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 . .

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 . .

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 . .

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 . .

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 . .

TY  - CONF
AU  - Mitrović, Jelena
AU  - Petković, Miloš
AU  - Ranđelović, Danijela
AU  - Đoković, Jelena
AU  - Knutson, Daniel
AU  - Cook, James
AU  - Savić, Vladimir
AU  - Savić, Miroslav
AU  - Savić, Snežana
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4097
AB  - Lipid nanoparticles are being intensively investigated for
the formulation of the drugs with poor solubility substances
(1). They represent colloid dispersions of the particles with
lipid matrix that is solid at room and body temperature.
Because of the low capacity of triglycerides for the drug
substances incorporation, alternatively, high amounts of
lecithin could be added to increase the solubilization (2).
This was used for the incorporation of DK-I-60-3 (7-
methoxy-d3-2-(4-methoxyd3-phenyl)-2,5-dihydro-
3Hpyrazolo[4,3-c]quinolin-3-one), novel deuterated
pyrazoloquinolinone ligand, with very low solubility in
water as well as in oils (3,4). However, because of
amphiphilic nature of lecithin, its localization within
nanoparticles should be analyzed, especially with respect
to stability, drug loading capacity and drug localization,
because it may additionally influence the drug release
mechanism (2).
C3  - 13th World meeting on pharmaceutics, biopharmaceutics and pharmaceutical technology, 28-31 March 2022, Rotterdam, Netherlands
T1  - Physicochemical/structural investigation of lipid nanoparticles with high lecithin amounts loaded with patent protected pyrazoloquinolinone ligand DK-I-60-3
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4097
ER  - 

@conference{
author = "Mitrović, Jelena and Petković, Miloš and Ranđelović, Danijela and Đoković, Jelena and Knutson, Daniel and Cook, James and Savić, Vladimir and Savić, Miroslav and Savić, Snežana",
year = "2022",
abstract = "Lipid nanoparticles are being intensively investigated for
the formulation of the drugs with poor solubility substances
(1). They represent colloid dispersions of the particles with
lipid matrix that is solid at room and body temperature.
Because of the low capacity of triglycerides for the drug
substances incorporation, alternatively, high amounts of
lecithin could be added to increase the solubilization (2).
This was used for the incorporation of DK-I-60-3 (7-
methoxy-d3-2-(4-methoxyd3-phenyl)-2,5-dihydro-
3Hpyrazolo[4,3-c]quinolin-3-one), novel deuterated
pyrazoloquinolinone ligand, with very low solubility in
water as well as in oils (3,4). However, because of
amphiphilic nature of lecithin, its localization within
nanoparticles should be analyzed, especially with respect
to stability, drug loading capacity and drug localization,
because it may additionally influence the drug release
mechanism (2).",
journal = "13th World meeting on pharmaceutics, biopharmaceutics and pharmaceutical technology, 28-31 March 2022, Rotterdam, Netherlands",
title = "Physicochemical/structural investigation of lipid nanoparticles with high lecithin amounts loaded with patent protected pyrazoloquinolinone ligand DK-I-60-3",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4097"
}

Mitrović, J., Petković, M., Ranđelović, D., Đoković, J., Knutson, D., Cook, J., Savić, V., Savić, M.,& Savić, S.. (2022). Physicochemical/structural investigation of lipid nanoparticles with high lecithin amounts loaded with patent protected pyrazoloquinolinone ligand DK-I-60-3. in 13th World meeting on pharmaceutics, biopharmaceutics and pharmaceutical technology, 28-31 March 2022, Rotterdam, Netherlands.
https://hdl.handle.net/21.15107/rcub_farfar_4097

Mitrović J, Petković M, Ranđelović D, Đoković J, Knutson D, Cook J, Savić V, Savić M, Savić S. Physicochemical/structural investigation of lipid nanoparticles with high lecithin amounts loaded with patent protected pyrazoloquinolinone ligand DK-I-60-3. in 13th World meeting on pharmaceutics, biopharmaceutics and pharmaceutical technology, 28-31 March 2022, Rotterdam, Netherlands. 2022;.
https://hdl.handle.net/21.15107/rcub_farfar_4097 .

