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

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

Jovanović, M., Jovanović, P., Tasić, G., Simić, M., Maslak, V., Rakić, S., Rodić, M., Vlahović, F., Petković, M.,& Savić, V.. (2023). Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis. in Advanced Synthesis and Catalysis
John Wiley and Sons Inc..
https://doi.org/10.1002/adsc.202300301

Jovanović M, Jovanović P, Tasić G, Simić M, Maslak V, Rakić S, Rodić M, Vlahović F, Petković M, Savić V. Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis. in Advanced Synthesis and Catalysis. 2023;.
doi:10.1002/adsc.202300301 .

Jovanović, Miloš, Jovanović, Predrag, Tasić, Gordana, Simić, Milena, Maslak, Veselin, Rakić, Srđan, Rodić, Marko, Vlahović, Filip, Petković, Miloš, Savić, Vladimir, "Regio- and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis" in Advanced Synthesis and Catalysis (2023),
https://doi.org/10.1002/adsc.202300301 . .

TY  - JOUR
AU  - Antonijević Nikolić, Mirjana
AU  - Mészáros Szécsényi, Katalin
AU  - Dražić, Branka
AU  - Rodić, Marko
AU  - Stanić, Vojislav
AU  - Tanasković, Slađana
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3811
AB  - In vitro cytotoxic evaluation, formation constants and thermal stability of four mixed-ligand Co(II) complexes with tpmc = N,N',N",N'"-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane and carboxylate/dicarboxylate co-ligands of formulas [Co2(benz)2tpmc](ClO4)2•3H2O (1), benz– = benzoate anion; [Co2(L)tpmc](ClO4)2•nH2O, L = pht2– (phthalate dianion), n=2 (2), L = ipht2– (isophthalate dianion), n=4 (3) and L = tpht2–(terephthalate dianion), n=4 (4) are reported. The stoichiometric composition of the compounds in the solution were determined spectrophotometrically using Job's methods. Formation constants, K and Gibbs free energy, ΔG values were calculated. The thermal behavior of the complexes was investigated by simultaneous TG/DSC and TG – MS measurements. The cytotoxic effect of the complexes, the free ligands, the DMSO solvent and cis-platin, as referent cytostatic drug, was evaluated on Human cervix adenocarcinoma (HeLa), human melanoma (Fem-x) and human colon carcinoma (LS174) cell lines. The IC50 values were between 12.7–42.3 μM. The first crystal structure determination of the Co(II) complex [Co2(µ-pht)tpmc](ClO4)2•H2O with boat conformation of tpmc ligand, was also done. The complex crystallizes in monoclinic crystal system, C2/c space group. The geometries around both Co(II) atoms are highly distorted octahedral. The Co(II) ions exhibit CoN4O2 coordination environments with the four nitrogen donor atoms of the tpmc ligand and two oxygen atoms belonging to the one carboxylate group of pht2− ligand. The carboxylate groups of pht2− are coordinated in an endo-bidentate mode. The tpmc ligand adopted a boat conformation in which the two coordinated Co(II) atoms are located on the same side of the ring, with Co•••Co distance amounting 5.4799(5) Å.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior
VL  - 1236
DO  - 10.1016/j.molstruc.2021.130133
ER  - 

