Jovanović, Miloš
AU  - Jovanović, Predrag
AU  - Simić, Milena
AU  - Tasić, Gordana
AU  - Savić, Vladimir
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4720
AB  - Pyrrole derivatives with C(2)-aryl substituents are an important and widespread class of heterocyclic compounds. Their synthesis can be accomplished using several strategic variants which usually entail either protection of the N–H functionality followed by the arylation, or a direct arylation. Although direct arylation is a preferable process due to a reduced number of synthetic steps, it often requires vigorous conditions or challenging reagents. To this synthetic repertoire, we add a novel method that is based on the dual role of the arylating agent. It serves as the nitrogen protecting group while also being involved in the arylation step. Deprotection as a final stage is carried out simultaneously utilising amines as reacting components. This approach ensures relatively mild conditions and exclusive C(2) selectivity yielding 2-arylpyrroles with the amide functionality. While aromatic amines are not suitable partners under studied conditions, most likely due to lower nucleophilicity, aliphatic amines, either primary or secondary, afford products in good yields.
PB  - Georg Thieme Verlag
T2  - Synthesis
T1  - Dual Role of the Arylating Agent in a Highly C(2)-Selective Pd-Catalysed Functionalisation of Pyrrole Derivatives
VL  - 54
IS  - 12
SP  - 2839
EP  - 2848
DO  - 10.1055/a-1758-6312
ER  - 
@article{
author = "Petković, Miloš and Jovanović, Miloš and Jovanović, Predrag and Simić, Milena and Tasić, Gordana and Savić, Vladimir",
year = "2022",
abstract = "Pyrrole derivatives with C(2)-aryl substituents are an important and widespread class of heterocyclic compounds. Their synthesis can be accomplished using several strategic variants which usually entail either protection of the N–H functionality followed by the arylation, or a direct arylation. Although direct arylation is a preferable process due to a reduced number of synthetic steps, it often requires vigorous conditions or challenging reagents. To this synthetic repertoire, we add a novel method that is based on the dual role of the arylating agent. It serves as the nitrogen protecting group while also being involved in the arylation step. Deprotection as a final stage is carried out simultaneously utilising amines as reacting components. This approach ensures relatively mild conditions and exclusive C(2) selectivity yielding 2-arylpyrroles with the amide functionality. While aromatic amines are not suitable partners under studied conditions, most likely due to lower nucleophilicity, aliphatic amines, either primary or secondary, afford products in good yields.",
publisher = "Georg Thieme Verlag",
journal = "Synthesis",
title = "Dual Role of the Arylating Agent in a Highly C(2)-Selective Pd-Catalysed Functionalisation of Pyrrole Derivatives",
volume = "54",
number = "12",
pages = "2839-2848",
doi = "10.1055/a-1758-6312"
}
Petković, M., Jovanović, M., Jovanović, P., Simić, M., Tasić, G.,& Savić, V.. (2022). Dual Role of the Arylating Agent in a Highly C(2)-Selective Pd-Catalysed Functionalisation of Pyrrole Derivatives. in Synthesis
Georg Thieme Verlag., 54(12), 2839-2848.
https://doi.org/10.1055/a-1758-6312
Petković M, Jovanović M, Jovanović P, Simić M, Tasić G, Savić V. Dual Role of the Arylating Agent in a Highly C(2)-Selective Pd-Catalysed Functionalisation of Pyrrole Derivatives. in Synthesis. 2022;54(12):2839-2848.
doi:10.1055/a-1758-6312 .
Petković, Miloš, Jovanović, Miloš, Jovanović, Predrag, Simić, Milena, Tasić, Gordana, Savić, Vladimir, "Dual Role of the Arylating Agent in a Highly C(2)-Selective Pd-Catalysed Functionalisation of Pyrrole Derivatives" in Synthesis, 54, no. 12 (2022):2839-2848,
https://doi.org/10.1055/a-1758-6312 . .
1
1

Protein degradation induced by PROTAC molecules as an emerging drug discovery strategy

Koravović, Mladen; Marković, Bojan; Kovačević, Milena; Rmandić, Milena; Tasić, Gordana

(Serbian Chemical Society, 2022)

TY  - JOUR
AU  - Koravović, Mladen
AU  - Marković, Bojan
AU  - Kovačević, Milena
AU  - Rmandić, Milena
AU  - Tasić, Gordana
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4296
AB  - The traditional concept of drug discovery is based on the occupancydriven pharmacology model. It implies the development of inhibitors occupying binding sites that directly affect protein functions. Therefore, proteins that do not have such binding sites are generally considered as pharmacologically intractable. Furthermore, drugs that act in this way must be administered in dosage regimens that often result in high systemic drug exposures in order to maintain sufficient protein inhibition. Thus, there is a risk of the onset of off-target binding and side effects. The landscape of drug discovery has been markedly changed since proteolysis targeting chimera (PROTAC) molecules emerged twenty years ago as a part of the event-driven pharmacology model. These are bifunctional molecules that harness the ubiquitin-proteasome system, and are composed of a ligand that binds the protein of interest (POI), a ligand that recruits E3 ubiquitin ligase (E3UL) and a linker that connects these two parts. Pharmacologically, PROTACs bring POI and E3UL into close proximity, which triggers the formation of a functional ternary complex POI-PROTAC-E3UL. This event drives polyubiquitination and subsequent POI degradation by the 26S proteasome. The development and exceptional properties of PROTAC molecules that brought them to clinical studies will be discussed in this paper. © 2022 Serbian Chemical Society. All rights reserved.
AB  - Традиционални концепт открића лекова базиран је на фармаколошком моделу заснованом на окупираности циљних протеина. То подразумева развој инхибитора који окупирају везујућа места директно повезана са функцијама протеина. Стога, протеини који немају таква везујућа места се генерално сматрају фармаколошки недодирљивим. Осим тога, лекови који делују на овакав начин морају се примењивати у режимима дозирања који често доводе до претеране системске изложености леку ради одржања довољне инхибиције протеина. Дакле, постоји ризик од појаве везивања лека ван свог примарног места дејства и нежељених ефеката. Окосница развоја лекова је значајно измењена откако су се појавили PROTAC (енг. proteolysis targeting chimera) молекули пре двадесет година као део фармаколошког модела заснованог на покретању догађаја који доводе до разградње циљних протеина. Ово су бифункционални молекули који користе убиквитин-протеазом систем, а састоје се од лиганда који се везује за протеин од инте- реса (POI), лиганда који регрутује Е3 убиквитин лигазу (E3UL) и линкера који повезује ова два дела. Фармаколошки, PROTAC молекули доводе POI и Е3UL у близину, што води формирању функционалног тернарног комплекса POI–PROTAC–Е3UL. Овај догађај води полиубиквитинацији и следственој деградацији POI 26S протеазомом. Развој и изу- зетна својства PROTAC молекула која су их довела до клиничких студија дискутовани су овом раду.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Protein degradation induced by PROTAC molecules as an emerging drug discovery strategy
T1  - Деградација протеина индукована PROTAC молекулима као нова стратегија у развоју лекова
VL  - 87
IS  - 7-8
SP  - 785
EP  - 811
DO  - 10.2298/JSC211209027K
ER  - 
@article{
author = "Koravović, Mladen and Marković, Bojan and Kovačević, Milena and Rmandić, Milena and Tasić, Gordana",
year = "2022",
abstract = "The traditional concept of drug discovery is based on the occupancydriven pharmacology model. It implies the development of inhibitors occupying binding sites that directly affect protein functions. Therefore, proteins that do not have such binding sites are generally considered as pharmacologically intractable. Furthermore, drugs that act in this way must be administered in dosage regimens that often result in high systemic drug exposures in order to maintain sufficient protein inhibition. Thus, there is a risk of the onset of off-target binding and side effects. The landscape of drug discovery has been markedly changed since proteolysis targeting chimera (PROTAC) molecules emerged twenty years ago as a part of the event-driven pharmacology model. These are bifunctional molecules that harness the ubiquitin-proteasome system, and are composed of a ligand that binds the protein of interest (POI), a ligand that recruits E3 ubiquitin ligase (E3UL) and a linker that connects these two parts. Pharmacologically, PROTACs bring POI and E3UL into close proximity, which triggers the formation of a functional ternary complex POI-PROTAC-E3UL. This event drives polyubiquitination and subsequent POI degradation by the 26S proteasome. The development and exceptional properties of PROTAC molecules that brought them to clinical studies will be discussed in this paper. © 2022 Serbian Chemical Society. All rights reserved., Традиционални концепт открића лекова базиран је на фармаколошком моделу заснованом на окупираности циљних протеина. То подразумева развој инхибитора који окупирају везујућа места директно повезана са функцијама протеина. Стога, протеини који немају таква везујућа места се генерално сматрају фармаколошки недодирљивим. Осим тога, лекови који делују на овакав начин морају се примењивати у режимима дозирања који често доводе до претеране системске изложености леку ради одржања довољне инхибиције протеина. Дакле, постоји ризик од појаве везивања лека ван свог примарног места дејства и нежељених ефеката. Окосница развоја лекова је значајно измењена откако су се појавили PROTAC (енг. proteolysis targeting chimera) молекули пре двадесет година као део фармаколошког модела заснованог на покретању догађаја који доводе до разградње циљних протеина. Ово су бифункционални молекули који користе убиквитин-протеазом систем, а састоје се од лиганда који се везује за протеин од инте- реса (POI), лиганда који регрутује Е3 убиквитин лигазу (E3UL) и линкера који повезује ова два дела. Фармаколошки, PROTAC молекули доводе POI и Е3UL у близину, што води формирању функционалног тернарног комплекса POI–PROTAC–Е3UL. Овај догађај води полиубиквитинацији и следственој деградацији POI 26S протеазомом. Развој и изу- зетна својства PROTAC молекула која су их довела до клиничких студија дискутовани су овом раду.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Protein degradation induced by PROTAC molecules as an emerging drug discovery strategy, Деградација протеина индукована PROTAC молекулима као нова стратегија у развоју лекова",
volume = "87",
number = "7-8",
pages = "785-811",
doi = "10.2298/JSC211209027K"
}
Koravović, M., Marković, B., Kovačević, M., Rmandić, M.,& Tasić, G.. (2022). Protein degradation induced by PROTAC molecules as an emerging drug discovery strategy. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 87(7-8), 785-811.
https://doi.org/10.2298/JSC211209027K
Koravović M, Marković B, Kovačević M, Rmandić M, Tasić G. Protein degradation induced by PROTAC molecules as an emerging drug discovery strategy. in Journal of the Serbian Chemical Society. 2022;87(7-8):785-811.
doi:10.2298/JSC211209027K .
Koravović, Mladen, Marković, Bojan, Kovačević, Milena, Rmandić, Milena, Tasić, Gordana, "Protein degradation induced by PROTAC molecules as an emerging drug discovery strategy" in Journal of the Serbian Chemical Society, 87, no. 7-8 (2022):785-811,
https://doi.org/10.2298/JSC211209027K . .