Mitrović, Jelena, Petković, Miloš, Ranđelović, Danijela, Đoković, Jelena, Knutson, Daniel, Cook, James, Savić, Vladimir, Savić, Miroslav, Savić, Snežana, "Physicochemical/structural investigation of lipid nanoparticles with high lecithin amounts loaded with patent protected pyrazoloquinolinone ligand DK-I-60-3" in 13th World meeting on pharmaceutics, biopharmaceutics and pharmaceutical technology, 28-31 March 2022, Rotterdam, Netherlands (2022),
https://hdl.handle.net/21.15107/rcub_farfar_4097 .

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 . .

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 . .

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 .

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 .

TY  - JOUR
AU  - Simić, Milena
AU  - Erić, Slavica
AU  - Borić, Ivan
AU  - Lubelska, Annamaria
AU  - Latacz, Gneiwomir
AU  - Kiec-Kononowicz, Katarzyna
AU  - Vojnović, Sandra
AU  - Nikodinović-Runić, Jasmina
AU  - Savić, Vladimir
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4985
AB  - In the continuation of our study of substituted isocoumarins a series of novel 3-azolyl isocoumarin and their thio derivatives, including some related lactone compounds was prepared and biologically profiled against C. albicans showing moderate activity with MIC values in range of 4-60 μg mL-1, in general. The additional characterisation of selected compounds was carried out by exploring their activity on CYP3A4 and CYP2D6 enzymes, while experiments on mutagenicity were performed by AMES test. The representative isocoumarins 3b, 4a and 4b showed lower inhibitory activity on CYP enzymes, when compared to the reference inhibitors, ketoconazole and quinidine. Compound 4a showed a higher mutagenic potential than the other two compounds. Further characterization included cytotoxicity profiling against normal MRC5 cells.
AB  - Синтетисана је серија нових 3-азолил-изокумарина и сличних лактонских деривата и евалуирана је њихова антифунгална активност на Candida albicans, где су показали умерену активност (MIC 4–60 μg mL -1 ). Испитана је и интеракција одабраних изокума- ринских деривата са хуманим CYP3A4 и CYP2D6 ензимима помоћу луминисцентног теста, док им је мутагени потенцијал одређен AMES тестом. Испитивани изокумарини 3b, 4a и 4b не показују значајну интеракцију са наведеним CYP ензимима у поређењу сареферентним инхибиторима. Једињењe 4a показује већи мутагени потенцијал у односу на друга два. Додатна биолошка карактеризација је укључила одређивање цитотоксич- ности према нормалним MRC5 ћелијама.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis and biological profiling of novel isocoumarin derivatives
and related compounds
T1  - СИНТЕЗА И БИОЛОШКО ПРОФИЛИСАЊЕ НОВИХ ИЗОКУМАРИНСКИХ ДЕРИВАТА И СЛИЧНИХ ЈЕДИЊЕЊА
VL  - 86
IS  - 7-8
SP  - 639
EP  - 649
DO  - 10.2298/JSC201201025S
ER  - 

