TY  - JOUR
AU  - Krstić, Gordana B.
AU  - Jadranin, Milka
AU  - Todorović, Nina
AU  - Pešić, Milica
AU  - Stanković, Tijana
AU  - Aljančić, Ivana
AU  - Tešević, Vele
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2108
AB  - Seven previously undescribed jatrophane diterpenoids, nicaeenin A-G, with eight known jatrophane diterpenoids, namely euphodendrophanes A-C, F, N, O, Q S, were isolated from latex of Euphorbia nicaeensis collected in Serbia. The chemical structures of the compounds were determined by spectro-scopic analysis including 1D and 2D NMR and HRESIMS experiments. All but one of the previously undescribed jatrophanes, showed significant potential to inhibit P-glycoprotein (P-gp) activity in two MDR cancer cells (NCI-H460/12 and DLD1-TxR). The most powerful were nicaeenin F and nicaeenin G. Moreover nicaeenin G significantly stronger sensitized NCI-H460/R cells to DOX than Dex-VER. (C) 2018 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Phytochemistry
T1  - Jatrophane diterpenoids with multidrug-resistance modulating activity from the latex of Euphorbia nicaeensis
VL  - 148
SP  - 104
EP  - 112
DO  - 10.1016/j.phytochem.2018.01.016
ER  - 

@article{
author = "Krstić, Gordana B. and Jadranin, Milka and Todorović, Nina and Pešić, Milica and Stanković, Tijana and Aljančić, Ivana and Tešević, Vele",
year = "2018",
abstract = "Seven previously undescribed jatrophane diterpenoids, nicaeenin A-G, with eight known jatrophane diterpenoids, namely euphodendrophanes A-C, F, N, O, Q S, were isolated from latex of Euphorbia nicaeensis collected in Serbia. The chemical structures of the compounds were determined by spectro-scopic analysis including 1D and 2D NMR and HRESIMS experiments. All but one of the previously undescribed jatrophanes, showed significant potential to inhibit P-glycoprotein (P-gp) activity in two MDR cancer cells (NCI-H460/12 and DLD1-TxR). The most powerful were nicaeenin F and nicaeenin G. Moreover nicaeenin G significantly stronger sensitized NCI-H460/R cells to DOX than Dex-VER. (C) 2018 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Phytochemistry",
title = "Jatrophane diterpenoids with multidrug-resistance modulating activity from the latex of Euphorbia nicaeensis",
volume = "148",
pages = "104-112",
doi = "10.1016/j.phytochem.2018.01.016"
}

Krstić, G. B., Jadranin, M., Todorović, N., Pešić, M., Stanković, T., Aljančić, I.,& Tešević, V.. (2018). Jatrophane diterpenoids with multidrug-resistance modulating activity from the latex of Euphorbia nicaeensis. in Phytochemistry
Pergamon-Elsevier Science Ltd, Oxford., 148, 104-112.
https://doi.org/10.1016/j.phytochem.2018.01.016

Krstić GB, Jadranin M, Todorović N, Pešić M, Stanković T, Aljančić I, Tešević V. Jatrophane diterpenoids with multidrug-resistance modulating activity from the latex of Euphorbia nicaeensis. in Phytochemistry. 2018;148:104-112.
doi:10.1016/j.phytochem.2018.01.016 .

Krstić, Gordana B., Jadranin, Milka, Todorović, Nina, Pešić, Milica, Stanković, Tijana, Aljančić, Ivana, Tešević, Vele, "Jatrophane diterpenoids with multidrug-resistance modulating activity from the latex of Euphorbia nicaeensis" in Phytochemistry, 148 (2018):104-112,
https://doi.org/10.1016/j.phytochem.2018.01.016 . .

TY  - JOUR
AU  - Jevtić, Ivana I.
AU  - Došen-Mićović, Ljiljana
AU  - Ivanović, Evica R.
AU  - Todorović, Nina
AU  - Ivanović, Milovan
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2492
AB  - The synthesis of orthogonally protected cis- and trans-3-amino-4-anilidopiperidine derivatives has been accomplished in six steps, starting from readily accessible 4-piperidone derivatives. The last three steps, i.e., N-acylation, Hofmann rearrangement, and carbamate cleavage, involved separated (+/-)-cis and (+/-)-trans intermediates. Complete retention of configuration was observed at position 3 of the piperidine ring. Specifically protected positions 1 and 3 at the piperidine scaffold allow for selective deprotection and introduction of diverse substituents at the respective nitrogen sites. The orthogonally protected anilidopiperidines open avenues to potentially pharmacologically active compounds, including opioids and various bivalent ligands for G protein-coupled receptors. In addition, a prototype of a novel class of fentanyl derivatives, possessing a 3-amino group, was synthesized by using the same approach.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - Synthesis of Orthogonally Protected (+/-)-3-Amino-4-anilidopiperidines and (+/-)-3-N-Carbomethoxyfentanyl
VL  - 49
IS  - 14
SP  - 3126
EP  - 3136
DO  - 10.1055/s-0036-1588985
ER  - 

@article{
author = "Jevtić, Ivana I. and Došen-Mićović, Ljiljana and Ivanović, Evica R. and Todorović, Nina and Ivanović, Milovan",
year = "2017",
abstract = "The synthesis of orthogonally protected cis- and trans-3-amino-4-anilidopiperidine derivatives has been accomplished in six steps, starting from readily accessible 4-piperidone derivatives. The last three steps, i.e., N-acylation, Hofmann rearrangement, and carbamate cleavage, involved separated (+/-)-cis and (+/-)-trans intermediates. Complete retention of configuration was observed at position 3 of the piperidine ring. Specifically protected positions 1 and 3 at the piperidine scaffold allow for selective deprotection and introduction of diverse substituents at the respective nitrogen sites. The orthogonally protected anilidopiperidines open avenues to potentially pharmacologically active compounds, including opioids and various bivalent ligands for G protein-coupled receptors. In addition, a prototype of a novel class of fentanyl derivatives, possessing a 3-amino group, was synthesized by using the same approach.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "Synthesis of Orthogonally Protected (+/-)-3-Amino-4-anilidopiperidines and (+/-)-3-N-Carbomethoxyfentanyl",
volume = "49",
number = "14",
pages = "3126-3136",
doi = "10.1055/s-0036-1588985"
}

