Simić, Milena

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orcid::0000-0002-0865-5509
  • Simić, Milena (41)
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Author's Bibliography

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

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

(Wiley Periodicals LLC., 2024)

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

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

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

(Georg Thieme Verlag, 2023)

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

Redox homeostasis, oxidative stress and antioxidant system in health and disease: the possibility of modulation by antioxidants

Kotur-Stevuljević, Jelena; Savić, Jelena; Simić, Milena; Ivanišević, Jasmina

(Savez farmaceutskih udruženja Srbije, Beograd, 2023)

TY  - JOUR
AU  - Kotur-Stevuljević, Jelena
AU  - Savić, Jelena
AU  - Simić, Milena
AU  - Ivanišević, Jasmina
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5014
AB  - Redox imbalance occurs when the factors of oxidative stress, known as prooxidants, outweigh
the mechanisms of antioxidant protection. In a healthy state, homeostatic mechanisms ensure the
balanced production of free radicals and a complete series of antioxidants responsible for their safe
removal. The generation of free radicals is a part of physiological processes in a healthy organism,
some of which act as specific signaling molecules, and their presence and activity are necessary in
these processes. In various diseases such as cancer, cardiovascular disease, diabetes, autoimmune
diseases, rheumatic diseases, systemic lupus, and skin diseases, the generation of free radicals
overwhelms the protective mechanisms, leading to the development of "oxidative stress" that damages
cells and tissues. To prevent the harmful effects of free radicals within cells, there exists a system of
enzymatic antioxidant protection composed of superoxide dismutase (SOD), glutathione peroxidase
(GSHPx), glutathione reductase (GR), glutaredoxin, reduced/oxidized glutathione (GSH/GSSG), and
thioredoxin (TRX). The examples of non-enzymatic antioxidants are: antioxidant vitamins such as A,
C and E, dihydrolypoic acid, metallothioneins, ceruloplasmin, coenzyme Q 10, urea, creatinine, etc.
Redox balance is influenced by the circadian rhythm and external factors that constitute the
"exposome", including dietary habits and lifestyle. Antioxidant supplementation has become
increasingly popular for maintaining optimal body function. However, it is important to note that some
antioxidants can exhibit prooxidant activity, emphasizing the need for controlled use. The relationship
between the redox status of the body and the action of antioxidants enables the development of
multidisciplinary research that connects biochemistry, molecular biology, nutritional science, natural
product chemistry, and clinical practice.
AB  - Redoks disbalans se javlja kada činioci oksidativnog stresa – prooksidansi – nadvladaju
mehanizme antioksidativne zaštite. U stanju zdravlja, homeostatski mehanizmi obezbeđuju
uravnoteženo stvaranje slobodnih radikala i čitave serije antioksidanasa koji su zaduženi za njihovo
bezbedno uklanjanje. Stvaranje slobodnih radikala je deo fizioloških procesa u zdravom organizmu;
neki od njih su specifični signalni molekuli i u tim procesima su njihovo prisustvo i aktivnost
neophodni. U različitim bolestima kao što su kancer, kardiovaskularne bolesti, dijabetes,
autoimunske bolesti, reumatske bolesti, sistemski lupus, kožne bolesti, stvaranje slobodnih radikala
nadvladava mehanizme zaštite, pa se razvija „oksidativni stres“ koji oštećuje ćelije i tkiva. Da bi se
sprečilo štetno delovanje slobodnih radikala, u ćeliji postoji sistem enzimske antioksidativne zaštite,
koga čine: superoksid-dismutaza (SOD), glutation-peroksidaza (GSHPx), glutation-reduktaza
(GR), glutaredoksin, redukovani/oksidovani glutation (GSH/GSSG) i tioredoksin (TRX). Primeri
neenzimskih antioksidanasa su: antioksidativni vitamini kao što su A, C i E, dihidrolipoinska
kiselina, metalotioneini, ceruloplazmin, koenzim Q10, urea, kreatinin, itd. Redoks ravnoteža je pod
uticajem cirkadijalnog ritma i spoljašnjih faktora koji čine „ekspozom“ i uključuju način ishrane i
životne navike. Suplementacija antioksidansima je postala sve popularnija praksa za održavanje
optimalne funkcije organizma. Neki od antioksidanasa ispoljavaju prooksidantnu aktivnost i zato je
važno da njihova primena bude kontrolisana. Veza između redoks statusa organizma i delovanja
antioksidanasa omogućava razvoj multidisciplinarnih istraživanja u kojima se povezuju biohemija,
molekularna biologija, nauka o ishrani, hemija prirodnih proizvoda i sama klinička praksa.
PB  - Savez farmaceutskih udruženja Srbije, Beograd
T2  - Arhiv za farmaciju
T1  - Redox homeostasis, oxidative stress and antioxidant system in health and disease: the possibility of modulation by antioxidants
T1  - Homeostaza redoks sistema, oksidativni stres i antioksidativni sistem u zdravlju i bolesti: mogućnost modulacije antioksidansima
VL  - 73
IS  - 4
SP  - 251
EP  - 263
DO  - 10.5937/arhfarm73-45369
ER  - 
@article{