@article{
author = "Simić, Milena and Erić, Slavica and Borić, Ivan and Lubelska, Annamaria and Latacz, Gneiwomir and Kiec-Kononowicz, Katarzyna and Vojnović, Sandra and Nikodinović-Runić, Jasmina and Savić, Vladimir",
year = "2021",
abstract = "In the continuation of our study of substituted isocoumarins a series of novel 3-azolyl isocoumarin and their thio derivatives, including some related lactone compounds was prepared and biologically profiled against C. albicans showing moderate activity with MIC values in range of 4-60 μg mL-1, in general. The additional characterisation of selected compounds was carried out by exploring their activity on CYP3A4 and CYP2D6 enzymes, while experiments on mutagenicity were performed by AMES test. The representative isocoumarins 3b, 4a and 4b showed lower inhibitory activity on CYP enzymes, when compared to the reference inhibitors, ketoconazole and quinidine. Compound 4a showed a higher mutagenic potential than the other two compounds. Further characterization included cytotoxicity profiling against normal MRC5 cells., Синтетисана је серија нових 3-азолил-изокумарина и сличних лактонских деривата и евалуирана је њихова антифунгална активност на Candida albicans, где су показали умерену активност (MIC 4–60 μg mL -1 ). Испитана је и интеракција одабраних изокума- ринских деривата са хуманим CYP3A4 и CYP2D6 ензимима помоћу луминисцентног теста, док им је мутагени потенцијал одређен AMES тестом. Испитивани изокумарини 3b, 4a и 4b не показују значајну интеракцију са наведеним CYP ензимима у поређењу сареферентним инхибиторима. Једињењe 4a показује већи мутагени потенцијал у односу на друга два. Додатна биолошка карактеризација је укључила одређивање цитотоксич- ности према нормалним MRC5 ћелијама.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis and biological profiling of novel isocoumarin derivatives
and related compounds, СИНТЕЗА И БИОЛОШКО ПРОФИЛИСАЊЕ НОВИХ ИЗОКУМАРИНСКИХ ДЕРИВАТА И СЛИЧНИХ ЈЕДИЊЕЊА",
volume = "86",
number = "7-8",
pages = "639-649",
doi = "10.2298/JSC201201025S"
}

Simić, M., Erić, S., Borić, I., Lubelska, A., Latacz, G., Kiec-Kononowicz, K., Vojnović, S., Nikodinović-Runić, J.,& Savić, V.. (2021). Synthesis and biological profiling of novel isocoumarin derivatives
and related compounds. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 86(7-8), 639-649.
https://doi.org/10.2298/JSC201201025S

Simić M, Erić S, Borić I, Lubelska A, Latacz G, Kiec-Kononowicz K, Vojnović S, Nikodinović-Runić J, Savić V. Synthesis and biological profiling of novel isocoumarin derivatives
and related compounds. in Journal of the Serbian Chemical Society. 2021;86(7-8):639-649.
doi:10.2298/JSC201201025S .

Simić, Milena, Erić, Slavica, Borić, Ivan, Lubelska, Annamaria, Latacz, Gneiwomir, Kiec-Kononowicz, Katarzyna, Vojnović, Sandra, Nikodinović-Runić, Jasmina, Savić, Vladimir, "Synthesis and biological profiling of novel isocoumarin derivatives
and related compounds" in Journal of the Serbian Chemical Society, 86, no. 7-8 (2021):639-649,
https://doi.org/10.2298/JSC201201025S . .

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 . .

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 . .

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 .

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 . .

TY  - JOUR
AU  - Gawlik, Maciej
AU  - Savić, Vladimir
AU  - Jovanović, Miloš
AU  - Skibiński, Robert
PY  - 2020
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3569
AB  - Establishing the metabolism pathway of the drug undergoing the hepatic biotransformation pathway is one of the most important aspects in the preclinical discovery process since the presence of toxic or reactive metabolites may result in drug withdrawal from the market. In this study, we present the structural elucidation of six, not described yet, metabolites of an antipsychotic molecule: molindone. The elucidation of metabolites was supported with a novel photocatalytical approach with the use of WO3 and WS2 assisted photochemical reactions. An UHPLC-ESI-Q-TOF combined system was used for the registration of all obtained metabolite profiles as well as to record the high resolution fragmentation spectra of the observed transformation products. As a reference in the in vitro metabolism simulation method, the incubation with human liver microsomes was used. Chemometric comparison of the obtained profiles pointed out the use of the WO3 approach as being more convenient in the field of drug metabolism studies. Moreover, the photocatalysis was used in the direction of the main drug metabolite synthesis in order to further isolation and characterization.
PB  - MDPI AG
T2  - Molecules
T1  - Mimicking of phase I metabolism reactions of molindone by HLM and photocatalytic methods with the use of UHPLC-MS/MS
VL  - 25
IS  - 6
DO  - 10.3390/molecules25061367
ER  - 