Jevtić, I. I., Došen-Mićović, L., Ivanović, E. R., Todorović, N.,& Ivanović, M.. (2017). Synthesis of Orthogonally Protected (+/-)-3-Amino-4-anilidopiperidines and (+/-)-3-N-Carbomethoxyfentanyl. in Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart., 49(14), 3126-3136.
https://doi.org/10.1055/s-0036-1588985

Jevtić II, Došen-Mićović L, Ivanović ER, Todorović N, Ivanović M. Synthesis of Orthogonally Protected (+/-)-3-Amino-4-anilidopiperidines and (+/-)-3-N-Carbomethoxyfentanyl. in Synthesis, Stuttgart. 2017;49(14):3126-3136.
doi:10.1055/s-0036-1588985 .

Jevtić, Ivana I., Došen-Mićović, Ljiljana, Ivanović, Evica R., Todorović, Nina, Ivanović, Milovan, "Synthesis of Orthogonally Protected (+/-)-3-Amino-4-anilidopiperidines and (+/-)-3-N-Carbomethoxyfentanyl" in Synthesis, Stuttgart, 49, no. 14 (2017):3126-3136,
https://doi.org/10.1055/s-0036-1588985 . .

TY  - JOUR
AU  - Mileski, Ksenija S.
AU  - Trifunović, Snežana S.
AU  - Ćirić, Ana D.
AU  - Sakić, Željana M.
AU  - Ristić, Mihailo S.
AU  - Todorović, Nina
AU  - Matevski, Vlado S.
AU  - Marin, Petar D.
AU  - Tešević, Vele
AU  - Džamić, Ana M.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2572
AB  - The essential oil, different extracts, and isolated compounds of Angelica pancicii Vandas (Apiaceae) were investigated for the first time. The GC-FID and GC-MS analyses revealed sesquiterpenoids as the main constituents of A. pancicii essential oil of aerial parts with bornyl acetate (8.08%), n-octanol (5.82%), kessane (4.26%), and beta-selinene (4.26%) as the main constituents. Analysis of methanol extracts, using an HPLC-DAD/ESI-ToF-MS system, showed a total of 52 compounds in the aerial parts and 53 in the roots, indicating coumarins as the main constituents. In addition, new chromone (1) and six known furanocoumarins (2-7) were isolated from the roots and structurally elucidated by combined spectroscopic methods. The aerial part extracts exhibited higher polyphenolic contents and antioxidant activity evaluated by three radical scavenging assays. Using a microwell dilution method, the strongest antibacterial activity profiles were determined for ethanol and methanol root extracts (minimum bactericidal concentrations (MBCs) = 0.25-3.00 mg/mL), which were comparable to the activity of streptomycin (MBCs = 0.34-1.24 mg/mL), while the strongest antibacterial compound of A. pancicii was oxypeucedanin hydrate (MBCs = 0.50-8.00 mg/mL). Antifungal potential was in moderate extent, and the highest activity was obtained for root methanol extract (minimum fungicidal concentrations (MFCs) = 4.00-14.00 mg/mL). Tested sub-minimum inhibitory concentrations (subMICs) of the extracts and isolated compounds inhibited selected Pseudomonasaeruginosa PAO1 virulence determinants. The most reduced growth of P. aeruginosa colony was in the presence of isolated oxypeucedanin. Ethanol (17.36-46.98%) and methanol (34.54-52.43%) root extracts showed higher anti-biofilm activity compared to streptomycin (49.40-88.36%) and ampicillin (56.46-92.16%).
PB  - Amer Chemical Soc, Washington
T2  - Journal of Agricultural and Food Chemistry
T1  - Research on Chemical Composition and Biological Properties Including Antiquorum Sensing Activity of &ITAngelica pancicii &ITVandas Aerial Parts and Roots
VL  - 65
IS  - 50
SP  - 10933
EP  - 10949
DO  - 10.1021/acs.jafc.7b04202
ER  - 