author = "Kotur-Stevuljević, Jelena and Savić, Jelena and Simić, Milena and Ivanišević, Jasmina",
year = "2023",
abstract = "Redox imbalance occurs when the factors of oxidative stress, known as prooxidants, outweigh
the mechanisms of antioxidant protection. In a healthy state, homeostatic mechanisms ensure the
balanced production of free radicals and a complete series of antioxidants responsible for their safe
removal. The generation of free radicals is a part of physiological processes in a healthy organism,
some of which act as specific signaling molecules, and their presence and activity are necessary in
these processes. In various diseases such as cancer, cardiovascular disease, diabetes, autoimmune
diseases, rheumatic diseases, systemic lupus, and skin diseases, the generation of free radicals
overwhelms the protective mechanisms, leading to the development of "oxidative stress" that damages
cells and tissues. To prevent the harmful effects of free radicals within cells, there exists a system of
enzymatic antioxidant protection composed of superoxide dismutase (SOD), glutathione peroxidase
(GSHPx), glutathione reductase (GR), glutaredoxin, reduced/oxidized glutathione (GSH/GSSG), and
thioredoxin (TRX). The examples of non-enzymatic antioxidants are: antioxidant vitamins such as A,
C and E, dihydrolypoic acid, metallothioneins, ceruloplasmin, coenzyme Q 10, urea, creatinine, etc.
Redox balance is influenced by the circadian rhythm and external factors that constitute the
"exposome", including dietary habits and lifestyle. Antioxidant supplementation has become
increasingly popular for maintaining optimal body function. However, it is important to note that some
antioxidants can exhibit prooxidant activity, emphasizing the need for controlled use. The relationship
between the redox status of the body and the action of antioxidants enables the development of
multidisciplinary research that connects biochemistry, molecular biology, nutritional science, natural
product chemistry, and clinical practice., Redoks disbalans se javlja kada činioci oksidativnog stresa – prooksidansi – nadvladaju
mehanizme antioksidativne zaštite. U stanju zdravlja, homeostatski mehanizmi obezbeđuju
uravnoteženo stvaranje slobodnih radikala i čitave serije antioksidanasa koji su zaduženi za njihovo
bezbedno uklanjanje. Stvaranje slobodnih radikala je deo fizioloških procesa u zdravom organizmu;
neki od njih su specifični signalni molekuli i u tim procesima su njihovo prisustvo i aktivnost
neophodni. U različitim bolestima kao što su kancer, kardiovaskularne bolesti, dijabetes,
autoimunske bolesti, reumatske bolesti, sistemski lupus, kožne bolesti, stvaranje slobodnih radikala
nadvladava mehanizme zaštite, pa se razvija „oksidativni stres“ koji oštećuje ćelije i tkiva. Da bi se
sprečilo štetno delovanje slobodnih radikala, u ćeliji postoji sistem enzimske antioksidativne zaštite,
koga čine: superoksid-dismutaza (SOD), glutation-peroksidaza (GSHPx), glutation-reduktaza
(GR), glutaredoksin, redukovani/oksidovani glutation (GSH/GSSG) i tioredoksin (TRX). Primeri
neenzimskih antioksidanasa su: antioksidativni vitamini kao što su A, C i E, dihidrolipoinska
kiselina, metalotioneini, ceruloplazmin, koenzim Q10, urea, kreatinin, itd. Redoks ravnoteža je pod
uticajem cirkadijalnog ritma i spoljašnjih faktora koji čine „ekspozom“ i uključuju način ishrane i
životne navike. Suplementacija antioksidansima je postala sve popularnija praksa za održavanje
optimalne funkcije organizma. Neki od antioksidanasa ispoljavaju prooksidantnu aktivnost i zato je
važno da njihova primena bude kontrolisana. Veza između redoks statusa organizma i delovanja
antioksidanasa omogućava razvoj multidisciplinarnih istraživanja u kojima se povezuju biohemija,
molekularna biologija, nauka o ishrani, hemija prirodnih proizvoda i sama klinička praksa.",
publisher = "Savez farmaceutskih udruženja Srbije, Beograd",
journal = "Arhiv za farmaciju",
title = "Redox homeostasis, oxidative stress and antioxidant system in health and disease: the possibility of modulation by antioxidants, Homeostaza redoks sistema, oksidativni stres i antioksidativni sistem u zdravlju i bolesti: mogućnost modulacije antioksidansima",
volume = "73",
number = "4",
pages = "251-263",
doi = "10.5937/arhfarm73-45369"
}
Kotur-Stevuljević, J., Savić, J., Simić, M.,& Ivanišević, J.. (2023). Redox homeostasis, oxidative stress and antioxidant system in health and disease: the possibility of modulation by antioxidants. in Arhiv za farmaciju
Savez farmaceutskih udruženja Srbije, Beograd., 73(4), 251-263.
https://doi.org/10.5937/arhfarm73-45369
Kotur-Stevuljević J, Savić J, Simić M, Ivanišević J. Redox homeostasis, oxidative stress and antioxidant system in health and disease: the possibility of modulation by antioxidants. in Arhiv za farmaciju. 2023;73(4):251-263.
doi:10.5937/arhfarm73-45369 .
Kotur-Stevuljević, Jelena, Savić, Jelena, Simić, Milena, Ivanišević, Jasmina, "Redox homeostasis, oxidative stress and antioxidant system in health and disease: the possibility of modulation by antioxidants" in Arhiv za farmaciju, 73, no. 4 (2023):251-263,
https://doi.org/10.5937/arhfarm73-45369 . .