@article{
author = "Gawlik, Maciej and Savić, Vladimir and Jovanović, Miloš and Skibiński, Robert",
year = "2020",
abstract = "Establishing the metabolism pathway of the drug undergoing the hepatic biotransformation pathway is one of the most important aspects in the preclinical discovery process since the presence of toxic or reactive metabolites may result in drug withdrawal from the market. In this study, we present the structural elucidation of six, not described yet, metabolites of an antipsychotic molecule: molindone. The elucidation of metabolites was supported with a novel photocatalytical approach with the use of WO3 and WS2 assisted photochemical reactions. An UHPLC-ESI-Q-TOF combined system was used for the registration of all obtained metabolite profiles as well as to record the high resolution fragmentation spectra of the observed transformation products. As a reference in the in vitro metabolism simulation method, the incubation with human liver microsomes was used. Chemometric comparison of the obtained profiles pointed out the use of the WO3 approach as being more convenient in the field of drug metabolism studies. Moreover, the photocatalysis was used in the direction of the main drug metabolite synthesis in order to further isolation and characterization.",
publisher = "MDPI AG",
journal = "Molecules",
title = "Mimicking of phase I metabolism reactions of molindone by HLM and photocatalytic methods with the use of UHPLC-MS/MS",
volume = "25",
number = "6",
doi = "10.3390/molecules25061367"
}

Gawlik, M., Savić, V., Jovanović, M.,& Skibiński, R.. (2020). Mimicking of phase I metabolism reactions of molindone by HLM and photocatalytic methods with the use of UHPLC-MS/MS. in Molecules
MDPI AG., 25(6).
https://doi.org/10.3390/molecules25061367

Gawlik M, Savić V, Jovanović M, Skibiński R. Mimicking of phase I metabolism reactions of molindone by HLM and photocatalytic methods with the use of UHPLC-MS/MS. in Molecules. 2020;25(6).
doi:10.3390/molecules25061367 .

Gawlik, Maciej, Savić, Vladimir, Jovanović, Miloš, Skibiński, Robert, "Mimicking of phase I metabolism reactions of molindone by HLM and photocatalytic methods with the use of UHPLC-MS/MS" in Molecules, 25, no. 6 (2020),
https://doi.org/10.3390/molecules25061367 . .

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 .

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 . .

TY  - JOUR
AU  - Jovanović, Miloš
AU  - Radivojević, Jelena
AU  - O'Connor, Kevin
AU  - Blagojević, Stevan
AU  - Begović, Biljana
AU  - Lukić, Vera
AU  - Nikodinović-Runić, Jasmina
AU  - Savić, Vladimir
PY  - 2019
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3335
AB  - Rhamnolipids are biodegradable low toxic biosurfactants which exert antimicrobial and anti-biofilm properties. They have attracted much attention recently due to potential applications in areas of bioremediation, therapeutics, cosmetics and agriculture, however, the full potential of these versatile molecules is yet to be explored. Based on the facts that many naturally occurring lipopeptides are potent antimicrobials, our study aimed to explore the potential of replacing rhamnose in rhamnolipids with amino acids thus creating lipopeptides that would mimic or enhance properties of the parent molecule. This would allow not only for more economical and greener production but also, due to the availability of structurally different amino acids, facile manipulation of physico-chemical and biological properties. Our synthetic efforts produced a library of 43 lipopeptides revealing biologically more potent molecules. The structural changes significantly increased, in particular, anti-biofilm properties against Candida albicans, although surface activity of the parent molecule was almost completely abolished. Our findings show that the most active compounds are leucine derivatives of 3-hydroxy acids containing benzylic ester functionality. The SAR study demonstrated a further increase in activity with aliphatic chain elongation. The most promising lipopeptides 15, 23 and 36 at 12.5 mu g/mL concentration allowed only 14.3%, 5.1% and 11.2% of biofilm formation, respectively after 24 h. These compounds inhibit biofilm formation by preventing adhesion of C. albicans to abiotic and biotic surfaces.
PB  - Academic Press Inc Elsevier Science, San Diego
T2  - Bioorganic Chemistry
T1  - Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans
VL  - 87
SP  - 209
EP  - 217
DO  - 10.1016/j.bioorg.2019.03.023
ER  - 