@article{
author = "Mileski, Ksenija S. and Trifunović, Snežana S. and Ćirić, Ana D. and Sakić, Željana M. and Ristić, Mihailo S. and Todorović, Nina and Matevski, Vlado S. and Marin, Petar D. and Tešević, Vele and Džamić, Ana M.",
year = "2017",
abstract = "The essential oil, different extracts, and isolated compounds of Angelica pancicii Vandas (Apiaceae) were investigated for the first time. The GC-FID and GC-MS analyses revealed sesquiterpenoids as the main constituents of A. pancicii essential oil of aerial parts with bornyl acetate (8.08%), n-octanol (5.82%), kessane (4.26%), and beta-selinene (4.26%) as the main constituents. Analysis of methanol extracts, using an HPLC-DAD/ESI-ToF-MS system, showed a total of 52 compounds in the aerial parts and 53 in the roots, indicating coumarins as the main constituents. In addition, new chromone (1) and six known furanocoumarins (2-7) were isolated from the roots and structurally elucidated by combined spectroscopic methods. The aerial part extracts exhibited higher polyphenolic contents and antioxidant activity evaluated by three radical scavenging assays. Using a microwell dilution method, the strongest antibacterial activity profiles were determined for ethanol and methanol root extracts (minimum bactericidal concentrations (MBCs) = 0.25-3.00 mg/mL), which were comparable to the activity of streptomycin (MBCs = 0.34-1.24 mg/mL), while the strongest antibacterial compound of A. pancicii was oxypeucedanin hydrate (MBCs = 0.50-8.00 mg/mL). Antifungal potential was in moderate extent, and the highest activity was obtained for root methanol extract (minimum fungicidal concentrations (MFCs) = 4.00-14.00 mg/mL). Tested sub-minimum inhibitory concentrations (subMICs) of the extracts and isolated compounds inhibited selected Pseudomonasaeruginosa PAO1 virulence determinants. The most reduced growth of P. aeruginosa colony was in the presence of isolated oxypeucedanin. Ethanol (17.36-46.98%) and methanol (34.54-52.43%) root extracts showed higher anti-biofilm activity compared to streptomycin (49.40-88.36%) and ampicillin (56.46-92.16%).",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Agricultural and Food Chemistry",
title = "Research on Chemical Composition and Biological Properties Including Antiquorum Sensing Activity of &ITAngelica pancicii &ITVandas Aerial Parts and Roots",
volume = "65",
number = "50",
pages = "10933-10949",
doi = "10.1021/acs.jafc.7b04202"
}

Mileski, K. S., Trifunović, S. S., Ćirić, A. D., Sakić, Ž. M., Ristić, M. S., Todorović, N., Matevski, V. S., Marin, P. D., Tešević, V.,& Džamić, A. M.. (2017). Research on Chemical Composition and Biological Properties Including Antiquorum Sensing Activity of &ITAngelica pancicii &ITVandas Aerial Parts and Roots. in Journal of Agricultural and Food Chemistry
Amer Chemical Soc, Washington., 65(50), 10933-10949.
https://doi.org/10.1021/acs.jafc.7b04202

Mileski KS, Trifunović SS, Ćirić AD, Sakić ŽM, Ristić MS, Todorović N, Matevski VS, Marin PD, Tešević V, Džamić AM. Research on Chemical Composition and Biological Properties Including Antiquorum Sensing Activity of &ITAngelica pancicii &ITVandas Aerial Parts and Roots. in Journal of Agricultural and Food Chemistry. 2017;65(50):10933-10949.
doi:10.1021/acs.jafc.7b04202 .

Mileski, Ksenija S., Trifunović, Snežana S., Ćirić, Ana D., Sakić, Željana M., Ristić, Mihailo S., Todorović, Nina, Matevski, Vlado S., Marin, Petar D., Tešević, Vele, Džamić, Ana M., "Research on Chemical Composition and Biological Properties Including Antiquorum Sensing Activity of &ITAngelica pancicii &ITVandas Aerial Parts and Roots" in Journal of Agricultural and Food Chemistry, 65, no. 50 (2017):10933-10949,
https://doi.org/10.1021/acs.jafc.7b04202 . .

TY  - JOUR
AU  - Tasić, Gordana
AU  - Maslak, Veselin
AU  - Husinec, Suren
AU  - Todorović, Nina
AU  - Savić, Vladimir
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1700
AB  - The intramolecular Heck reaction has been examined for the preparation of the core bicyclic structure of corialstonidine. Initial attempts to cyclise a vinyl iodide moiety onto a cyclic allyl alcohol were complicated by various side reactions. However, the corresponding process performed under reductive conditions on a conjugated ketone, obtained from the cyclic allyl alcohol, afforded the desired bicyclo[3.2.1] derivative. This compound possesses the skeletal features of the carbocyclic fragment of corialstonidine and is suitable for further transformations aimed towards the synthesis of the natural product or its derivatives. (C) 2015 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Letters
T1  - Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine
VL  - 56
IS  - 19
SP  - 2529
EP  - 2532
DO  - 10.1016/j.tetlet.2015.03.129
ER  - 

@article{
author = "Tasić, Gordana and Maslak, Veselin and Husinec, Suren and Todorović, Nina and Savić, Vladimir",
year = "2015",
abstract = "The intramolecular Heck reaction has been examined for the preparation of the core bicyclic structure of corialstonidine. Initial attempts to cyclise a vinyl iodide moiety onto a cyclic allyl alcohol were complicated by various side reactions. However, the corresponding process performed under reductive conditions on a conjugated ketone, obtained from the cyclic allyl alcohol, afforded the desired bicyclo[3.2.1] derivative. This compound possesses the skeletal features of the carbocyclic fragment of corialstonidine and is suitable for further transformations aimed towards the synthesis of the natural product or its derivatives. (C) 2015 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine",
volume = "56",
number = "19",
pages = "2529-2532",
doi = "10.1016/j.tetlet.2015.03.129"
}

Tasić, G., Maslak, V., Husinec, S., Todorović, N.,& Savić, V.. (2015). Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 56(19), 2529-2532.
https://doi.org/10.1016/j.tetlet.2015.03.129

Tasić G, Maslak V, Husinec S, Todorović N, Savić V. Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine. in Tetrahedron Letters. 2015;56(19):2529-2532.
doi:10.1016/j.tetlet.2015.03.129 .

Tasić, Gordana, Maslak, Veselin, Husinec, Suren, Todorović, Nina, Savić, Vladimir, "Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine" in Tetrahedron Letters, 56, no. 19 (2015):2529-2532,
https://doi.org/10.1016/j.tetlet.2015.03.129 . .

TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Stanković, Miroslava
AU  - Vučković, Ivan M.
AU  - Todorović, Nina
AU  - Trifunović, Snežana S.
AU  - Apostolović, Danijela
AU  - Mandić, Boris
AU  - Veljić, Milan
AU  - Marin, Petar D.
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1793
AB  - Nine diarylheptanoids, 1-9, catechin (11), and a phenolic glucoside, 10, were isolated from the bark of green alder (Alnus viridis). Four of the isolated compounds, i.e., 2, 5, 8, 10, are new. The structures of 1-11 were determined on the basis of spectroscopic data. All isolated compounds were evaluated for their in vitro protective effects on chromosome aberrations in peripheral human lymphocytes using cytokinesis-block micronucleus (CBMN) assay. Almost all of them exerted a pronounced effect of decreasing DNA damage of human lymphocytes, acting stronger than the known synthetic protector amifostine.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistry and Biodiversity
T1  - Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection
VL  - 11
IS  - 6
SP  - 872
EP  - 885
DO  - 10.1002/cbdv.201300277
ER  - 

@article{
author = "Novaković, Miroslav M. and Stanković, Miroslava and Vučković, Ivan M. and Todorović, Nina and Trifunović, Snežana S. and Apostolović, Danijela and Mandić, Boris and Veljić, Milan and Marin, Petar D. and Tešević, Vele and Vajs, Vlatka and Milosavljević, Slobodan M.",
year = "2014",
abstract = "Nine diarylheptanoids, 1-9, catechin (11), and a phenolic glucoside, 10, were isolated from the bark of green alder (Alnus viridis). Four of the isolated compounds, i.e., 2, 5, 8, 10, are new. The structures of 1-11 were determined on the basis of spectroscopic data. All isolated compounds were evaluated for their in vitro protective effects on chromosome aberrations in peripheral human lymphocytes using cytokinesis-block micronucleus (CBMN) assay. Almost all of them exerted a pronounced effect of decreasing DNA damage of human lymphocytes, acting stronger than the known synthetic protector amifostine.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistry and Biodiversity",
title = "Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection",
volume = "11",
number = "6",
pages = "872-885",
doi = "10.1002/cbdv.201300277"
}

Novaković, M. M., Stanković, M., Vučković, I. M., Todorović, N., Trifunović, S. S., Apostolović, D., Mandić, B., Veljić, M., Marin, P. D., Tešević, V., Vajs, V.,& Milosavljević, S. M.. (2014). Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection. in Chemistry and Biodiversity
Wiley-V C H Verlag Gmbh, Weinheim., 11(6), 872-885.
https://doi.org/10.1002/cbdv.201300277

Novaković MM, Stanković M, Vučković IM, Todorović N, Trifunović SS, Apostolović D, Mandić B, Veljić M, Marin PD, Tešević V, Vajs V, Milosavljević SM. Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection. in Chemistry and Biodiversity. 2014;11(6):872-885.
doi:10.1002/cbdv.201300277 .

Novaković, Miroslav M., Stanković, Miroslava, Vučković, Ivan M., Todorović, Nina, Trifunović, Snežana S., Apostolović, Danijela, Mandić, Boris, Veljić, Milan, Marin, Petar D., Tešević, Vele, Vajs, Vlatka, Milosavljević, Slobodan M., "Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection" in Chemistry and Biodiversity, 11, no. 6 (2014):872-885,
https://doi.org/10.1002/cbdv.201300277 . .

TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Pešić, Milica
AU  - Trifunović, Snežana S.
AU  - Vučković, Ivan M.
AU  - Todorović, Nina
AU  - Podolski-Renić, Ana
AU  - Dinić, Jelena
AU  - Stojković, Sonja
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1492
AB  - An extended study of minor diarylheptanoids from the bark of black alder has resulted in the isolation of twenty diarylheptanoids, ten of which have not previously been reported (14-18, 20-24). The structures and configurations of all compounds were elucidated by NMR, HRESIMS, UV, IR, and CD. The anti-cancer potency of twenty diarylheptanoids and four previously isolated compounds (7, 10, 12, 13) was investigated in human non-small cell lung carcinoma cell lines (sensitive and multi-drug resistant variants) as well as in normal human keratinocytes. Diarylheptanoids with a p-coumaroyl group, 14 and 18, platyphylloside (1), platyphyllonol-5-O-beta-D-xylopyranoside (2), alnuside B (4) and hirsutenone (9) exhibited strong anti-cancer activity, considerably higher than diarylheptanoid curcumin, which served as a positive control. Compounds 4, 9, 14, and 18 displayed significant selectivity towards the cancer cells. Structure/activity analysis of twenty-four closely related diarylheptanoids revealed a high dependence of cytotoxic action on the presence of a carbonyl group at C-3. Substitution of a heptane chain on C-5 and a number of hydroxyl groups in the aromatic rings also emerged as a significant structural feature that influenced their cytotoxic potential. (C) 2013 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Phytochemistry
T1  - Diarylheptanoids from the bark of black alder inhibit the growth of sensitive and multi-drug resistant non-small cell lung carcinoma cells
VL  - 97
SP  - 46
EP  - 54
DO  - 10.1016/j.phytochem.2013.11.001
ER  - 