Antioxidant Activity of Natural Phenols and Derived Hydroxylated Biphenyls

Kostić, Kristina; Brborić, Jasmina; Delogu, Giovanna; Simić, Milena; Samardžić, Stevan; Maksimović, Zoran; Dettori, Maria Antonietta; Fabbri, Davide; Kotur-Stevuljević, Jelena; Saso, Luciano

(MDPI, 2023)

TY  - JOUR
AU  - Kostić, Kristina
AU  - Brborić, Jasmina
AU  - Delogu, Giovanna
AU  - Simić, Milena
AU  - Samardžić, Stevan
AU  - Maksimović, Zoran
AU  - Dettori, Maria Antonietta
AU  - Fabbri, Davide
AU  - Kotur-Stevuljević, Jelena
AU  - Saso, Luciano
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4648
AB  - A comparative in vitro study of the antioxidant potential of natural phenols (zingerone, curcumin, raspberry ketone, magnolol) and their synthesized derivatives was performed. The antioxidant efficiency was evaluated in blood serum obtained from healthy individuals, by means of spectrophotometry, before and after the addition of pro-oxidant tert-butyl hydroperoxide (TBH). Moreover, the antioxidant effect of an equimolar mixture of curcumin and zingerone was investigated. Interpretation of our results reveals that in the blood serum of healthy individuals curcumin (C1), raspberry ketone (RK1), magnolol (M1) and synthesized derivative of zingerone (Z2) demonstrate remarkable antioxidant effects (p < 0.05). However, in the state of TBH-induced excessive oxidative stress natural magnolol and synthesized derivatives C1, Z1 and RK1 show powerful antioxidant activity and thus can be further investigated to obtain information about their metabolic transformations and their potential influence at the cellular level. Results obtained from measurements in an equimolar mixture of zingerone and curcumin indicate synergism (p < 0.05) between the two compounds. This combination is especially successful due to the fast and efficient neutralization of added pro-oxidant TBH. The commercial availability of turmeric and ginger and their frequent combined use in diet suggest ideas for further broader utilization of the beneficial synergistic effect of their phenolic components.
PB  - MDPI
T2  - Molecules
T1  - Antioxidant Activity of Natural Phenols and Derived Hydroxylated Biphenyls
VL  - 28
IS  - 6
DO  - 10.3390/molecules28062646
ER  - 
@article{
author = "Kostić, Kristina and Brborić, Jasmina and Delogu, Giovanna and Simić, Milena and Samardžić, Stevan and Maksimović, Zoran and Dettori, Maria Antonietta and Fabbri, Davide and Kotur-Stevuljević, Jelena and Saso, Luciano",
year = "2023",
abstract = "A comparative in vitro study of the antioxidant potential of natural phenols (zingerone, curcumin, raspberry ketone, magnolol) and their synthesized derivatives was performed. The antioxidant efficiency was evaluated in blood serum obtained from healthy individuals, by means of spectrophotometry, before and after the addition of pro-oxidant tert-butyl hydroperoxide (TBH). Moreover, the antioxidant effect of an equimolar mixture of curcumin and zingerone was investigated. Interpretation of our results reveals that in the blood serum of healthy individuals curcumin (C1), raspberry ketone (RK1), magnolol (M1) and synthesized derivative of zingerone (Z2) demonstrate remarkable antioxidant effects (p < 0.05). However, in the state of TBH-induced excessive oxidative stress natural magnolol and synthesized derivatives C1, Z1 and RK1 show powerful antioxidant activity and thus can be further investigated to obtain information about their metabolic transformations and their potential influence at the cellular level. Results obtained from measurements in an equimolar mixture of zingerone and curcumin indicate synergism (p < 0.05) between the two compounds. This combination is especially successful due to the fast and efficient neutralization of added pro-oxidant TBH. The commercial availability of turmeric and ginger and their frequent combined use in diet suggest ideas for further broader utilization of the beneficial synergistic effect of their phenolic components.",
publisher = "MDPI",
journal = "Molecules",
title = "Antioxidant Activity of Natural Phenols and Derived Hydroxylated Biphenyls",
volume = "28",
number = "6",
doi = "10.3390/molecules28062646"
}