Sinteza i antikancerski potencijal 4-azolilkumarina

Simić, Milena; Jovanović, Predrag; Petković, Miloš; Žižak, Željko; Tasić, Gordana; Jovanović, Miloš; Savić, Vladimir

(Srpsko hemijsko društvo, Beograd, 2021)

TY  - CONF
AU  - Simić, Milena
AU  - Jovanović, Predrag
AU  - Petković, Miloš
AU  - Žižak, Željko
AU  - Tasić, Gordana
AU  - Jovanović, Miloš
AU  - Savić, Vladimir
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5391
AB  - Kumarini su heterociklična jedinjenja veoma rasprostranjen u prirodi. Kao privilegovana struktura,
ovaj molekul se nalazi i u velikom broju sintetskih derivata sa značajnom biološkom aktivnošću.
Posebno su interesantni hibridi koji sadrže dve farmakofore, od kojih je jedna kumarin. Cilj ovog
istraživanja bio je sinteza serije jednostavnih novih 4-azolil kumarina i evaluacija njihove in vitro
citotoksičnosti prema humanim kancerskim ćelijskim linijama HeLa, K562, MCF-7 i MDA-MB-
453.
AB  - Coumarins are heterocyclic compounds widely distributed in nature. As a privileged structure,
coumarin is also found in a large number of synthetic molecules with important biological activity.
Particularly interesting compounds are coumarin-containing hybrids, compounds with two or more
pharmacophores. The aim of this work was preparation of simple novel azolyl-coumarin hybrids
and evaluation of their cytotoxic effect on human cancer cells, HeLa, K562, MDA-MB-453 and
MCF-7.
PB  - Srpsko hemijsko društvo, Beograd
C3  - 57. Savetovanje Srpskog hemijskog društva. Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija
T1  - Sinteza i antikancerski potencijal 4-azolilkumarina
T1  - Synthesis and anticancer potential of 4-azolylcoumarins
SP  - 88
EP  - 88
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5391
ER  - 
@conference{
author = "Simić, Milena and Jovanović, Predrag and Petković, Miloš and Žižak, Željko and Tasić, Gordana and Jovanović, Miloš and Savić, Vladimir",
year = "2021",
abstract = "Kumarini su heterociklična jedinjenja veoma rasprostranjen u prirodi. Kao privilegovana struktura,
ovaj molekul se nalazi i u velikom broju sintetskih derivata sa značajnom biološkom aktivnošću.
Posebno su interesantni hibridi koji sadrže dve farmakofore, od kojih je jedna kumarin. Cilj ovog
istraživanja bio je sinteza serije jednostavnih novih 4-azolil kumarina i evaluacija njihove in vitro
citotoksičnosti prema humanim kancerskim ćelijskim linijama HeLa, K562, MCF-7 i MDA-MB-
453., Coumarins are heterocyclic compounds widely distributed in nature. As a privileged structure,
coumarin is also found in a large number of synthetic molecules with important biological activity.
Particularly interesting compounds are coumarin-containing hybrids, compounds with two or more
pharmacophores. The aim of this work was preparation of simple novel azolyl-coumarin hybrids
and evaluation of their cytotoxic effect on human cancer cells, HeLa, K562, MDA-MB-453 and
MCF-7.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "57. Savetovanje Srpskog hemijskog društva. Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija",
title = "Sinteza i antikancerski potencijal 4-azolilkumarina, Synthesis and anticancer potential of 4-azolylcoumarins",
pages = "88-88",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5391"
}
Simić, M., Jovanović, P., Petković, M., Žižak, Ž., Tasić, G., Jovanović, M.,& Savić, V.. (2021). Sinteza i antikancerski potencijal 4-azolilkumarina. in 57. Savetovanje Srpskog hemijskog društva. Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija
Srpsko hemijsko društvo, Beograd., 88-88.
https://hdl.handle.net/21.15107/rcub_farfar_5391
Simić M, Jovanović P, Petković M, Žižak Ž, Tasić G, Jovanović M, Savić V. Sinteza i antikancerski potencijal 4-azolilkumarina. in 57. Savetovanje Srpskog hemijskog društva. Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija. 2021;:88-88.
https://hdl.handle.net/21.15107/rcub_farfar_5391 .
Simić, Milena, Jovanović, Predrag, Petković, Miloš, Žižak, Željko, Tasić, Gordana, Jovanović, Miloš, Savić, Vladimir, "Sinteza i antikancerski potencijal 4-azolilkumarina" in 57. Savetovanje Srpskog hemijskog društva. Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija (2021):88-88,
https://hdl.handle.net/21.15107/rcub_farfar_5391 .

Sinteza i biološko profilisanje (+)-JQ1 amida kao BET inhibitora

Koravović, Mladen; Tasić, Gordana; Mayasundari, Anand; Keramatnia, Fatemeh; Fischer, Marcus; Ranković, Zoran; Savić, Vladimir

(Srpsko hemijsko društvo, Beograd, 2021)

TY  - CONF
AU  - Koravović, Mladen
AU  - Tasić, Gordana
AU  - Mayasundari, Anand
AU  - Keramatnia, Fatemeh
AU  - Fischer, Marcus
AU  - Ranković, Zoran
AU  - Savić, Vladimir
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5385
AB  - BET proteini su epigenetski biološki targeti koji regulišu ekspresiju gena i uključeni su u
patogenezu kancera. Jedan od inhibitora ovih proteina koji je opisan u literaturi je derivat
tienotriazolodiazepina (+)-JQ1. Cilj ovog rada bio je dalje unapređenje osobina (+)-JQ1
derivatizacijom estarske grupe (Shema 1). U toku ovog istraživanja sintetisano je više amidnih
analoga od koji je jedan pokazao 16 puta veću aktivnost u TR-FRET testu u odnosu na (+)-JQ1.
AB  - BET proteins are epigenetic biological targets that regulate gene expression and are involved in
cancer pathogenesis. One of BET inhibitors described in the literature is thienotriazolodiazepine
derivative (+)-JQ1. The aim of this research was to further improve the properties of (+)-JQ1 by
ester group derivatization (Scheme 1). During the research several amide analogs were synthesized
and one of them had 16 fold greater activity in TR-FRET assay compared to (+)-JQ1.
PB  - Srpsko hemijsko društvo, Beograd
C3  - 57. Savetovanje Srpskog hemijskog društva.  Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija
T1  - Sinteza i biološko profilisanje (+)-JQ1 amida kao BET inhibitora
T1  - Synthesis and biological profiling of (+)-JQ1 amides as BET inhibitors
SP  - 86
EP  - 86
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5385
ER  - 
@conference{
author = "Koravović, Mladen and Tasić, Gordana and Mayasundari, Anand and Keramatnia, Fatemeh and Fischer, Marcus and Ranković, Zoran and Savić, Vladimir",
year = "2021",
abstract = "BET proteini su epigenetski biološki targeti koji regulišu ekspresiju gena i uključeni su u
patogenezu kancera. Jedan od inhibitora ovih proteina koji je opisan u literaturi je derivat
tienotriazolodiazepina (+)-JQ1. Cilj ovog rada bio je dalje unapređenje osobina (+)-JQ1
derivatizacijom estarske grupe (Shema 1). U toku ovog istraživanja sintetisano je više amidnih
analoga od koji je jedan pokazao 16 puta veću aktivnost u TR-FRET testu u odnosu na (+)-JQ1., BET proteins are epigenetic biological targets that regulate gene expression and are involved in
cancer pathogenesis. One of BET inhibitors described in the literature is thienotriazolodiazepine
derivative (+)-JQ1. The aim of this research was to further improve the properties of (+)-JQ1 by
ester group derivatization (Scheme 1). During the research several amide analogs were synthesized
and one of them had 16 fold greater activity in TR-FRET assay compared to (+)-JQ1.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "57. Savetovanje Srpskog hemijskog društva.  Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija",
title = "Sinteza i biološko profilisanje (+)-JQ1 amida kao BET inhibitora, Synthesis and biological profiling of (+)-JQ1 amides as BET inhibitors",
pages = "86-86",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5385"
}
Koravović, M., Tasić, G., Mayasundari, A., Keramatnia, F., Fischer, M., Ranković, Z.,& Savić, V.. (2021). Sinteza i biološko profilisanje (+)-JQ1 amida kao BET inhibitora. in 57. Savetovanje Srpskog hemijskog društva.  Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija
Srpsko hemijsko društvo, Beograd., 86-86.
https://hdl.handle.net/21.15107/rcub_farfar_5385
Koravović M, Tasić G, Mayasundari A, Keramatnia F, Fischer M, Ranković Z, Savić V. Sinteza i biološko profilisanje (+)-JQ1 amida kao BET inhibitora. in 57. Savetovanje Srpskog hemijskog društva.  Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija. 2021;:86-86.
https://hdl.handle.net/21.15107/rcub_farfar_5385 .
Koravović, Mladen, Tasić, Gordana, Mayasundari, Anand, Keramatnia, Fatemeh, Fischer, Marcus, Ranković, Zoran, Savić, Vladimir, "Sinteza i biološko profilisanje (+)-JQ1 amida kao BET inhibitora" in 57. Savetovanje Srpskog hemijskog društva.  Kratki izvodi, Juni 18 i 19, 2021, Kragujevac, Srbija (2021):86-86,
https://hdl.handle.net/21.15107/rcub_farfar_5385 .