@article{
author = "Novaković, Miroslav M. and Pešić, Milica and Trifunović, Snežana S. and Vučković, Ivan M. and Todorović, Nina and Podolski-Renić, Ana and Dinić, Jelena and Stojković, Sonja and Tešević, Vele and Vajs, Vlatka and Milosavljević, Slobodan M.",
year = "2014",
abstract = "An extended study of minor diarylheptanoids from the bark of black alder has resulted in the isolation of twenty diarylheptanoids, ten of which have not previously been reported (14-18, 20-24). The structures and configurations of all compounds were elucidated by NMR, HRESIMS, UV, IR, and CD. The anti-cancer potency of twenty diarylheptanoids and four previously isolated compounds (7, 10, 12, 13) was investigated in human non-small cell lung carcinoma cell lines (sensitive and multi-drug resistant variants) as well as in normal human keratinocytes. Diarylheptanoids with a p-coumaroyl group, 14 and 18, platyphylloside (1), platyphyllonol-5-O-beta-D-xylopyranoside (2), alnuside B (4) and hirsutenone (9) exhibited strong anti-cancer activity, considerably higher than diarylheptanoid curcumin, which served as a positive control. Compounds 4, 9, 14, and 18 displayed significant selectivity towards the cancer cells. Structure/activity analysis of twenty-four closely related diarylheptanoids revealed a high dependence of cytotoxic action on the presence of a carbonyl group at C-3. Substitution of a heptane chain on C-5 and a number of hydroxyl groups in the aromatic rings also emerged as a significant structural feature that influenced their cytotoxic potential. (C) 2013 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Phytochemistry",
title = "Diarylheptanoids from the bark of black alder inhibit the growth of sensitive and multi-drug resistant non-small cell lung carcinoma cells",
volume = "97",
pages = "46-54",
doi = "10.1016/j.phytochem.2013.11.001"
}

Novaković, M. M., Pešić, M., Trifunović, S. S., Vučković, I. M., Todorović, N., Podolski-Renić, A., Dinić, J., Stojković, S., Tešević, V., Vajs, V.,& Milosavljević, S. M.. (2014). Diarylheptanoids from the bark of black alder inhibit the growth of sensitive and multi-drug resistant non-small cell lung carcinoma cells. in Phytochemistry
Pergamon-Elsevier Science Ltd, Oxford., 97, 46-54.
https://doi.org/10.1016/j.phytochem.2013.11.001

Novaković MM, Pešić M, Trifunović SS, Vučković IM, Todorović N, Podolski-Renić A, Dinić J, Stojković S, Tešević V, Vajs V, Milosavljević SM. Diarylheptanoids from the bark of black alder inhibit the growth of sensitive and multi-drug resistant non-small cell lung carcinoma cells. in Phytochemistry. 2014;97:46-54.
doi:10.1016/j.phytochem.2013.11.001 .

Novaković, Miroslav M., Pešić, Milica, Trifunović, Snežana S., Vučković, Ivan M., Todorović, Nina, Podolski-Renić, Ana, Dinić, Jelena, Stojković, Sonja, Tešević, Vele, Vajs, Vlatka, Milosavljević, Slobodan M., "Diarylheptanoids from the bark of black alder inhibit the growth of sensitive and multi-drug resistant non-small cell lung carcinoma cells" in Phytochemistry, 97 (2014):46-54,
https://doi.org/10.1016/j.phytochem.2013.11.001 . .

TY  - JOUR
AU  - Jadranin, Milka
AU  - Pešić, Milica
AU  - Aljančić, Ivana
AU  - Milosavljević, Slobodan M.
AU  - Todorović, Nina
AU  - Podolski-Renić, Ana
AU  - Banković, Jasna
AU  - Tanić, Nikola
AU  - Marković, Ivanka
AU  - Vajs, Vlatka
AU  - Tešević, Vele
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1585
AB  - Thirteen jatrophane diterpenoids (1-10, 13-15), three previously isolated (11, 12, 16) and a known tigliane (17) were isolated from the latex of Euphorbia dendroides. The structures and relative configurations of compounds were elucidated by spectroscopic techniques. The P-glycoprotein (P-gp) inhibiting activities of the representative set of jatrophanes (1-6 and 11-16) have been assessed. Jatrophanes 2 and 5 demonstrated the most powerful inhibition of P-gp, higher than R(+)-verapamil and tariquidar in colorectal multi-drug resistant (MDR) cells (DLD1-TxR).
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Phytochemistry
T1  - Jatrophane diterpenoids from the latex of Euphorbia dendroides and their anti-P-glycoprotein activity in human multi-drug resistant cancer cell lines
VL  - 86
SP  - 208
EP  - 217
DO  - 10.1016/j.phytochem.2012.09.003
ER  - 

@article{
author = "Jadranin, Milka and Pešić, Milica and Aljančić, Ivana and Milosavljević, Slobodan M. and Todorović, Nina and Podolski-Renić, Ana and Banković, Jasna and Tanić, Nikola and Marković, Ivanka and Vajs, Vlatka and Tešević, Vele",
year = "2013",
abstract = "Thirteen jatrophane diterpenoids (1-10, 13-15), three previously isolated (11, 12, 16) and a known tigliane (17) were isolated from the latex of Euphorbia dendroides. The structures and relative configurations of compounds were elucidated by spectroscopic techniques. The P-glycoprotein (P-gp) inhibiting activities of the representative set of jatrophanes (1-6 and 11-16) have been assessed. Jatrophanes 2 and 5 demonstrated the most powerful inhibition of P-gp, higher than R(+)-verapamil and tariquidar in colorectal multi-drug resistant (MDR) cells (DLD1-TxR).",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Phytochemistry",
title = "Jatrophane diterpenoids from the latex of Euphorbia dendroides and their anti-P-glycoprotein activity in human multi-drug resistant cancer cell lines",
volume = "86",
pages = "208-217",
doi = "10.1016/j.phytochem.2012.09.003"
}

Jadranin, M., Pešić, M., Aljančić, I., Milosavljević, S. M., Todorović, N., Podolski-Renić, A., Banković, J., Tanić, N., Marković, I., Vajs, V.,& Tešević, V.. (2013). Jatrophane diterpenoids from the latex of Euphorbia dendroides and their anti-P-glycoprotein activity in human multi-drug resistant cancer cell lines. in Phytochemistry
Pergamon-Elsevier Science Ltd, Oxford., 86, 208-217.
https://doi.org/10.1016/j.phytochem.2012.09.003

Jadranin M, Pešić M, Aljančić I, Milosavljević SM, Todorović N, Podolski-Renić A, Banković J, Tanić N, Marković I, Vajs V, Tešević V. Jatrophane diterpenoids from the latex of Euphorbia dendroides and their anti-P-glycoprotein activity in human multi-drug resistant cancer cell lines. in Phytochemistry. 2013;86:208-217.
doi:10.1016/j.phytochem.2012.09.003 .