Kostić, K., Brborić, J., Delogu, G., Simić, M., Samardžić, S., Maksimović, Z., Dettori, M. A., Fabbri, D., Kotur-Stevuljević, J.,& Saso, L.. (2023). Antioxidant Activity of Natural Phenols and Derived Hydroxylated Biphenyls. in Molecules
MDPI., 28(6).
https://doi.org/10.3390/molecules28062646
Kostić K, Brborić J, Delogu G, Simić M, Samardžić S, Maksimović Z, Dettori MA, Fabbri D, Kotur-Stevuljević J, Saso L. Antioxidant Activity of Natural Phenols and Derived Hydroxylated Biphenyls. in Molecules. 2023;28(6).
doi:10.3390/molecules28062646 .
Kostić, Kristina, Brborić, Jasmina, Delogu, Giovanna, Simić, Milena, Samardžić, Stevan, Maksimović, Zoran, Dettori, Maria Antonietta, Fabbri, Davide, Kotur-Stevuljević, Jelena, Saso, Luciano, "Antioxidant Activity of Natural Phenols and Derived Hydroxylated Biphenyls" in Molecules, 28, no. 6 (2023),
https://doi.org/10.3390/molecules28062646 . .
2

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

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

(John Wiley and Sons Inc, 2023)

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

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

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

(Serbian Chemical Society, 2023)

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

Флуоровани природни производи

Simić, Milena; Petković, Miloš; Jovanović, Predrag

(Srpsko hemijsko društvo, Beograd, 2022)

TY  - JOUR
AU  - Simić, Milena
AU  - Petković, Miloš
AU  - Jovanović, Predrag
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5380
AB  - Једињења која у структури садрже халогене су
доста распрострањена у природи и најчешће се могу
изоловати из морских организама. За разлику од бромованих и хлорованих деривата, природни производи који садрже органски везан флуор веома су ретки.
Флуорована органска једињења често имају изражену биолошку активност и примењују се у фармацији.
AB  - Halogenated compounds are very widespread in
nature. The most common sources of these natural
products are marine organisms. Unlike brominated and
chlorinated derivatives, natural compounds containing
carbon-fluorine bound are very rare. Extensive study of
this relatively small class of natural products provides
important information about their physiological activity
and application in drug synthesis. This paper presents
a brief overview of naturally occurring fluorinated
compounds.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Hemijski pregled
T1  - Флуоровани природни производи
T1  - Fluorinated natural products
VL  - 64
IS  - 3-4
SP  - 73
EP  - 79
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5380
ER  - 
@article{
author = "Simić, Milena and Petković, Miloš and Jovanović, Predrag",
year = "2022",
abstract = "Једињења која у структури садрже халогене су
доста распрострањена у природи и најчешће се могу
изоловати из морских организама. За разлику од бромованих и хлорованих деривата, природни производи који садрже органски везан флуор веома су ретки.
Флуорована органска једињења често имају изражену биолошку активност и примењују се у фармацији., Halogenated compounds are very widespread in
nature. The most common sources of these natural
products are marine organisms. Unlike brominated and
chlorinated derivatives, natural compounds containing
carbon-fluorine bound are very rare. Extensive study of
this relatively small class of natural products provides
important information about their physiological activity
and application in drug synthesis. This paper presents
a brief overview of naturally occurring fluorinated
compounds.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Hemijski pregled",
title = "Флуоровани природни производи, Fluorinated natural products",
volume = "64",
number = "3-4",
pages = "73-79",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5380"
}
Simić, M., Petković, M.,& Jovanović, P.. (2022). Флуоровани природни производи. in Hemijski pregled
Srpsko hemijsko društvo, Beograd., 64(3-4), 73-79.
https://hdl.handle.net/21.15107/rcub_farfar_5380
Simić M, Petković M, Jovanović P. Флуоровани природни производи. in Hemijski pregled. 2022;64(3-4):73-79.
https://hdl.handle.net/21.15107/rcub_farfar_5380 .
Simić, Milena, Petković, Miloš, Jovanović, Predrag, "Флуоровани природни производи" in Hemijski pregled, 64, no. 3-4 (2022):73-79,
https://hdl.handle.net/21.15107/rcub_farfar_5380 .