Паладијум катализоване реакције алилних алкохола

Tasić, Gordana; Simić, Milena; Petković, Miloš

(Srpsko hemijsko društvo, Beograd, 2021)

TY  - JOUR
AU  - Tasić, Gordana
AU  - Simić, Milena
AU  - Petković, Miloš
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5377
AB  - У органској синтези постоји велики број метода које се користе за грађење C-C везе. Једна од најчешћих и најефикаснијих реакција је применом органометала. У литератури значајно место заузимају
реакције катализоване паладијумом. Хекова (Heck)реакција представља паладијумом катализовано ку-
пловање алкенил или арил-халогенида (или трифлата) и алкена. [1-3] Ова реакција поседује велики синтетички потенцијал како због своје хемоселективности,
региоселективности, благих реакционих услова и релативно добрих приноса. Од алилних супстрата у реакцијама промовисаним каталитичким количинама
паладијума највише су проучавани алкохоли.
AB  - There are many methods in organic synthesis for C-C
bond building. One of the most common and most effective
is using organometals. Palladium-catalyzed reactions have
significant place in literature. Heck reaction is palladiumcatalyzed
coupling of alkenyl or aryl halides or triflates and
alkenes [1-3]. This reaction have great potential in organic
synthesis because of chemoselectivity, regioselectivity, mild
reaction conditions and relatively high yields. Best studied
allylic substrates in reactions catalyzed by catalytic amounts
of palladium are allylic alcohols.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Hemijski pregled
T1  - Паладијум катализоване реакције алилних алкохола
T1  - Palladium catalyzed reactions of allyl alcohols
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5377
ER  - 
@article{
author = "Tasić, Gordana and Simić, Milena and Petković, Miloš",
year = "2021",
abstract = "У органској синтези постоји велики број метода које се користе за грађење C-C везе. Једна од најчешћих и најефикаснијих реакција је применом органометала. У литератури значајно место заузимају
реакције катализоване паладијумом. Хекова (Heck)реакција представља паладијумом катализовано ку-
пловање алкенил или арил-халогенида (или трифлата) и алкена. [1-3] Ова реакција поседује велики синтетички потенцијал како због своје хемоселективности,
региоселективности, благих реакционих услова и релативно добрих приноса. Од алилних супстрата у реакцијама промовисаним каталитичким количинама
паладијума највише су проучавани алкохоли., There are many methods in organic synthesis for C-C
bond building. One of the most common and most effective
is using organometals. Palladium-catalyzed reactions have
significant place in literature. Heck reaction is palladiumcatalyzed
coupling of alkenyl or aryl halides or triflates and
alkenes [1-3]. This reaction have great potential in organic
synthesis because of chemoselectivity, regioselectivity, mild
reaction conditions and relatively high yields. Best studied
allylic substrates in reactions catalyzed by catalytic amounts
of palladium are allylic alcohols.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Hemijski pregled",
title = "Паладијум катализоване реакције алилних алкохола, Palladium catalyzed reactions of allyl alcohols",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5377"
}
Tasić, G., Simić, M.,& Petković, M.. (2021). Паладијум катализоване реакције алилних алкохола. in Hemijski pregled
Srpsko hemijsko društvo, Beograd..
https://hdl.handle.net/21.15107/rcub_farfar_5377
Tasić G, Simić M, Petković M. Паладијум катализоване реакције алилних алкохола. in Hemijski pregled. 2021;.
https://hdl.handle.net/21.15107/rcub_farfar_5377 .
Tasić, Gordana, Simić, Milena, Petković, Miloš, "Паладијум катализоване реакције алилних алкохола" in Hemijski pregled (2021),
https://hdl.handle.net/21.15107/rcub_farfar_5377 .

Fragment-type 4-azolylcoumarin derivatives with anticancer properties

Simić, Milena; Petković, Miloš; Jovanović, Predrag; Jovanović, Miloš; Tasić, Gordana; Besu, Irina; Žižak, Željko; Aleksić, Ivana; Nikodinović-Runić, Jasmina; Savić, Vladimir

(John Wiley and Sons Inc, 2021)

TY  - JOUR
AU  - Simić, Milena
AU  - Petković, Miloš
AU  - Jovanović, Predrag
AU  - Jovanović, Miloš
AU  - Tasić, Gordana
AU  - Besu, Irina
AU  - Žižak, Željko
AU  - Aleksić, Ivana
AU  - Nikodinović-Runić, Jasmina
AU  - Savić, Vladimir
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3935
AB  - Several coumarin derivatives with a directly attached azole substituent at C‐4 were synthesized and biologically studied for their anticancer properties. The cell lines used for this investigation (HeLa, K‐562, MDA‐MB‐53, and MCF‐7) demonstrated different sensitivities. The best response in the MTT (3‐(4,5‐dimethyl‐2‐thiazolyl)‐ 2,5‐diphenyl‐2H‐tetrazolium bromide) assay was shown by K‐562 cells, with compounds displaying activity (3c, IC50 3.06 μM; 4a, IC50 5.24 μM; 4c, IC50 4.7 μM) similar to that of cisplatin (IC50 ~6 μM), which was used as the standard. The studied azole‐substituted coumarins demonstrated weaker activity toward other cell lines, except for compound 4c, which was equally potent in the case of MCF‐7 cells. Additional biological evaluations supported interference with the cell cycle as a potential mechanism of action and confirmed the absence of toxicity in zebrafish embryos. On the basis of these initial results, 4‐azole coumarins should be explored further. Although their activity would need additional optimization, the fact that these compounds are fragment‐like structures with MW <300 and clog P <3 offers enough flexibility to fine‐tune their drug‐like properties.
PB  - John Wiley and Sons Inc
T2  - Archiv der Pharmazie
T1  - Fragment-type 4-azolylcoumarin derivatives with anticancer properties
DO  - 10.1002/ardp.202100238
ER  - 
@article{
author = "Simić, Milena and Petković, Miloš and Jovanović, Predrag and Jovanović, Miloš and Tasić, Gordana and Besu, Irina and Žižak, Željko and Aleksić, Ivana and Nikodinović-Runić, Jasmina and Savić, Vladimir",
year = "2021",
abstract = "Several coumarin derivatives with a directly attached azole substituent at C‐4 were synthesized and biologically studied for their anticancer properties. The cell lines used for this investigation (HeLa, K‐562, MDA‐MB‐53, and MCF‐7) demonstrated different sensitivities. The best response in the MTT (3‐(4,5‐dimethyl‐2‐thiazolyl)‐ 2,5‐diphenyl‐2H‐tetrazolium bromide) assay was shown by K‐562 cells, with compounds displaying activity (3c, IC50 3.06 μM; 4a, IC50 5.24 μM; 4c, IC50 4.7 μM) similar to that of cisplatin (IC50 ~6 μM), which was used as the standard. The studied azole‐substituted coumarins demonstrated weaker activity toward other cell lines, except for compound 4c, which was equally potent in the case of MCF‐7 cells. Additional biological evaluations supported interference with the cell cycle as a potential mechanism of action and confirmed the absence of toxicity in zebrafish embryos. On the basis of these initial results, 4‐azole coumarins should be explored further. Although their activity would need additional optimization, the fact that these compounds are fragment‐like structures with MW <300 and clog P <3 offers enough flexibility to fine‐tune their drug‐like properties.",
publisher = "John Wiley and Sons Inc",
journal = "Archiv der Pharmazie",
title = "Fragment-type 4-azolylcoumarin derivatives with anticancer properties",
doi = "10.1002/ardp.202100238"
}
Simić, M., Petković, M., Jovanović, P., Jovanović, M., Tasić, G., Besu, I., Žižak, Ž., Aleksić, I., Nikodinović-Runić, J.,& Savić, V.. (2021). Fragment-type 4-azolylcoumarin derivatives with anticancer properties. in Archiv der Pharmazie
John Wiley and Sons Inc..
https://doi.org/10.1002/ardp.202100238
Simić M, Petković M, Jovanović P, Jovanović M, Tasić G, Besu I, Žižak Ž, Aleksić I, Nikodinović-Runić J, Savić V. Fragment-type 4-azolylcoumarin derivatives with anticancer properties. in Archiv der Pharmazie. 2021;.
doi:10.1002/ardp.202100238 .
Simić, Milena, Petković, Miloš, Jovanović, Predrag, Jovanović, Miloš, Tasić, Gordana, Besu, Irina, Žižak, Željko, Aleksić, Ivana, Nikodinović-Runić, Jasmina, Savić, Vladimir, "Fragment-type 4-azolylcoumarin derivatives with anticancer properties" in Archiv der Pharmazie (2021),
https://doi.org/10.1002/ardp.202100238 . .
3
3

Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence

Simić, Milena; Jovanović, Predrag; Petković, Miloš; Tasić, Gordana; Jovanović, Miloš; Savić, Vladimir

(Wiley, HeteroCorporation, 2021)

TY  - JOUR
AU  - Simić, Milena
AU  - Jovanović, Predrag
AU  - Petković, Miloš
AU  - Tasić, Gordana
AU  - Jovanović, Miloš
AU  - Savić, Vladimir
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3908
AB  - Octahydro-dipyrroloquinoline skeleton is the building component of a very few naturally occurring compounds. Nevertheless, these natural products have been attractive synthetic targets, and their study commanded development of efficient synthesis of this core. While the reported methods are based on the dimerization procedure of N-arylpyrrolidines of N-arylhomopropargyl amines, our approach relay on dipolar cycloaddition/amination sequence. This strategic approach allows sequential introduction of aromatic moieties increasing the product diversity and hence may be useful in further exploration of incargranine B or seneciobipyrrolidine derivatives.
PB  - Wiley, HeteroCorporation
T2  - Journal of Heterocyclic Chemistry
T1  - Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence
DO  - 10.1002/jhet.4303
ER  - 
@article{
author = "Simić, Milena and Jovanović, Predrag and Petković, Miloš and Tasić, Gordana and Jovanović, Miloš and Savić, Vladimir",
year = "2021",
abstract = "Octahydro-dipyrroloquinoline skeleton is the building component of a very few naturally occurring compounds. Nevertheless, these natural products have been attractive synthetic targets, and their study commanded development of efficient synthesis of this core. While the reported methods are based on the dimerization procedure of N-arylpyrrolidines of N-arylhomopropargyl amines, our approach relay on dipolar cycloaddition/amination sequence. This strategic approach allows sequential introduction of aromatic moieties increasing the product diversity and hence may be useful in further exploration of incargranine B or seneciobipyrrolidine derivatives.",
publisher = "Wiley, HeteroCorporation",
journal = "Journal of Heterocyclic Chemistry",
title = "Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence",
doi = "10.1002/jhet.4303"
}
Simić, M., Jovanović, P., Petković, M., Tasić, G., Jovanović, M.,& Savić, V.. (2021). Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence. in Journal of Heterocyclic Chemistry
Wiley, HeteroCorporation..
https://doi.org/10.1002/jhet.4303
Simić M, Jovanović P, Petković M, Tasić G, Jovanović M, Savić V. Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence. in Journal of Heterocyclic Chemistry. 2021;.
doi:10.1002/jhet.4303 .
Simić, Milena, Jovanović, Predrag, Petković, Miloš, Tasić, Gordana, Jovanović, Miloš, Savić, Vladimir, "Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence" in Journal of Heterocyclic Chemistry (2021),
https://doi.org/10.1002/jhet.4303 . .
3
1