Jadranin, Milka, Pešić, Milica, Aljančić, Ivana, Milosavljević, Slobodan M., Todorović, Nina, Podolski-Renić, Ana, Banković, Jasna, Tanić, Nikola, Marković, Ivanka, Vajs, Vlatka, Tešević, Vele, "Jatrophane diterpenoids from the latex of Euphorbia dendroides and their anti-P-glycoprotein activity in human multi-drug resistant cancer cell lines" in Phytochemistry, 86 (2013):208-217,
https://doi.org/10.1016/j.phytochem.2012.09.003 . .

TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Stanković, Miroslava
AU  - Vučković, Ivan M.
AU  - Todorović, Nina
AU  - Trifunović, Snežana S.
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1630
AB  - A study of secondary metabolites from the bark of Alnus glutinosa led to the isolation of fourteen diarylheptanoids: oregonin (1), platyphylloside (2), rubranoside A (3), rubranoside B (4), hirsutanonol (5), hirsutenone (6), hirsutanonol-5-O-β-D-glucopyranoside (7), platyphyllonol-5-O-β-D- xylopyranoside (8), aceroside VII (9), alnuside A (10), alnuside B (11), 1,7-bis-(3,4-dihydoxyphenyl)-5-hydroxy-heptane-3-O-β-D-xylopyranoside (12), (5S)-1-(4-hydroxyphenyl)-7-(3,4-dihydroxyphenyl)-5-O-β-D-glucopyranosyl- heptan-3-one (13), and (5S)-1,7-bis-(3,4-dihydroxyphenyl)-5-O-β-D-[6-(3,4- dimethoxycinnamoylglucopyranosyl)]-heptan-3-one (14). All of the diarylheptanoids, except 1 and 5, were found in A. glutinosa for the first time, while 13 and 14 were new compounds. The structures were determined by spectroscopic techniques: 1D and 2D NMR, HR-ESI-MS, FTIR, UV, and CD. All isolated compounds were analyzed for an in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using the cytokinesis-block micronucleus assay. The majority of them, including the new compounds 13 and 14, exerted a pronounced effect in decreasing DNA damage in human lymphocytes. Diarylheptanoids 1, 2, 5, 13, and 14 at a concentration of 1 g/mL decreased the frequency of micronuclei by 52.8 %, 43.8 %, 63.6 %, 44.4 %, and 56.0 %, respectively, exerting a much stronger effect than the synthetic protector amifostine (17.2 %, c = 1 g/mL).
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Planta Medica
T1  - Diarylheptanoids from Alnus glutinosa Bark and Their Chemoprotective Effect on Human Lymphocytes DNA
VL  - 79
IS  - 6
SP  - 499
EP  - 505
DO  - 10.1055/s-0032-1328301
ER  - 

@article{
author = "Novaković, Miroslav M. and Stanković, Miroslava and Vučković, Ivan M. and Todorović, Nina and Trifunović, Snežana S. and Tešević, Vele and Vajs, Vlatka and Milosavljević, Slobodan M.",
year = "2013",
abstract = "A study of secondary metabolites from the bark of Alnus glutinosa led to the isolation of fourteen diarylheptanoids: oregonin (1), platyphylloside (2), rubranoside A (3), rubranoside B (4), hirsutanonol (5), hirsutenone (6), hirsutanonol-5-O-β-D-glucopyranoside (7), platyphyllonol-5-O-β-D- xylopyranoside (8), aceroside VII (9), alnuside A (10), alnuside B (11), 1,7-bis-(3,4-dihydoxyphenyl)-5-hydroxy-heptane-3-O-β-D-xylopyranoside (12), (5S)-1-(4-hydroxyphenyl)-7-(3,4-dihydroxyphenyl)-5-O-β-D-glucopyranosyl- heptan-3-one (13), and (5S)-1,7-bis-(3,4-dihydroxyphenyl)-5-O-β-D-[6-(3,4- dimethoxycinnamoylglucopyranosyl)]-heptan-3-one (14). All of the diarylheptanoids, except 1 and 5, were found in A. glutinosa for the first time, while 13 and 14 were new compounds. The structures were determined by spectroscopic techniques: 1D and 2D NMR, HR-ESI-MS, FTIR, UV, and CD. All isolated compounds were analyzed for an in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using the cytokinesis-block micronucleus assay. The majority of them, including the new compounds 13 and 14, exerted a pronounced effect in decreasing DNA damage in human lymphocytes. Diarylheptanoids 1, 2, 5, 13, and 14 at a concentration of 1 g/mL decreased the frequency of micronuclei by 52.8 %, 43.8 %, 63.6 %, 44.4 %, and 56.0 %, respectively, exerting a much stronger effect than the synthetic protector amifostine (17.2 %, c = 1 g/mL).",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Planta Medica",
title = "Diarylheptanoids from Alnus glutinosa Bark and Their Chemoprotective Effect on Human Lymphocytes DNA",
volume = "79",
number = "6",
pages = "499-505",
doi = "10.1055/s-0032-1328301"
}

Novaković, M. M., Stanković, M., Vučković, I. M., Todorović, N., Trifunović, S. S., Tešević, V., Vajs, V.,& Milosavljević, S. M.. (2013). Diarylheptanoids from Alnus glutinosa Bark and Their Chemoprotective Effect on Human Lymphocytes DNA. in Planta Medica
Georg Thieme Verlag Kg, Stuttgart., 79(6), 499-505.
https://doi.org/10.1055/s-0032-1328301

Novaković MM, Stanković M, Vučković IM, Todorović N, Trifunović SS, Tešević V, Vajs V, Milosavljević SM. Diarylheptanoids from Alnus glutinosa Bark and Their Chemoprotective Effect on Human Lymphocytes DNA. in Planta Medica. 2013;79(6):499-505.
doi:10.1055/s-0032-1328301 .