Пролински катализатори у органокатализи

Jovanović, Predrag; Petković, Miloš; Simić, Milena

(Srpsko hemijsko društvo, Beograd, 2022)

TY  - JOUR
AU  - Jovanović, Predrag
AU  - Petković, Miloš
AU  - Simić, Milena
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5379
AB  - Под органокатализом подразумева се употреба
малих органских молекула који катализују
органске трансформације. Термин органокатализа
први је употребио Дејвид Мекмилан (David
MacMillan) на почетку двадесет првог века, који
је био и зачетник интензивнијег истраживања
у овој области. ...
AB  - This paper discusses the basic structural
characteristics of proline catalysts, which have
found application in many synthetically useful
transformations with high degree of chemical and
stereochemical efficiency. Organocatalysts obtained by
modification of proline can be divided into six major
categories. This text lists some catalyst examples and
the reactions they catalyze.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Hemijski pregled
T1  - Пролински катализатори у органокатализи
T1  - Proline catalysts in organocatalysis
VL  - 63
IS  - 1
SP  - 17
EP  - 25
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5379
ER  - 
@article{
author = "Jovanović, Predrag and Petković, Miloš and Simić, Milena",
year = "2022",
abstract = "Под органокатализом подразумева се употреба
малих органских молекула који катализују
органске трансформације. Термин органокатализа
први је употребио Дејвид Мекмилан (David
MacMillan) на почетку двадесет првог века, који
је био и зачетник интензивнијег истраживања
у овој области. ..., This paper discusses the basic structural
characteristics of proline catalysts, which have
found application in many synthetically useful
transformations with high degree of chemical and
stereochemical efficiency. Organocatalysts obtained by
modification of proline can be divided into six major
categories. This text lists some catalyst examples and
the reactions they catalyze.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Hemijski pregled",
title = "Пролински катализатори у органокатализи, Proline catalysts in organocatalysis",
volume = "63",
number = "1",
pages = "17-25",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5379"
}
Jovanović, P., Petković, M.,& Simić, M.. (2022). Пролински катализатори у органокатализи. in Hemijski pregled
Srpsko hemijsko društvo, Beograd., 63(1), 17-25.
https://hdl.handle.net/21.15107/rcub_farfar_5379
Jovanović P, Petković M, Simić M. Пролински катализатори у органокатализи. in Hemijski pregled. 2022;63(1):17-25.
https://hdl.handle.net/21.15107/rcub_farfar_5379 .
Jovanović, Predrag, Petković, Miloš, Simić, Milena, "Пролински катализатори у органокатализи" in Hemijski pregled, 63, no. 1 (2022):17-25,
https://hdl.handle.net/21.15107/rcub_farfar_5379 .