Nove protein-ligand interakcije amidnih BET inhibitora otkrivene derivatizacijom (+)-JQ1 molekula

Koravović, Mladen; Tasić, Gordana; Mayasundari, Anand; Keramatnia, Fatemeh; Stachowski, Tim; Fischer, Marcus; Ranković, Zoran; Savić, Vladimir

(2021)

TY  - CONF
AU  - Koravović, Mladen
AU  - Tasić, Gordana
AU  - Mayasundari, Anand
AU  - Keramatnia, Fatemeh
AU  - Stachowski, Tim
AU  - Fischer, Marcus
AU  - Ranković, Zoran
AU  - Savić, Vladimir
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4010
AB  - Histoni su bazni proteini koji interakcijom preko baznih ostataka lizina sa fosfatnim grupama DNK omogućavaju upakivanje DNK molekula i formiranje nukleozoma i hromatina. Jedan od glavnih mehanizama aktivacije hromatina uključuje prepoznavanje Nε-acetilovanih L-lizina na N-terminalnim krajevima histona od strane proteina BET (eng. Bromodomain and Extra-Terminal domain) familije. Opisano je četiri BET proteina označenih kao BRD2, BRD3, BRD4 i BRDT. Strukturu ovih proteina čine dva bromodomena (BD1 i BD2), kao i ekstraterminalni (ET) i C-terminalni domen (CTD). Bromodomeni su, zapravo, hidrofobni regioni sačinjeni od četiri α-heliksa (Z, A, B, C) i dve petlje (ZA i BC) koji prepoznaju Nε-acetilovane L-lizine u histonima i drugim proteinima. Članovi BET familije proteina su epigenetski čitači koji regulišu ekspresiju gena. Uključeni su u brojne fiziološke i patofiziološke procese, pri čemu je markantna njihova uloga u razvoju kancera. Različite klase BET inhibitora su opisane u literaturi. Među prvima je prijavljen (+)-JQ1 molekul koji, farmakološki posmatrano, predstavlja kompetitivni inhibitor BET proteina i danas se veoma često koristi kao alat u proučavanju biologije BET proteina. Međutim, estarska funkcionalna grupa koja uslovljava njegov kratak poluživot je onemogućila sprovođenje širih kliničkih ispitivanja ovog molekula. Suprotno tome, amidni analog (+)-JQ1 molekula, birabresib, ušao je u kliničke studije i pokazao povoljan bezbednosni profil i aktivnost u NMC (eng. NUT Midline Carcinoma). Interesovanje za BET proteine je pokrenulo ovu studiju o amidnim derivatima (+)-JQ1 koji bi imali unapređene fizičko-hemijske i farmakološke profile.
C3  - Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija
T1  - Nove protein-ligand interakcije amidnih BET inhibitora otkrivene derivatizacijom (+)-JQ1 molekula
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4010
ER  - 
@conference{
author = "Koravović, Mladen and Tasić, Gordana and Mayasundari, Anand and Keramatnia, Fatemeh and Stachowski, Tim and Fischer, Marcus and Ranković, Zoran and Savić, Vladimir",
year = "2021",
abstract = "Histoni su bazni proteini koji interakcijom preko baznih ostataka lizina sa fosfatnim grupama DNK omogućavaju upakivanje DNK molekula i formiranje nukleozoma i hromatina. Jedan od glavnih mehanizama aktivacije hromatina uključuje prepoznavanje Nε-acetilovanih L-lizina na N-terminalnim krajevima histona od strane proteina BET (eng. Bromodomain and Extra-Terminal domain) familije. Opisano je četiri BET proteina označenih kao BRD2, BRD3, BRD4 i BRDT. Strukturu ovih proteina čine dva bromodomena (BD1 i BD2), kao i ekstraterminalni (ET) i C-terminalni domen (CTD). Bromodomeni su, zapravo, hidrofobni regioni sačinjeni od četiri α-heliksa (Z, A, B, C) i dve petlje (ZA i BC) koji prepoznaju Nε-acetilovane L-lizine u histonima i drugim proteinima. Članovi BET familije proteina su epigenetski čitači koji regulišu ekspresiju gena. Uključeni su u brojne fiziološke i patofiziološke procese, pri čemu je markantna njihova uloga u razvoju kancera. Različite klase BET inhibitora su opisane u literaturi. Među prvima je prijavljen (+)-JQ1 molekul koji, farmakološki posmatrano, predstavlja kompetitivni inhibitor BET proteina i danas se veoma često koristi kao alat u proučavanju biologije BET proteina. Međutim, estarska funkcionalna grupa koja uslovljava njegov kratak poluživot je onemogućila sprovođenje širih kliničkih ispitivanja ovog molekula. Suprotno tome, amidni analog (+)-JQ1 molekula, birabresib, ušao je u kliničke studije i pokazao povoljan bezbednosni profil i aktivnost u NMC (eng. NUT Midline Carcinoma). Interesovanje za BET proteine je pokrenulo ovu studiju o amidnim derivatima (+)-JQ1 koji bi imali unapređene fizičko-hemijske i farmakološke profile.",
journal = "Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija",
title = "Nove protein-ligand interakcije amidnih BET inhibitora otkrivene derivatizacijom (+)-JQ1 molekula",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4010"
}
Koravović, M., Tasić, G., Mayasundari, A., Keramatnia, F., Stachowski, T., Fischer, M., Ranković, Z.,& Savić, V.. (2021). Nove protein-ligand interakcije amidnih BET inhibitora otkrivene derivatizacijom (+)-JQ1 molekula. in Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija.
https://hdl.handle.net/21.15107/rcub_farfar_4010
Koravović M, Tasić G, Mayasundari A, Keramatnia F, Stachowski T, Fischer M, Ranković Z, Savić V. Nove protein-ligand interakcije amidnih BET inhibitora otkrivene derivatizacijom (+)-JQ1 molekula. in Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija. 2021;.
https://hdl.handle.net/21.15107/rcub_farfar_4010 .
Koravović, Mladen, Tasić, Gordana, Mayasundari, Anand, Keramatnia, Fatemeh, Stachowski, Tim, Fischer, Marcus, Ranković, Zoran, Savić, Vladimir, "Nove protein-ligand interakcije amidnih BET inhibitora otkrivene derivatizacijom (+)-JQ1 molekula" in Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija (2021),
https://hdl.handle.net/21.15107/rcub_farfar_4010 .

Photocontrollable PROTAC molecules – structure and mechanism of action

Koravović, Mladen; Tasić, Gordana; Rmandić, Milena; Marković, Bojan

(Beograd : Savez farmaceutskih udruženja Srbije, 2021)