@article{
author = "Jovanović, Miloš and Radivojević, Jelena and O'Connor, Kevin and Blagojević, Stevan and Begović, Biljana and Lukić, Vera and Nikodinović-Runić, Jasmina and Savić, Vladimir",
year = "2019",
abstract = "Rhamnolipids are biodegradable low toxic biosurfactants which exert antimicrobial and anti-biofilm properties. They have attracted much attention recently due to potential applications in areas of bioremediation, therapeutics, cosmetics and agriculture, however, the full potential of these versatile molecules is yet to be explored. Based on the facts that many naturally occurring lipopeptides are potent antimicrobials, our study aimed to explore the potential of replacing rhamnose in rhamnolipids with amino acids thus creating lipopeptides that would mimic or enhance properties of the parent molecule. This would allow not only for more economical and greener production but also, due to the availability of structurally different amino acids, facile manipulation of physico-chemical and biological properties. Our synthetic efforts produced a library of 43 lipopeptides revealing biologically more potent molecules. The structural changes significantly increased, in particular, anti-biofilm properties against Candida albicans, although surface activity of the parent molecule was almost completely abolished. Our findings show that the most active compounds are leucine derivatives of 3-hydroxy acids containing benzylic ester functionality. The SAR study demonstrated a further increase in activity with aliphatic chain elongation. The most promising lipopeptides 15, 23 and 36 at 12.5 mu g/mL concentration allowed only 14.3%, 5.1% and 11.2% of biofilm formation, respectively after 24 h. These compounds inhibit biofilm formation by preventing adhesion of C. albicans to abiotic and biotic surfaces.",
publisher = "Academic Press Inc Elsevier Science, San Diego",
journal = "Bioorganic Chemistry",
title = "Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans",
volume = "87",
pages = "209-217",
doi = "10.1016/j.bioorg.2019.03.023"
}

Jovanović, M., Radivojević, J., O'Connor, K., Blagojević, S., Begović, B., Lukić, V., Nikodinović-Runić, J.,& Savić, V.. (2019). Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans. in Bioorganic Chemistry
Academic Press Inc Elsevier Science, San Diego., 87, 209-217.
https://doi.org/10.1016/j.bioorg.2019.03.023

Jovanović M, Radivojević J, O'Connor K, Blagojević S, Begović B, Lukić V, Nikodinović-Runić J, Savić V. Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans. in Bioorganic Chemistry. 2019;87:209-217.
doi:10.1016/j.bioorg.2019.03.023 .

Jovanović, Miloš, Radivojević, Jelena, O'Connor, Kevin, Blagojević, Stevan, Begović, Biljana, Lukić, Vera, Nikodinović-Runić, Jasmina, Savić, Vladimir, "Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans" in Bioorganic Chemistry, 87 (2019):209-217,
https://doi.org/10.1016/j.bioorg.2019.03.023 . .

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 .

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 .

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 . .

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 . .