@article{
author = "Antonijević Nikolić, Mirjana and Mészáros Szécsényi, Katalin and Dražić, Branka and Rodić, Marko and Stanić, Vojislav and Tanasković, Slađana",
year = "2021",
abstract = "In vitro cytotoxic evaluation, formation constants and thermal stability of four mixed-ligand Co(II) complexes with tpmc = N,N',N",N'"-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane and carboxylate/dicarboxylate co-ligands of formulas [Co2(benz)2tpmc](ClO4)2•3H2O (1), benz– = benzoate anion; [Co2(L)tpmc](ClO4)2•nH2O, L = pht2– (phthalate dianion), n=2 (2), L = ipht2– (isophthalate dianion), n=4 (3) and L = tpht2–(terephthalate dianion), n=4 (4) are reported. The stoichiometric composition of the compounds in the solution were determined spectrophotometrically using Job's methods. Formation constants, K and Gibbs free energy, ΔG values were calculated. The thermal behavior of the complexes was investigated by simultaneous TG/DSC and TG – MS measurements. The cytotoxic effect of the complexes, the free ligands, the DMSO solvent and cis-platin, as referent cytostatic drug, was evaluated on Human cervix adenocarcinoma (HeLa), human melanoma (Fem-x) and human colon carcinoma (LS174) cell lines. The IC50 values were between 12.7–42.3 μM. The first crystal structure determination of the Co(II) complex [Co2(µ-pht)tpmc](ClO4)2•H2O with boat conformation of tpmc ligand, was also done. The complex crystallizes in monoclinic crystal system, C2/c space group. The geometries around both Co(II) atoms are highly distorted octahedral. The Co(II) ions exhibit CoN4O2 coordination environments with the four nitrogen donor atoms of the tpmc ligand and two oxygen atoms belonging to the one carboxylate group of pht2− ligand. The carboxylate groups of pht2− are coordinated in an endo-bidentate mode. The tpmc ligand adopted a boat conformation in which the two coordinated Co(II) atoms are located on the same side of the ring, with Co•••Co distance amounting 5.4799(5) Å.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior",
volume = "1236",
doi = "10.1016/j.molstruc.2021.130133"
}

Antonijević Nikolić, M., Mészáros Szécsényi, K., Dražić, B., Rodić, M., Stanić, V.,& Tanasković, S.. (2021). Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior. in Journal of Molecular Structure
Elsevier B.V.., 1236.
https://doi.org/10.1016/j.molstruc.2021.130133

Antonijević Nikolić M, Mészáros Szécsényi K, Dražić B, Rodić M, Stanić V, Tanasković S. Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior. in Journal of Molecular Structure. 2021;1236.
doi:10.1016/j.molstruc.2021.130133 .

Antonijević Nikolić, Mirjana, Mészáros Szécsényi, Katalin, Dražić, Branka, Rodić, Marko, Stanić, Vojislav, Tanasković, Slađana, "Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior" in Journal of Molecular Structure, 1236 (2021),
https://doi.org/10.1016/j.molstruc.2021.130133 . .

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Francuski, Bojana M.
AU  - Jaćević, Vesna
AU  - Rodić, Marko V.
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
AU  - Francuski, Đorđe
PY  - 2015
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2358
AB  - The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P2(1)2(1)2(1) and cell constants a = 8.2969(3) angstrom, b = 18.9358(8) angstrom, c = 20.0904(6) angstrom, V = 3156.4(2) angstrom(3) and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17 beta-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid
VL  - 80
IS  - 12
SP  - 1481
EP  - 1488
DO  - 10.2298/JSC150505067D
ER  - 

@article{
author = "Dobričić, Vladimir and Francuski, Bojana M. and Jaćević, Vesna and Rodić, Marko V. and Vladimirov, Sote and Čudina, Olivera and Francuski, Đorđe",
year = "2015",
abstract = "The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P2(1)2(1)2(1) and cell constants a = 8.2969(3) angstrom, b = 18.9358(8) angstrom, c = 20.0904(6) angstrom, V = 3156.4(2) angstrom(3) and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17 beta-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid",
volume = "80",
number = "12",
pages = "1481-1488",
doi = "10.2298/JSC150505067D"
}

Dobričić, V., Francuski, B. M., Jaćević, V., Rodić, M. V., Vladimirov, S., Čudina, O.,& Francuski, Đ.. (2015). Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 80(12), 1481-1488.
https://doi.org/10.2298/JSC150505067D

Dobričić V, Francuski BM, Jaćević V, Rodić MV, Vladimirov S, Čudina O, Francuski Đ. Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid. in Journal of the Serbian Chemical Society. 2015;80(12):1481-1488.
doi:10.2298/JSC150505067D .

Dobričić, Vladimir, Francuski, Bojana M., Jaćević, Vesna, Rodić, Marko V., Vladimirov, Sote, Čudina, Olivera, Francuski, Đorđe, "Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid" in Journal of the Serbian Chemical Society, 80, no. 12 (2015):1481-1488,
https://doi.org/10.2298/JSC150505067D . .