TY  - JOUR
AU  - Koravović, Mladen
AU  - Tasić, Gordana
AU  - Rmandić, Milena
AU  - Marković, Bojan
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3918
AB  - Traditional drug discovery strategies are usually focused on occupancy of binding sites that directly affect functions of proteins. Hence, proteins that lack such binding sites are generally considered pharmacologically intractable. Modulators of protein activity, especially inhibitors, must be applied in appropriate dosage regimens that often lead to high systemic drug exposures in  order  to  maintain  sufficient  protein  inhibition in  vivo.  Consequently,  there  is  a  risk  of undesirable off-target drug binding and side effects. Recently, PROteolysis TArgeting Chimera (PROTAC) technology has emerged as a new pharmacological modality that exploits PROTAC molecules for induced protein degradation. PROTAC molecule is a heterobifunctional structure consisting of a ligand that binds a protein of interest (POI), a ligand for recruiting an E3 ubiquitin ligase (an enzyme involved in the POI ubiquitination) and a linker that connects these two. After POI-PROTAC-E3 ubiquitin ligase ternary complex formation, the POI undergoes ubiquitination (an enzymatic post-translational modification in which ubiquitin is attached to the POI) and degradation.  By  merging  the  principles  of  photopharmacology  and  PROTAC  technology, photocontrollable PROTACs for spatiotemporal control of induced protein degradation have recently emerged. The main advantage of photocontrollable over conventional PROTACs is the possible prevention of off-target toxicity thanks to local photoactivation.
AB  - Tradicionalne strategije razvoja lekova su obično osvrnute na okupiranje vezujućih mesta koja direktno utiču na funkcije proteina. Stoga se proteini koji nemaju takva vezujuća mesta generalno smatraju farmakološki nedodirljivim. Modulatori aktivnosti proteina, naročito inhibitori, koriste se u režimima doziranja koji često dovode do preterane sistemske izloženosti leku, a sve u cilju održavanja dovoljne inhibicije proteina in vivo. Posledično, postoji rizik od neželjenog vezivanja leka van svog primarnog mesta dejstva i neželjenih efekata. Nedavno je predstavljena tehnologija dirigovane proteolize (PROteolysis TArgeting Chimera, PROTAC) kao novi farmakološki modalitet koji koristi PROTAC molekule za indukovanu degradaciju proteina. PROTAC molekuli su heterobifunkcionalne strukture sačinjene od liganda koji se vezuje za protein od interesa (POI), liganda za regrutovanje E3 ubikvitin ligaze (enzima uključenog u ubikvitinaciju POI) i linkera koji ih povezuje. Nakon formiranja ternarnog kompleksa POI-PROTAC-E3 ubikvitin ligaza, POI podleže ubikvitinaciji (enzimskoj post-translacionoj modifikaciji u kojoj se ubikvitin vezuje za POI) i degradaciji. Integrisanjem principa fotofarmakologije i PROTAC tehnologije, nedavno su nastali su fotokontrolisani PROTAC molekuli za prostorno-vremensku kontrolu indukovane degradacije proteina. Zahvaljujući lokalnoj fotoaktivaciji, glavna prednost fotokontrolisanih nad konvencionalnim PROTAC molekulima je moguća prevencija toksičnosti koja nastaje usled dejstva van primarnog biološkog targeta.
PB  - Beograd : Savez farmaceutskih udruženja Srbije
T2  - Arhiv za farmaciju
T1  - Photocontrollable PROTAC molecules – structure and mechanism of action
T1  - Fotokontrolisani PROTAC molekuli - struktura i mehanizam dejstva
VL  - 71
IS  - 3
SP  - 161
EP  - 176
DO  - 10.5937/arhfarm71‐30785
ER  - 
@article{
author = "Koravović, Mladen and Tasić, Gordana and Rmandić, Milena and Marković, Bojan",
year = "2021",
abstract = "Traditional drug discovery strategies are usually focused on occupancy of binding sites that directly affect functions of proteins. Hence, proteins that lack such binding sites are generally considered pharmacologically intractable. Modulators of protein activity, especially inhibitors, must be applied in appropriate dosage regimens that often lead to high systemic drug exposures in  order  to  maintain  sufficient  protein  inhibition in  vivo.  Consequently,  there  is  a  risk  of undesirable off-target drug binding and side effects. Recently, PROteolysis TArgeting Chimera (PROTAC) technology has emerged as a new pharmacological modality that exploits PROTAC molecules for induced protein degradation. PROTAC molecule is a heterobifunctional structure consisting of a ligand that binds a protein of interest (POI), a ligand for recruiting an E3 ubiquitin ligase (an enzyme involved in the POI ubiquitination) and a linker that connects these two. After POI-PROTAC-E3 ubiquitin ligase ternary complex formation, the POI undergoes ubiquitination (an enzymatic post-translational modification in which ubiquitin is attached to the POI) and degradation.  By  merging  the  principles  of  photopharmacology  and  PROTAC  technology, photocontrollable PROTACs for spatiotemporal control of induced protein degradation have recently emerged. The main advantage of photocontrollable over conventional PROTACs is the possible prevention of off-target toxicity thanks to local photoactivation., Tradicionalne strategije razvoja lekova su obično osvrnute na okupiranje vezujućih mesta koja direktno utiču na funkcije proteina. Stoga se proteini koji nemaju takva vezujuća mesta generalno smatraju farmakološki nedodirljivim. Modulatori aktivnosti proteina, naročito inhibitori, koriste se u režimima doziranja koji često dovode do preterane sistemske izloženosti leku, a sve u cilju održavanja dovoljne inhibicije proteina in vivo. Posledično, postoji rizik od neželjenog vezivanja leka van svog primarnog mesta dejstva i neželjenih efekata. Nedavno je predstavljena tehnologija dirigovane proteolize (PROteolysis TArgeting Chimera, PROTAC) kao novi farmakološki modalitet koji koristi PROTAC molekule za indukovanu degradaciju proteina. PROTAC molekuli su heterobifunkcionalne strukture sačinjene od liganda koji se vezuje za protein od interesa (POI), liganda za regrutovanje E3 ubikvitin ligaze (enzima uključenog u ubikvitinaciju POI) i linkera koji ih povezuje. Nakon formiranja ternarnog kompleksa POI-PROTAC-E3 ubikvitin ligaza, POI podleže ubikvitinaciji (enzimskoj post-translacionoj modifikaciji u kojoj se ubikvitin vezuje za POI) i degradaciji. Integrisanjem principa fotofarmakologije i PROTAC tehnologije, nedavno su nastali su fotokontrolisani PROTAC molekuli za prostorno-vremensku kontrolu indukovane degradacije proteina. Zahvaljujući lokalnoj fotoaktivaciji, glavna prednost fotokontrolisanih nad konvencionalnim PROTAC molekulima je moguća prevencija toksičnosti koja nastaje usled dejstva van primarnog biološkog targeta.",
publisher = "Beograd : Savez farmaceutskih udruženja Srbije",
journal = "Arhiv za farmaciju",
title = "Photocontrollable PROTAC molecules – structure and mechanism of action, Fotokontrolisani PROTAC molekuli - struktura i mehanizam dejstva",
volume = "71",
number = "3",
pages = "161-176",
doi = "10.5937/arhfarm71‐30785"
}
Koravović, M., Tasić, G., Rmandić, M.,& Marković, B.. (2021). Photocontrollable PROTAC molecules – structure and mechanism of action. in Arhiv za farmaciju
Beograd : Savez farmaceutskih udruženja Srbije., 71(3), 161-176.
https://doi.org/10.5937/arhfarm71‐30785
Koravović M, Tasić G, Rmandić M, Marković B. Photocontrollable PROTAC molecules – structure and mechanism of action. in Arhiv za farmaciju. 2021;71(3):161-176.
doi:10.5937/arhfarm71‐30785 .
Koravović, Mladen, Tasić, Gordana, Rmandić, Milena, Marković, Bojan, "Photocontrollable PROTAC molecules – structure and mechanism of action" in Arhiv za farmaciju, 71, no. 3 (2021):161-176,
https://doi.org/10.5937/arhfarm71‐30785 . .

Хлоровани пироли – биолошки активни природни производи

Simić, Milena; Tasić, Gordana; Jovanović, Predrag

(Srpsko hemijsko društvo, Beograd, 2020)

TY  - JOUR
AU  - Simić, Milena
AU  - Tasić, Gordana
AU  - Jovanović, Predrag
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5378
AB  - Органска једињења која у структури садрже халогене су релативно често распрострањена у природи, a најчешће се појављају у саставу организама маринског порекла. Физиолошко дејство им је изражено и веома разноврсно, а посебно занимљива класа једињења која садрже хлор су oнa у чију структуру улази халогеновани пирол. У овом рад убиће рећи о природним производима у чији састав улази хлоровани пирол и њиховој физиолошкој активности.
AB  - Halogen containing organic compounds are widespread in nature and frequently appear in the marine organisms. These compounds have a variety of physiological activity. An interesting class of halogenated alkaloids are chlorinated pyrrolеs. In this work will be given an short overview of the class of these molecules, their structures and biological activities.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Hemijski pregled
T1  - Хлоровани пироли – биолошки активни природни производи
T1  - Chlorinated pyrroles-biological active natural products
VL  - 61
IS  - 3
SP  - 58
EP  - 62
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5378
ER  - 
@article{
author = "Simić, Milena and Tasić, Gordana and Jovanović, Predrag",
year = "2020",
abstract = "Органска једињења која у структури садрже халогене су релативно често распрострањена у природи, a најчешће се појављају у саставу организама маринског порекла. Физиолошко дејство им је изражено и веома разноврсно, а посебно занимљива класа једињења која садрже хлор су oнa у чију структуру улази халогеновани пирол. У овом рад убиће рећи о природним производима у чији састав улази хлоровани пирол и њиховој физиолошкој активности., Halogen containing organic compounds are widespread in nature and frequently appear in the marine organisms. These compounds have a variety of physiological activity. An interesting class of halogenated alkaloids are chlorinated pyrrolеs. In this work will be given an short overview of the class of these molecules, their structures and biological activities.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Hemijski pregled",
title = "Хлоровани пироли – биолошки активни природни производи, Chlorinated pyrroles-biological active natural products",
volume = "61",
number = "3",
pages = "58-62",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5378"
}
Simić, M., Tasić, G.,& Jovanović, P.. (2020). Хлоровани пироли – биолошки активни природни производи. in Hemijski pregled
Srpsko hemijsko društvo, Beograd., 61(3), 58-62.
https://hdl.handle.net/21.15107/rcub_farfar_5378
Simić M, Tasić G, Jovanović P. Хлоровани пироли – биолошки активни природни производи. in Hemijski pregled. 2020;61(3):58-62.
https://hdl.handle.net/21.15107/rcub_farfar_5378 .
Simić, Milena, Tasić, Gordana, Jovanović, Predrag, "Хлоровани пироли – биолошки активни природни производи" in Hemijski pregled, 61, no. 3 (2020):58-62,
https://hdl.handle.net/21.15107/rcub_farfar_5378 .

Proline Derived Bicyclic Derivatives through Metal Catalysed Cyclisations of Allenes: Synthesis of Longamide B, Stylisine D and their Derivatives

Jovanović, Miloš; Petković, Miloš; Jovanović, Predrag; Simić, Milena; Tasić, Gordana; Erić, Slavica; Savić, Vladimir

(Wiley-Blackwell, 2020)

TY  - JOUR
AU  - Jovanović, Miloš
AU  - Petković, Miloš
AU  - Jovanović, Predrag
AU  - Simić, Milena
AU  - Tasić, Gordana
AU  - Erić, Slavica
AU  - Savić, Vladimir
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3481
AB  - Annulations of allene-substituted proline derivatives promoted by transition metals have been investigated as a general way to access bicyclic structures with a bridgehead nitrogen. Two processes, Pd- and Ag-catalysed cyclisations, have been employed complementary to control the substitution pattern of the product. The investigated methodologies afforded the bicyclic derivatives in comparable yields, while Ag-catalysis showed higher level of diastereoselectivity. Both processes have been utilized in the synthesis of naturally occurring pyrroles longamide B, stylisine D and their derivatives.
PB  - Wiley-Blackwell
T2  - European Journal of Organic Chemistry
T1  - Proline Derived Bicyclic Derivatives through Metal Catalysed Cyclisations of Allenes: Synthesis of Longamide B, Stylisine D and their Derivatives
VL  - 2020
IS  - 3
SP  - 295
EP  - 305
DO  - 10.1002/ejoc.201901554
ER  - 
@article{
author = "Jovanović, Miloš and Petković, Miloš and Jovanović, Predrag and Simić, Milena and Tasić, Gordana and Erić, Slavica and Savić, Vladimir",
year = "2020",
abstract = "Annulations of allene-substituted proline derivatives promoted by transition metals have been investigated as a general way to access bicyclic structures with a bridgehead nitrogen. Two processes, Pd- and Ag-catalysed cyclisations, have been employed complementary to control the substitution pattern of the product. The investigated methodologies afforded the bicyclic derivatives in comparable yields, while Ag-catalysis showed higher level of diastereoselectivity. Both processes have been utilized in the synthesis of naturally occurring pyrroles longamide B, stylisine D and their derivatives.",
publisher = "Wiley-Blackwell",
journal = "European Journal of Organic Chemistry",
title = "Proline Derived Bicyclic Derivatives through Metal Catalysed Cyclisations of Allenes: Synthesis of Longamide B, Stylisine D and their Derivatives",
volume = "2020",
number = "3",
pages = "295-305",
doi = "10.1002/ejoc.201901554"
}
Jovanović, M., Petković, M., Jovanović, P., Simić, M., Tasić, G., Erić, S.,& Savić, V.. (2020). Proline Derived Bicyclic Derivatives through Metal Catalysed Cyclisations of Allenes: Synthesis of Longamide B, Stylisine D and their Derivatives. in European Journal of Organic Chemistry
Wiley-Blackwell., 2020(3), 295-305.
https://doi.org/10.1002/ejoc.201901554
Jovanović M, Petković M, Jovanović P, Simić M, Tasić G, Erić S, Savić V. Proline Derived Bicyclic Derivatives through Metal Catalysed Cyclisations of Allenes: Synthesis of Longamide B, Stylisine D and their Derivatives. in European Journal of Organic Chemistry. 2020;2020(3):295-305.
doi:10.1002/ejoc.201901554 .
Jovanović, Miloš, Petković, Miloš, Jovanović, Predrag, Simić, Milena, Tasić, Gordana, Erić, Slavica, Savić, Vladimir, "Proline Derived Bicyclic Derivatives through Metal Catalysed Cyclisations of Allenes: Synthesis of Longamide B, Stylisine D and their Derivatives" in European Journal of Organic Chemistry, 2020, no. 3 (2020):295-305,
https://doi.org/10.1002/ejoc.201901554 . .
2
6
3
4