Novaković, Miroslav M., Stanković, Miroslava, Vučković, Ivan M., Todorović, Nina, Trifunović, Snežana S., Tešević, Vele, Vajs, Vlatka, Milosavljević, Slobodan M., "Diarylheptanoids from Alnus glutinosa Bark and Their Chemoprotective Effect on Human Lymphocytes DNA" in Planta Medica, 79, no. 6 (2013):499-505,
https://doi.org/10.1055/s-0032-1328301 . .

TY  - DATA
AU  - Jadranin, Milka
AU  - Pešić, Milica
AU  - Aljančić, Ivana
AU  - Milosavljević, Slobodan M.
AU  - Todorović, Nina
AU  - Podolski-Renić, Ana
AU  - Banković, Jasna
AU  - Tanić, Nikola
AU  - Marković, Ivanka
AU  - Vajs, Vlatka
AU  - Tešević, Vele
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2902
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Phytochemistry
T1  - Supplementary data for the article:   Jadranin, M.; Pešić, M.; Aljančić, I. S.; Milosavljević, S. M.; Todorović, N. M.; Podolski-Renić, A.; Banković, J.; Tanić, N.; Marković, I.; Vajs, V. E.; et al. Jatrophane Diterpenoids from the Latex of Euphorbia Dendroides and Their Anti-P-Glycoprotein Activity in Human Multi-Drug Resistant Cancer Cell Lines. Phytochemistry 2013, 86, 208–217. https://doi.org/10.1016/j.phytochem.2012.09.003
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2902
ER  - 

@misc{
author = "Jadranin, Milka and Pešić, Milica and Aljančić, Ivana and Milosavljević, Slobodan M. and Todorović, Nina and Podolski-Renić, Ana and Banković, Jasna and Tanić, Nikola and Marković, Ivanka and Vajs, Vlatka and Tešević, Vele",
year = "2013",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Phytochemistry",
title = "Supplementary data for the article:   Jadranin, M.; Pešić, M.; Aljančić, I. S.; Milosavljević, S. M.; Todorović, N. M.; Podolski-Renić, A.; Banković, J.; Tanić, N.; Marković, I.; Vajs, V. E.; et al. Jatrophane Diterpenoids from the Latex of Euphorbia Dendroides and Their Anti-P-Glycoprotein Activity in Human Multi-Drug Resistant Cancer Cell Lines. Phytochemistry 2013, 86, 208–217. https://doi.org/10.1016/j.phytochem.2012.09.003",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2902"
}

Jadranin, M., Pešić, M., Aljančić, I., Milosavljević, S. M., Todorović, N., Podolski-Renić, A., Banković, J., Tanić, N., Marković, I., Vajs, V.,& Tešević, V.. (2013). Supplementary data for the article:   Jadranin, M.; Pešić, M.; Aljančić, I. S.; Milosavljević, S. M.; Todorović, N. M.; Podolski-Renić, A.; Banković, J.; Tanić, N.; Marković, I.; Vajs, V. E.; et al. Jatrophane Diterpenoids from the Latex of Euphorbia Dendroides and Their Anti-P-Glycoprotein Activity in Human Multi-Drug Resistant Cancer Cell Lines. Phytochemistry 2013, 86, 208–217. https://doi.org/10.1016/j.phytochem.2012.09.003. in Phytochemistry
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_2902

Jadranin M, Pešić M, Aljančić I, Milosavljević SM, Todorović N, Podolski-Renić A, Banković J, Tanić N, Marković I, Vajs V, Tešević V. Supplementary data for the article:   Jadranin, M.; Pešić, M.; Aljančić, I. S.; Milosavljević, S. M.; Todorović, N. M.; Podolski-Renić, A.; Banković, J.; Tanić, N.; Marković, I.; Vajs, V. E.; et al. Jatrophane Diterpenoids from the Latex of Euphorbia Dendroides and Their Anti-P-Glycoprotein Activity in Human Multi-Drug Resistant Cancer Cell Lines. Phytochemistry 2013, 86, 208–217. https://doi.org/10.1016/j.phytochem.2012.09.003. in Phytochemistry. 2013;.
https://hdl.handle.net/21.15107/rcub_cherry_2902 .

Jadranin, Milka, Pešić, Milica, Aljančić, Ivana, Milosavljević, Slobodan M., Todorović, Nina, Podolski-Renić, Ana, Banković, Jasna, Tanić, Nikola, Marković, Ivanka, Vajs, Vlatka, Tešević, Vele, "Supplementary data for the article:   Jadranin, M.; Pešić, M.; Aljančić, I. S.; Milosavljević, S. M.; Todorović, N. M.; Podolski-Renić, A.; Banković, J.; Tanić, N.; Marković, I.; Vajs, V. E.; et al. Jatrophane Diterpenoids from the Latex of Euphorbia Dendroides and Their Anti-P-Glycoprotein Activity in Human Multi-Drug Resistant Cancer Cell Lines. Phytochemistry 2013, 86, 208–217. https://doi.org/10.1016/j.phytochem.2012.09.003" in Phytochemistry (2013),
https://hdl.handle.net/21.15107/rcub_cherry_2902 .