TY  - JOUR
AU  - Đukić, Mirjana
AU  - Fesatidou, Mara
AU  - Xenikakis, Iakovos
AU  - Geronikaki, Athina
AU  - Angelova, Violina T.
AU  - Savić, Vladimir
AU  - Pasić, Marta
AU  - Krilović, Branislav
AU  - Đukić, Dušan
AU  - Gobeljić, Borko
AU  - Pavlica, Marina
AU  - Đurić, Ana
AU  - Stanojević, Ivan
AU  - Vojvodić, Danilo
AU  - Saso, Luciano
PY  - 2018
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3154
AB  - The initial steps in preclinical drug developing research concern the synthesis of new compounds for specific therapeutic use which needs to be confirmed by in vitro and then in vivo testing. Nine thiazolidinone derivatives (numerically labeled 1-9) classified as follows: 1,3-thiazole-based compounds (1 and 2); 1,3,4-thiadiazole based compounds (3 and 4); substituted 5-benzylideno-2-adamantylthiazol[3,2-b] [1,2,4] triazol-6(5H) ones (5-8); and an ethylaminothiazole-based chalcone (9), were tested for antioxidant activity (AOA) by using three in vitro assays: DPPH (1,1-diphenyl-2-picrylhydrazyl scavenging capacity test); FRAP (ferric reducing antioxidant power test); and TBARS (thiobarbituric acid reactive substances test). Compounds 1-4 and 9 in particular are newly synthesized compounds. Also, traditional antioxidants Vitamins E and C and alpha-lipoic acid (alpha-LA) were tested. The results of DPPH testing: Vitamin C 94.35%, Vitamin E 2.99% and alpha-LA 1.57%; compounds: 4 33.98%; 2 18.73%; 1 15.62%; 5 6.59%; 3 4.99%; 6-9 demonstrated almost no AOA. The results of TBARS testing (% of LPO inhibition): Vitamin C 62.32%; Vitamin E 36.29%; alpha-LA 51.36%; compounds: 1 62.11%; 5 66.71%; 9 60.93%; 4, 6 and 7 demonstrated similar to 50%; 3 and 8 displayed similar to 38%; 2 23.51%. By FRAP method, Vitamins E and C showed equal AOA, similar to 100%, unlike alpha-LA (no AOA), and AOA of the tested compounds (expressed as a fraction of the AOA of Vitamin C) were: 2 and 4-75%; 8, 3 and 1-45%; 5-7 and 9-27%. Different red-ox reaction principles between these assays dictate different AOA outcomes for a single compound. Vitamin C appeared to be the superior antioxidant out of the traditional antioxidants; and compound 4 was superior to other tested thiazolidinone derivatives. Vitamin C appeared to be the superior antioxidant out of the traditional antioxidants; and compound 4 was superior to other tested thiazolidinone derivatives. Phenyl-functionalized benzylidene, amino-carbonyl functional domains and chelating ligand properties of the thiazolidinone derivatives correlated with AOA.
PB  - Elsevier Ireland Ltd, Clare
T2  - Chemico-Biological Interactions
T1  - In vitro antioxidant activity of thiazolidinone derivatives of 1,3-thiazole and 1,3,4-thiadiazole
VL  - 286
SP  - 119
EP  - 131
DO  - 10.1016/j.cbi.2018.03.013
ER  - 