Structural studies of model system for seneciobipyrrolidine skeleton synthesis

Simić, Milena; Micić, Nikola; Petković, Miloš; Jovanović, Predrag; Tasić, Gordana; Jovanović, Miloš; Savić, Vladimir

(Bruker BioSpin, 2019)

TY  - CONF
AU  - Simić, Milena
AU  - Micić, Nikola
AU  - Petković, Miloš
AU  - Jovanović, Predrag
AU  - Tasić, Gordana
AU  - Jovanović, Miloš
AU  - Savić, Vladimir
PY  - 2019
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5384
AB  - Tetracyclic octahydro-dipyrroloquinoline architecture is not commonly found in natural
products but some of them such as Incargranine B isolated from Incarvillea mairei var.
grandiflora and seneciobipyrrolidine isolated from Senecio scandens are derivatives of this
heterocycle [1-3], Figure 1. We envisaged potential synthetic pathway for this skeleton
based around two key steps: (3+2) dipolar cycloaddition of azomethine ylides and
unsaturated ketone and intramolecular Cu (I)-catalyzed amination to form the core
structure (Scheme 1). Creation of several chiral atoms during this process prompted careful
structural examination in order to establish correct stereochemistry and correlate it with
the structure of natural products.
PB  - Bruker BioSpin
C3  - 21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts
T1  - Structural studies of model system for seneciobipyrrolidine skeleton synthesis
SP  - 52
EP  - 52
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5384
ER  - 
@conference{
author = "Simić, Milena and Micić, Nikola and Petković, Miloš and Jovanović, Predrag and Tasić, Gordana and Jovanović, Miloš and Savić, Vladimir",
year = "2019",
abstract = "Tetracyclic octahydro-dipyrroloquinoline architecture is not commonly found in natural
products but some of them such as Incargranine B isolated from Incarvillea mairei var.
grandiflora and seneciobipyrrolidine isolated from Senecio scandens are derivatives of this
heterocycle [1-3], Figure 1. We envisaged potential synthetic pathway for this skeleton
based around two key steps: (3+2) dipolar cycloaddition of azomethine ylides and
unsaturated ketone and intramolecular Cu (I)-catalyzed amination to form the core
structure (Scheme 1). Creation of several chiral atoms during this process prompted careful
structural examination in order to establish correct stereochemistry and correlate it with
the structure of natural products.",
publisher = "Bruker BioSpin",
journal = "21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts",
title = "Structural studies of model system for seneciobipyrrolidine skeleton synthesis",
pages = "52-52",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5384"
}
Simić, M., Micić, N., Petković, M., Jovanović, P., Tasić, G., Jovanović, M.,& Savić, V.. (2019). Structural studies of model system for seneciobipyrrolidine skeleton synthesis. in 21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts
Bruker BioSpin., 52-52.
https://hdl.handle.net/21.15107/rcub_farfar_5384
Simić M, Micić N, Petković M, Jovanović P, Tasić G, Jovanović M, Savić V. Structural studies of model system for seneciobipyrrolidine skeleton synthesis. in 21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts. 2019;:52-52.
https://hdl.handle.net/21.15107/rcub_farfar_5384 .
Simić, Milena, Micić, Nikola, Petković, Miloš, Jovanović, Predrag, Tasić, Gordana, Jovanović, Miloš, Savić, Vladimir, "Structural studies of model system for seneciobipyrrolidine skeleton synthesis" in 21st Central European NMR Symposium & Bruker Users Meeting, September 4-5, 2019 Belgrade, Serbia, Book of Abstracts (2019):52-52,
https://hdl.handle.net/21.15107/rcub_farfar_5384 .

Stereocontrolled Synthesis of Highly Substituted trans α,β-Unsaturated Ketones with Potent Anticancer Properties from Glycals

Jovanović, Predrag; Petković, Miloš; Simić, Milena; Jovanović, Miloš; Tasić, Gordana; Crnogorac, Marija Dj.; Žižak, Željko; Savić, Vladimir

(Wiley-VCH Verlag, 2019)

TY  - JOUR
AU  - Jovanović, Predrag
AU  - Petković, Miloš
AU  - Simić, Milena
AU  - Jovanović, Miloš
AU  - Tasić, Gordana
AU  - Crnogorac, Marija Dj.
AU  - Žižak, Željko
AU  - Savić, Vladimir
PY  - 2019
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5329
AB  - A novel synthetic route for highly substituted conjugated ketones has been developed utilizing glycals as starting materials. The two-step process combined the Heck reaction/Lewis acid promoted ring opening to afford the products in 33–80 % overall yields and with a high level of trans stereoselectivity. Since the products are essentially the aldols, this methodology may be employed in some cases as an alternative synthetic route to the typical aldol condensation. Densely substituted, selectively protected conjugated ketones are synthetically attractive structures which, in our case, proved to be biologically equally appealing. Namely, they showed activity against several cancer cell lines, such as HeLa, K562, MDA-MB-453, in some instances overperforming cisplatin used as a standard.
PB  - Wiley-VCH Verlag
T2  - European Journal of Organic Chemistry
T1  - Stereocontrolled Synthesis of Highly Substituted trans α,β-Unsaturated Ketones with Potent Anticancer Properties from Glycals
VL  - 2019
IS  - 29
SP  - 4701
EP  - 4709
DO  - 10.1002/ejoc.201900672
ER  - 
@article{
author = "Jovanović, Predrag and Petković, Miloš and Simić, Milena and Jovanović, Miloš and Tasić, Gordana and Crnogorac, Marija Dj. and Žižak, Željko and Savić, Vladimir",
year = "2019",
abstract = "A novel synthetic route for highly substituted conjugated ketones has been developed utilizing glycals as starting materials. The two-step process combined the Heck reaction/Lewis acid promoted ring opening to afford the products in 33–80 % overall yields and with a high level of trans stereoselectivity. Since the products are essentially the aldols, this methodology may be employed in some cases as an alternative synthetic route to the typical aldol condensation. Densely substituted, selectively protected conjugated ketones are synthetically attractive structures which, in our case, proved to be biologically equally appealing. Namely, they showed activity against several cancer cell lines, such as HeLa, K562, MDA-MB-453, in some instances overperforming cisplatin used as a standard.",
publisher = "Wiley-VCH Verlag",
journal = "European Journal of Organic Chemistry",
title = "Stereocontrolled Synthesis of Highly Substituted trans α,β-Unsaturated Ketones with Potent Anticancer Properties from Glycals",
volume = "2019",
number = "29",
pages = "4701-4709",
doi = "10.1002/ejoc.201900672"
}
Jovanović, P., Petković, M., Simić, M., Jovanović, M., Tasić, G., Crnogorac, M. Dj., Žižak, Ž.,& Savić, V.. (2019). Stereocontrolled Synthesis of Highly Substituted trans α,β-Unsaturated Ketones with Potent Anticancer Properties from Glycals. in European Journal of Organic Chemistry
Wiley-VCH Verlag., 2019(29), 4701-4709.
https://doi.org/10.1002/ejoc.201900672
Jovanović P, Petković M, Simić M, Jovanović M, Tasić G, Crnogorac MD, Žižak Ž, Savić V. Stereocontrolled Synthesis of Highly Substituted trans α,β-Unsaturated Ketones with Potent Anticancer Properties from Glycals. in European Journal of Organic Chemistry. 2019;2019(29):4701-4709.
doi:10.1002/ejoc.201900672 .
Jovanović, Predrag, Petković, Miloš, Simić, Milena, Jovanović, Miloš, Tasić, Gordana, Crnogorac, Marija Dj., Žižak, Željko, Savić, Vladimir, "Stereocontrolled Synthesis of Highly Substituted trans α,β-Unsaturated Ketones with Potent Anticancer Properties from Glycals" in European Journal of Organic Chemistry, 2019, no. 29 (2019):4701-4709,
https://doi.org/10.1002/ejoc.201900672 . .
1
4
5

Design and synthesis of Hsp90 PROTAC degraders as potential anticancer agents

Koravović, Mladen; Tasić, Gordana; Mayasundari, Anand; Min, Jaeki; Keramatnia, Fatemeh; Fischer, Marcus; Ranković, Zoran; Savić, Vladimir

(2019)