Highly exo selective, photochemically promoted cyclization of iodoallene derivatives

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

(Wiley Periodicals LLC, 2022)

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

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

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

(Georg Thieme Verlag, 2022)

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

Sinteza i antikancerski potencijal 4-azolilkumarina

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

(Srpsko hemijsko društvo, Beograd, 2021)

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

Паладијум катализоване реакције алилних алкохола

Tasić, Gordana; Simić, Milena; Petković, Miloš

(Srpsko hemijsko društvo, Beograd, 2021)

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

Synthesis and biological profiling of novel isocoumarin derivatives and related compounds

Simić, Milena; Erić, Slavica; Borić, Ivan; Lubelska, Annamaria; Latacz, Gneiwomir; Kiec-Kononowicz, Katarzyna; Vojnović, Sandra; Nikodinović-Runić, Jasmina; Savić, Vladimir

(Serbian Chemical Society, 2021)

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 . .
3
1
3

Fragment-type 4-azolylcoumarin derivatives with anticancer properties

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

(John Wiley and Sons Inc, 2021)

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

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

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

(Wiley, HeteroCorporation, 2021)

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

Хлоровани пироли – биолошки активни природни производи

Simić, Milena; Tasić, Gordana; Jovanović, Predrag

(Srpsko hemijsko društvo, Beograd, 2020)

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

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

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

(Wiley-Blackwell, 2020)

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

Structural studies of model system for seneciobipyrrolidine skeleton synthesis

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

(Bruker BioSpin, 2019)

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

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

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

(Wiley-VCH Verlag, 2019)

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

Od monosaharida do polifunkcionalizovanih ketona

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

(Srpsko hemijsko društvo, Beograd, 2018)

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

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

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

(Royal Soc Chemistry, Cambridge, 2018)

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

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

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

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

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

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

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

(Srpsko hemijsko društvo, Beograd, 2017)

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

Sekvencijalne reakcije organometala u sintezi kondenzovanih derivata pirola

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

(Srpsko hemijsko društvo, Beograd, 2017)

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

Synthesis of substituted allyl acetates from heterocyclic dienes by a Pd-promoted arylation-acetoxylation cascade

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

(Srpsko hemijsko društvo, Beograd, 2017)

TY  - JOUR
AU  - Simić, Milena
AU  - Petković, Miloš
AU  - Jovanović, Predrag
AU  - Tasić, Gordana
AU  - Savić, Vladimir
PY  - 2017
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2842
AB  - Pd-catalysed arylation-acetoxylation cascade, a previously reported methodology, was applied in the functionalisation of unsymmetrical dienes. Both explored classes of compounds, isoquinoline and ss-carboline-derived dienes, afforded single regioisomers. Although further improvements of the process are necessary, primarily due to lower yields, the described functionalisation of the studied compounds might be useful in the synthesis of emetine and related naturally occurring compounds.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis of substituted allyl acetates from heterocyclic dienes by a Pd-promoted arylation-acetoxylation cascade
VL  - 82
IS  - 12
SP  - 1335
EP  - 1341
DO  - 10.2298/JSC170317046S
ER  - 
@article{
author = "Simić, Milena and Petković, Miloš and Jovanović, Predrag and Tasić, Gordana and Savić, Vladimir",
year = "2017",
abstract = "Pd-catalysed arylation-acetoxylation cascade, a previously reported methodology, was applied in the functionalisation of unsymmetrical dienes. Both explored classes of compounds, isoquinoline and ss-carboline-derived dienes, afforded single regioisomers. Although further improvements of the process are necessary, primarily due to lower yields, the described functionalisation of the studied compounds might be useful in the synthesis of emetine and related naturally occurring compounds.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis of substituted allyl acetates from heterocyclic dienes by a Pd-promoted arylation-acetoxylation cascade",
volume = "82",
number = "12",
pages = "1335-1341",
doi = "10.2298/JSC170317046S"
}
Simić, M., Petković, M., Jovanović, P., Tasić, G.,& Savić, V.. (2017). Synthesis of substituted allyl acetates from heterocyclic dienes by a Pd-promoted arylation-acetoxylation cascade. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 82(12), 1335-1341.
https://doi.org/10.2298/JSC170317046S
Simić M, Petković M, Jovanović P, Tasić G, Savić V. Synthesis of substituted allyl acetates from heterocyclic dienes by a Pd-promoted arylation-acetoxylation cascade. in Journal of the Serbian Chemical Society. 2017;82(12):1335-1341.
doi:10.2298/JSC170317046S .
Simić, Milena, Petković, Miloš, Jovanović, Predrag, Tasić, Gordana, Savić, Vladimir, "Synthesis of substituted allyl acetates from heterocyclic dienes by a Pd-promoted arylation-acetoxylation cascade" in Journal of the Serbian Chemical Society, 82, no. 12 (2017):1335-1341,
https://doi.org/10.2298/JSC170317046S . .
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