@article{
author = "Đukić, Mirjana and Fesatidou, Mara and Xenikakis, Iakovos and Geronikaki, Athina and Angelova, Violina T. and Savić, Vladimir and Pasić, Marta and Krilović, Branislav and Đukić, Dušan and Gobeljić, Borko and Pavlica, Marina and Đurić, Ana and Stanojević, Ivan and Vojvodić, Danilo and Saso, Luciano",
year = "2018",
abstract = "The initial steps in preclinical drug developing research concern the synthesis of new compounds for specific therapeutic use which needs to be confirmed by in vitro and then in vivo testing. Nine thiazolidinone derivatives (numerically labeled 1-9) classified as follows: 1,3-thiazole-based compounds (1 and 2); 1,3,4-thiadiazole based compounds (3 and 4); substituted 5-benzylideno-2-adamantylthiazol[3,2-b] [1,2,4] triazol-6(5H) ones (5-8); and an ethylaminothiazole-based chalcone (9), were tested for antioxidant activity (AOA) by using three in vitro assays: DPPH (1,1-diphenyl-2-picrylhydrazyl scavenging capacity test); FRAP (ferric reducing antioxidant power test); and TBARS (thiobarbituric acid reactive substances test). Compounds 1-4 and 9 in particular are newly synthesized compounds. Also, traditional antioxidants Vitamins E and C and alpha-lipoic acid (alpha-LA) were tested. The results of DPPH testing: Vitamin C 94.35%, Vitamin E 2.99% and alpha-LA 1.57%; compounds: 4 33.98%; 2 18.73%; 1 15.62%; 5 6.59%; 3 4.99%; 6-9 demonstrated almost no AOA. The results of TBARS testing (% of LPO inhibition): Vitamin C 62.32%; Vitamin E 36.29%; alpha-LA 51.36%; compounds: 1 62.11%; 5 66.71%; 9 60.93%; 4, 6 and 7 demonstrated similar to 50%; 3 and 8 displayed similar to 38%; 2 23.51%. By FRAP method, Vitamins E and C showed equal AOA, similar to 100%, unlike alpha-LA (no AOA), and AOA of the tested compounds (expressed as a fraction of the AOA of Vitamin C) were: 2 and 4-75%; 8, 3 and 1-45%; 5-7 and 9-27%. Different red-ox reaction principles between these assays dictate different AOA outcomes for a single compound. Vitamin C appeared to be the superior antioxidant out of the traditional antioxidants; and compound 4 was superior to other tested thiazolidinone derivatives. Vitamin C appeared to be the superior antioxidant out of the traditional antioxidants; and compound 4 was superior to other tested thiazolidinone derivatives. Phenyl-functionalized benzylidene, amino-carbonyl functional domains and chelating ligand properties of the thiazolidinone derivatives correlated with AOA.",
publisher = "Elsevier Ireland Ltd, Clare",
journal = "Chemico-Biological Interactions",
title = "In vitro antioxidant activity of thiazolidinone derivatives of 1,3-thiazole and 1,3,4-thiadiazole",
volume = "286",
pages = "119-131",
doi = "10.1016/j.cbi.2018.03.013"
}

Đukić, M., Fesatidou, M., Xenikakis, I., Geronikaki, A., Angelova, V. T., Savić, V., Pasić, M., Krilović, B., Đukić, D., Gobeljić, B., Pavlica, M., Đurić, A., Stanojević, I., Vojvodić, D.,& Saso, L.. (2018). In vitro antioxidant activity of thiazolidinone derivatives of 1,3-thiazole and 1,3,4-thiadiazole. in Chemico-Biological Interactions
Elsevier Ireland Ltd, Clare., 286, 119-131.
https://doi.org/10.1016/j.cbi.2018.03.013

Đukić M, Fesatidou M, Xenikakis I, Geronikaki A, Angelova VT, Savić V, Pasić M, Krilović B, Đukić D, Gobeljić B, Pavlica M, Đurić A, Stanojević I, Vojvodić D, Saso L. In vitro antioxidant activity of thiazolidinone derivatives of 1,3-thiazole and 1,3,4-thiadiazole. in Chemico-Biological Interactions. 2018;286:119-131.
doi:10.1016/j.cbi.2018.03.013 .

Đukić, Mirjana, Fesatidou, Mara, Xenikakis, Iakovos, Geronikaki, Athina, Angelova, Violina T., Savić, Vladimir, Pasić, Marta, Krilović, Branislav, Đukić, Dušan, Gobeljić, Borko, Pavlica, Marina, Đurić, Ana, Stanojević, Ivan, Vojvodić, Danilo, Saso, Luciano, "In vitro antioxidant activity of thiazolidinone derivatives of 1,3-thiazole and 1,3,4-thiadiazole" in Chemico-Biological Interactions, 286 (2018):119-131,
https://doi.org/10.1016/j.cbi.2018.03.013 . .

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 .