TY  - CONF
AU  - Koravović, Mladen
AU  - Tasić, Gordana
AU  - Mayasundari, Anand
AU  - Min, Jaeki
AU  - Keramatnia, Fatemeh
AU  - Fischer, Marcus
AU  - Ranković, Zoran
AU  - Savić, Vladimir
PY  - 2019
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4011
AB  - Hsp90 (Heat Shock Protein 90) is a chaperon protein which plays role in protein folding and maintaining protein structures. It is overexpressed in cancer and stabilizes many oncoproteins and as such represents a good target for developing anticancer drugs. The majority of approved drugs today operate by occupancy-driven pharmacology. The PROTAC approach as a strategy in creating novel drugs utilizes event-driven pharmacology in which target proteins are degraded. In recent years it emerged as very attractive and conceptually novel approach in drug discovery and development. PROTACs are molecules with two warheads connected with a linker with general structure: Ligand(protein of interest)-Linker-Ligand(E3 ligase). One warhead binds the protein of interest (POI) and the other one binds E3 ligase, while the linker brings these two parts in close proximity permitting ubiquitination and subsequent degradation of the protein. Two classes of compounds were studied: pyrrolopyrimidine and thienopyrimidine derivatives. Both classes of compounds were reported in the literature and their structure is modified in order to investigate whether linker introduction deteriorate binding of those molecules to Hsp90.
C3  - Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija
T1  - Design and synthesis of Hsp90 PROTAC degraders as potential anticancer agents
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4011
ER  - 
@conference{
author = "Koravović, Mladen and Tasić, Gordana and Mayasundari, Anand and Min, Jaeki and Keramatnia, Fatemeh and Fischer, Marcus and Ranković, Zoran and Savić, Vladimir",
year = "2019",
abstract = "Hsp90 (Heat Shock Protein 90) is a chaperon protein which plays role in protein folding and maintaining protein structures. It is overexpressed in cancer and stabilizes many oncoproteins and as such represents a good target for developing anticancer drugs. The majority of approved drugs today operate by occupancy-driven pharmacology. The PROTAC approach as a strategy in creating novel drugs utilizes event-driven pharmacology in which target proteins are degraded. In recent years it emerged as very attractive and conceptually novel approach in drug discovery and development. PROTACs are molecules with two warheads connected with a linker with general structure: Ligand(protein of interest)-Linker-Ligand(E3 ligase). One warhead binds the protein of interest (POI) and the other one binds E3 ligase, while the linker brings these two parts in close proximity permitting ubiquitination and subsequent degradation of the protein. Two classes of compounds were studied: pyrrolopyrimidine and thienopyrimidine derivatives. Both classes of compounds were reported in the literature and their structure is modified in order to investigate whether linker introduction deteriorate binding of those molecules to Hsp90.",
journal = "Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija",
title = "Design and synthesis of Hsp90 PROTAC degraders as potential anticancer agents",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4011"
}
Koravović, M., Tasić, G., Mayasundari, A., Min, J., Keramatnia, F., Fischer, M., Ranković, Z.,& Savić, V.. (2019). Design and synthesis of Hsp90 PROTAC degraders as potential anticancer agents. in Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija.
https://hdl.handle.net/21.15107/rcub_farfar_4011
Koravović M, Tasić G, Mayasundari A, Min J, Keramatnia F, Fischer M, Ranković Z, Savić V. Design and synthesis of Hsp90 PROTAC degraders as potential anticancer agents. in Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija. 2019;.
https://hdl.handle.net/21.15107/rcub_farfar_4011 .
Koravović, Mladen, Tasić, Gordana, Mayasundari, Anand, Min, Jaeki, Keramatnia, Fatemeh, Fischer, Marcus, Ranković, Zoran, Savić, Vladimir, "Design and synthesis of Hsp90 PROTAC degraders as potential anticancer agents" in Konkurs za izbor najboljih naučno-istraživačkih radova studenata doktorskih akademskih studija (2019),
https://hdl.handle.net/21.15107/rcub_farfar_4011 .

Od monosaharida do polifunkcionalizovanih ketona

Jovanović, Predrag; Obradović, Dragiša; Tasić, Gordana; Simić, Milena; Jovanović, Miloš; Petković, Miloš; Savić, Vladimir

(Srpsko hemijsko društvo, Beograd, 2018)

TY  - CONF
AU  - Jovanović, Predrag
AU  - Obradović, Dragiša
AU  - Tasić, Gordana
AU  - Simić, Milena
AU  - Jovanović, Miloš
AU  - Petković, Miloš
AU  - Savić, Vladimir
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5392
AB  - U ovoj studiji prikazana je reakciona sekvenca koja omogućuje dobijanje visoko
funkcionalizovanih ketona polazeći iz monosaharidnih derivata. Primenom Hekove reakcije1
na glikale i naknadnim otvaranjem dihidropiranskog prstena u prisustvu bor-trifluorida
dobijaju se hiralni polifunkcionalizovani ketoni koji mogu biti korisna polazna jedinjenja u
sintezi složenih molekula.
AB  - In this report we describe the reaction sequence for the synthesis of highly functionalised
ketones, starting from monosaccharide derivatives. Heck reaction is utilised to derivatise
glycals followed by dihydropyran ring opening in the presence of boron trifluoride diethyl
etherate. This gives access to polyfunctionalized ketones which can be useful starting
compounds in the synthesis of complex molecules.
PB  - Srpsko hemijsko društvo, Beograd
C3  - 55. Savetovanje Srpskog hemijskog društva.  Kratki izvodi radova, 8. i 9. juni 2018, Novi Sad, Srbija
T1  - Od monosaharida do polifunkcionalizovanih ketona
T1  - From monosaharids to polyfunctionalised ketones
SP  - 89
EP  - 89
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5392
ER  - 
@conference{
author = "Jovanović, Predrag and Obradović, Dragiša and Tasić, Gordana and Simić, Milena and Jovanović, Miloš and Petković, Miloš and Savić, Vladimir",
year = "2018",
abstract = "U ovoj studiji prikazana je reakciona sekvenca koja omogućuje dobijanje visoko
funkcionalizovanih ketona polazeći iz monosaharidnih derivata. Primenom Hekove reakcije1
na glikale i naknadnim otvaranjem dihidropiranskog prstena u prisustvu bor-trifluorida
dobijaju se hiralni polifunkcionalizovani ketoni koji mogu biti korisna polazna jedinjenja u
sintezi složenih molekula., In this report we describe the reaction sequence for the synthesis of highly functionalised
ketones, starting from monosaccharide derivatives. Heck reaction is utilised to derivatise
glycals followed by dihydropyran ring opening in the presence of boron trifluoride diethyl
etherate. This gives access to polyfunctionalized ketones which can be useful starting
compounds in the synthesis of complex molecules.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "55. Savetovanje Srpskog hemijskog društva.  Kratki izvodi radova, 8. i 9. juni 2018, Novi Sad, Srbija",
title = "Od monosaharida do polifunkcionalizovanih ketona, From monosaharids to polyfunctionalised ketones",
pages = "89-89",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5392"
}
Jovanović, P., Obradović, D., Tasić, G., Simić, M., Jovanović, M., Petković, M.,& Savić, V.. (2018). Od monosaharida do polifunkcionalizovanih ketona. in 55. Savetovanje Srpskog hemijskog društva.  Kratki izvodi radova, 8. i 9. juni 2018, Novi Sad, Srbija
Srpsko hemijsko društvo, Beograd., 89-89.
https://hdl.handle.net/21.15107/rcub_farfar_5392
Jovanović P, Obradović D, Tasić G, Simić M, Jovanović M, Petković M, Savić V. Od monosaharida do polifunkcionalizovanih ketona. in 55. Savetovanje Srpskog hemijskog društva.  Kratki izvodi radova, 8. i 9. juni 2018, Novi Sad, Srbija. 2018;:89-89.
https://hdl.handle.net/21.15107/rcub_farfar_5392 .
Jovanović, Predrag, Obradović, Dragiša, Tasić, Gordana, Simić, Milena, Jovanović, Miloš, Petković, Miloš, Savić, Vladimir, "Od monosaharida do polifunkcionalizovanih ketona" in 55. Savetovanje Srpskog hemijskog društva.  Kratki izvodi radova, 8. i 9. juni 2018, Novi Sad, Srbija (2018):89-89,
https://hdl.handle.net/21.15107/rcub_farfar_5392 .

Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide

Simić, Milena; Tasić, Gordana; Jovanović, Predrag; Petković, Miloš; Savić, Vladimir

(Royal Soc Chemistry, Cambridge, 2018)

TY  - JOUR
AU  - Simić, Milena
AU  - Tasić, Gordana
AU  - Jovanović, Predrag
AU  - Petković, Miloš
AU  - Savić, Vladimir
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3040
AB  - A facile synthetic route has been developed for the preparation of pyrrolizinone derivatives employing N-allyl imides as starting materials. The nucleophilic addition of a vinyl Grignard reagent/RCM/elimination sequence afforded pyrrolizinones in good yields and has been applied for the preparation of naturally occurring quinolactacide and marinamide.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic & Biomolecular Chemistry
T1  - Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide
VL  - 16
IS  - 12
SP  - 2125
EP  - 2133
DO  - 10.1039/c8ob00260f
ER  - 
@article{
author = "Simić, Milena and Tasić, Gordana and Jovanović, Predrag and Petković, Miloš and Savić, Vladimir",
year = "2018",
abstract = "A facile synthetic route has been developed for the preparation of pyrrolizinone derivatives employing N-allyl imides as starting materials. The nucleophilic addition of a vinyl Grignard reagent/RCM/elimination sequence afforded pyrrolizinones in good yields and has been applied for the preparation of naturally occurring quinolactacide and marinamide.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic & Biomolecular Chemistry",
title = "Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide",
volume = "16",
number = "12",
pages = "2125-2133",
doi = "10.1039/c8ob00260f"
}
Simić, M., Tasić, G., Jovanović, P., Petković, M.,& Savić, V.. (2018). Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide. in Organic & Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 16(12), 2125-2133.
https://doi.org/10.1039/c8ob00260f
Simić M, Tasić G, Jovanović P, Petković M, Savić V. Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide. in Organic & Biomolecular Chemistry. 2018;16(12):2125-2133.
doi:10.1039/c8ob00260f .
Simić, Milena, Tasić, Gordana, Jovanović, Predrag, Petković, Miloš, Savić, Vladimir, "Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide" in Organic & Biomolecular Chemistry, 16, no. 12 (2018):2125-2133,
https://doi.org/10.1039/c8ob00260f . .
11
4
10

Synthesis of 2-unsubstituted imidazolones from bisamides via a one-pot, domino dehydration/base promoted cyclisation process

Đukanović, Dimitrije; Petković, Miloš; Simić, Milena; Jovanović, Predrag; Tasić, Gordana; Savić, Vladimir

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - JOUR
AU  - Đukanović, Dimitrije
AU  - Petković, Miloš
AU  - Simić, Milena
AU  - Jovanović, Predrag
AU  - Tasić, Gordana
AU  - Savić, Vladimir
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3037
AB  - A one-pot, domino process was developed as an alternative approach for the preparation of 2-unsubstituted imidazolones. The methodology utilizes readily accessible bisamides, which upon a dehydration/-cyclisation sequence produced imidazolones in good yields. The transformation relies on the compatibility of the dehydrating agent and base, and the reaction conditions tolerate various functional groups.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron-Asymmetry
T1  - Synthesis of 2-unsubstituted imidazolones from bisamides via a one-pot, domino dehydration/base promoted cyclisation process
VL  - 59
IS  - 10
SP  - 914
EP  - 917
DO  - 10.1016/j.tetlet.2018.01.074
ER  - 
@article{
author = "Đukanović, Dimitrije and Petković, Miloš and Simić, Milena and Jovanović, Predrag and Tasić, Gordana and Savić, Vladimir",
year = "2018",
abstract = "A one-pot, domino process was developed as an alternative approach for the preparation of 2-unsubstituted imidazolones. The methodology utilizes readily accessible bisamides, which upon a dehydration/-cyclisation sequence produced imidazolones in good yields. The transformation relies on the compatibility of the dehydrating agent and base, and the reaction conditions tolerate various functional groups.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron-Asymmetry",
title = "Synthesis of 2-unsubstituted imidazolones from bisamides via a one-pot, domino dehydration/base promoted cyclisation process",
volume = "59",
number = "10",
pages = "914-917",
doi = "10.1016/j.tetlet.2018.01.074"
}
Đukanović, D., Petković, M., Simić, M., Jovanović, P., Tasić, G.,& Savić, V.. (2018). Synthesis of 2-unsubstituted imidazolones from bisamides via a one-pot, domino dehydration/base promoted cyclisation process. in Tetrahedron-Asymmetry
Pergamon-Elsevier Science Ltd, Oxford., 59(10), 914-917.
https://doi.org/10.1016/j.tetlet.2018.01.074
Đukanović D, Petković M, Simić M, Jovanović P, Tasić G, Savić V. Synthesis of 2-unsubstituted imidazolones from bisamides via a one-pot, domino dehydration/base promoted cyclisation process. in Tetrahedron-Asymmetry. 2018;59(10):914-917.
doi:10.1016/j.tetlet.2018.01.074 .
Đukanović, Dimitrije, Petković, Miloš, Simić, Milena, Jovanović, Predrag, Tasić, Gordana, Savić, Vladimir, "Synthesis of 2-unsubstituted imidazolones from bisamides via a one-pot, domino dehydration/base promoted cyclisation process" in Tetrahedron-Asymmetry, 59, no. 10 (2018):914-917,
https://doi.org/10.1016/j.tetlet.2018.01.074 . .
3
1
2

Sinteza derivata imidazolona promovisana pomoću 1,8-diazabiciklo[5.4.0]undec-7-ena (DBU)

Petković, Miloš; Jovanović, Predrag; Simić, Milena; Tasić, Gordana; Savić, Vladimir

(Srpsko hemijsko društvo, Beograd, 2017)

TY  - CONF
AU  - Petković, Miloš
AU  - Jovanović, Predrag
AU  - Simić, Milena
AU  - Tasić, Gordana
AU  - Savić, Vladimir
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5382
AB  - Imidazoloni 2 pokazuju različita zanimljiva svojstva u biologiji, farmakologiji i fotohemiji.1,2
Razvijena je blaga i efikasna intramolekulska ciklizacija diamidnih jedinjenja 1, dobijenih Ugijevom
reakcijom, koja dovodi do nastanka derivata imidazolona. Ovom transformacijom se dobijaju
proizvodi u dobrim prinosima u kratkom reakcionom vremenu
AB  - Imidazolones 2 exhibit a variety of interesting properties in biology, pharmacology and
photochemistry.1,2 Mild and efficient intramolecular cyclization of diamide compounds, obtained by
the Ugi reaction, leading to imidazolone derivatives has been developed. The transformation affords
the products in good yields in a short reaction time.
PB  - Srpsko hemijsko društvo, Beograd
C3  - 54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija
T1  - Sinteza derivata imidazolona promovisana pomoću 1,8-diazabiciklo[5.4.0]undec-7-ena (DBU)
T1  - Imidazolone derivatives synthesis promoted by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)
SP  - 88
EP  - 88
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5382
ER  - 
@conference{
author = "Petković, Miloš and Jovanović, Predrag and Simić, Milena and Tasić, Gordana and Savić, Vladimir",
year = "2017",
abstract = "Imidazoloni 2 pokazuju različita zanimljiva svojstva u biologiji, farmakologiji i fotohemiji.1,2
Razvijena je blaga i efikasna intramolekulska ciklizacija diamidnih jedinjenja 1, dobijenih Ugijevom
reakcijom, koja dovodi do nastanka derivata imidazolona. Ovom transformacijom se dobijaju
proizvodi u dobrim prinosima u kratkom reakcionom vremenu, Imidazolones 2 exhibit a variety of interesting properties in biology, pharmacology and
photochemistry.1,2 Mild and efficient intramolecular cyclization of diamide compounds, obtained by
the Ugi reaction, leading to imidazolone derivatives has been developed. The transformation affords
the products in good yields in a short reaction time.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija",
title = "Sinteza derivata imidazolona promovisana pomoću 1,8-diazabiciklo[5.4.0]undec-7-ena (DBU), Imidazolone derivatives synthesis promoted by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)",
pages = "88-88",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5382"
}
Petković, M., Jovanović, P., Simić, M., Tasić, G.,& Savić, V.. (2017). Sinteza derivata imidazolona promovisana pomoću 1,8-diazabiciklo[5.4.0]undec-7-ena (DBU). in 54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija
Srpsko hemijsko društvo, Beograd., 88-88.
https://hdl.handle.net/21.15107/rcub_farfar_5382
Petković M, Jovanović P, Simić M, Tasić G, Savić V. Sinteza derivata imidazolona promovisana pomoću 1,8-diazabiciklo[5.4.0]undec-7-ena (DBU). in 54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija. 2017;:88-88.
https://hdl.handle.net/21.15107/rcub_farfar_5382 .
Petković, Miloš, Jovanović, Predrag, Simić, Milena, Tasić, Gordana, Savić, Vladimir, "Sinteza derivata imidazolona promovisana pomoću 1,8-diazabiciklo[5.4.0]undec-7-ena (DBU)" in 54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija (2017):88-88,
https://hdl.handle.net/21.15107/rcub_farfar_5382 .

Sekvencijalne reakcije organometala u sintezi kondenzovanih derivata pirola

Simić, Milena; Tasić, Gordana; Petković, Miloš; Jovanović, Predrag; Savić, Vladimir

(Srpsko hemijsko društvo, Beograd, 2017)

TY  - CONF
AU  - Simić, Milena
AU  - Tasić, Gordana
AU  - Petković, Miloš
AU  - Jovanović, Predrag
AU  - Savić, Vladimir
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5383
AB  - Kondenzovani piroli ulaze u sastav mnogih prirodnih proizvoda i biološki aktivnih jedinjenja.1,2 U
ovoj studiji prikazana je reakciona sekvenca koja omogućuje dobijanje različitih pirolizinona,
kondenzovanih derivata pirola i ciklopentanona, primenom hemije organometala. Adicijom
vinilmagnezijum bromida na N-alilovane imide, zatvaranjem prstena olefinskom metatezom koje je
praćeno dehidratacijom i aromatizacijom moguće je dobiti različite pirolizinone u dobrom prinosu
AB  - Pyrrole based fused heterocyclic compounds are widespread in various natural products and
bioactive compounds. In this report we describe the reaction sequence for synthesis of various
pyrrolizinone derivatives, utilising the chemistry of organometallic compounds. Addition of
vinylmagnesium bromide to N-allyl imides, followed by RCM reaction, dehydration and
aromatisation, pyrrolizinones were obtained in good yields.
PB  - Srpsko hemijsko društvo, Beograd
C3  - 54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija
T1  - Sekvencijalne reakcije organometala u sintezi kondenzovanih derivata pirola
T1  - Sequential reaction of organometallics in synthesis of fused pyrrole derivatives
SP  - 87
EP  - 87
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5383
ER  - 
@conference{
author = "Simić, Milena and Tasić, Gordana and Petković, Miloš and Jovanović, Predrag and Savić, Vladimir",
year = "2017",
abstract = "Kondenzovani piroli ulaze u sastav mnogih prirodnih proizvoda i biološki aktivnih jedinjenja.1,2 U
ovoj studiji prikazana je reakciona sekvenca koja omogućuje dobijanje različitih pirolizinona,
kondenzovanih derivata pirola i ciklopentanona, primenom hemije organometala. Adicijom
vinilmagnezijum bromida na N-alilovane imide, zatvaranjem prstena olefinskom metatezom koje je
praćeno dehidratacijom i aromatizacijom moguće je dobiti različite pirolizinone u dobrom prinosu, Pyrrole based fused heterocyclic compounds are widespread in various natural products and
bioactive compounds. In this report we describe the reaction sequence for synthesis of various
pyrrolizinone derivatives, utilising the chemistry of organometallic compounds. Addition of
vinylmagnesium bromide to N-allyl imides, followed by RCM reaction, dehydration and
aromatisation, pyrrolizinones were obtained in good yields.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija",
title = "Sekvencijalne reakcije organometala u sintezi kondenzovanih derivata pirola, Sequential reaction of organometallics in synthesis of fused pyrrole derivatives",
pages = "87-87",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5383"
}
Simić, M., Tasić, G., Petković, M., Jovanović, P.,& Savić, V.. (2017). Sekvencijalne reakcije organometala u sintezi kondenzovanih derivata pirola. in 54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija
Srpsko hemijsko društvo, Beograd., 87-87.
https://hdl.handle.net/21.15107/rcub_farfar_5383
Simić M, Tasić G, Petković M, Jovanović P, Savić V. Sekvencijalne reakcije organometala u sintezi kondenzovanih derivata pirola. in 54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija. 2017;:87-87.
https://hdl.handle.net/21.15107/rcub_farfar_5383 .
Simić, Milena, Tasić, Gordana, Petković, Miloš, Jovanović, Predrag, Savić, Vladimir, "Sekvencijalne reakcije organometala u sintezi kondenzovanih derivata pirola" in 54. Savetovanje Srpskog hemijskog društva. 5. Konferencija mladih hemičara Srbije. Kratki izvodi, Septembar 29 i 30, 2017, Beograd, Srbija (2017):87-87,
https://hdl.handle.net/21.15107/rcub_farfar_5383 .