TY  - JOUR
AU  - Mitrović, Aleksandra D.
AU  - Todorović, Nina
AU  - Zekić, Andrijana
AU  - Stanković, Dalibor
AU  - Milić, Dragana
AU  - Maslak, Veselin
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1358
AB  - A series of novel fulleropyrrolidine-phthalimide dyads was synthesized and their electrochemical and self-assembly properties were investigated. Efficient synthesis of acceptor-acceptor dyads was performed under microwave irradiation. Fine-tuning of the second redox potentials in the dyads was achieved by varying the length of the aliphatic spacer (C-2 to C-12) between the fulleropyrrolidine and phthalimide moieties. Shape-shifting and supramolecular polymorphism were observed for these compounds during self-assembly.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Organic Chemistry
T1  - Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads
IS  - 11
SP  - 2188
EP  - 2193
DO  - 10.1002/ejoc.201201631
ER  - 

@article{
author = "Mitrović, Aleksandra D. and Todorović, Nina and Zekić, Andrijana and Stanković, Dalibor and Milić, Dragana and Maslak, Veselin",
year = "2013",
abstract = "A series of novel fulleropyrrolidine-phthalimide dyads was synthesized and their electrochemical and self-assembly properties were investigated. Efficient synthesis of acceptor-acceptor dyads was performed under microwave irradiation. Fine-tuning of the second redox potentials in the dyads was achieved by varying the length of the aliphatic spacer (C-2 to C-12) between the fulleropyrrolidine and phthalimide moieties. Shape-shifting and supramolecular polymorphism were observed for these compounds during self-assembly.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Organic Chemistry",
title = "Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads",
number = "11",
pages = "2188-2193",
doi = "10.1002/ejoc.201201631"
}

Mitrović, A. D., Todorović, N., Zekić, A., Stanković, D., Milić, D.,& Maslak, V.. (2013). Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads. in European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(11), 2188-2193.
https://doi.org/10.1002/ejoc.201201631

Mitrović AD, Todorović N, Zekić A, Stanković D, Milić D, Maslak V. Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads. in European Journal of Organic Chemistry. 2013;(11):2188-2193.
doi:10.1002/ejoc.201201631 .

Mitrović, Aleksandra D., Todorović, Nina, Zekić, Andrijana, Stanković, Dalibor, Milić, Dragana, Maslak, Veselin, "Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads" in European Journal of Organic Chemistry, no. 11 (2013):2188-2193,
https://doi.org/10.1002/ejoc.201201631 . .

TY  - JOUR
AU  - Marković, Violeta
AU  - Marković, Svetlana
AU  - Janićijević, Ana
AU  - Rodić, Marko
AU  - Leovac, Vukadin M.
AU  - Todorović, Nina
AU  - Trifunović, Snežana S.
AU  - Joksović, Milan D.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1455
AB  - A study on the synthesis and mechanistical aspects of formation of 3-methyl-5-oxo-3-pyrazolin-1-carboxamide (MOPC) starting from S-methylisothiosemicarbazide hydrogen iodide and methyl acetoacetate was performed. In the alkaline aqueous solution, the intermediate methyl acetoacetate S-methylisothiosemicarbazone undergoes substitution of CH3S- anion by hydroxide anion, cyclization, carbanion formation, and elimination of methanol, thus yielding corresponding Na-enolate salt of pyrazol-5-one derivative. The structure of the compound obtained after protonation of the formed enolate salt was determined by means of spectroscopic techniques and single-crystal X-ray diffraction analysis. The mechanism of conversion of methyl acetoacetate S-methylisothiosemicarbazone into MOPC was investigated by means of the B3LYP functional, and it was found that the reaction is thermodynamically controlled.
PB  - Springer/Plenum Publishers, New York
T2  - Structural Chemistry
T1  - Mechanistic investigation and DFT calculation of the new reaction between S-methylisothiosemicarbazide and methyl acetoacetate
VL  - 24
IS  - 6
SP  - 2127
EP  - 2136
DO  - 10.1007/s11224-013-0223-3
ER  - 

@article{
author = "Marković, Violeta and Marković, Svetlana and Janićijević, Ana and Rodić, Marko and Leovac, Vukadin M. and Todorović, Nina and Trifunović, Snežana S. and Joksović, Milan D.",
year = "2013",
abstract = "A study on the synthesis and mechanistical aspects of formation of 3-methyl-5-oxo-3-pyrazolin-1-carboxamide (MOPC) starting from S-methylisothiosemicarbazide hydrogen iodide and methyl acetoacetate was performed. In the alkaline aqueous solution, the intermediate methyl acetoacetate S-methylisothiosemicarbazone undergoes substitution of CH3S- anion by hydroxide anion, cyclization, carbanion formation, and elimination of methanol, thus yielding corresponding Na-enolate salt of pyrazol-5-one derivative. The structure of the compound obtained after protonation of the formed enolate salt was determined by means of spectroscopic techniques and single-crystal X-ray diffraction analysis. The mechanism of conversion of methyl acetoacetate S-methylisothiosemicarbazone into MOPC was investigated by means of the B3LYP functional, and it was found that the reaction is thermodynamically controlled.",
publisher = "Springer/Plenum Publishers, New York",
journal = "Structural Chemistry",
title = "Mechanistic investigation and DFT calculation of the new reaction between S-methylisothiosemicarbazide and methyl acetoacetate",
volume = "24",
number = "6",
pages = "2127-2136",
doi = "10.1007/s11224-013-0223-3"
}

Marković, V., Marković, S., Janićijević, A., Rodić, M., Leovac, V. M., Todorović, N., Trifunović, S. S.,& Joksović, M. D.. (2013). Mechanistic investigation and DFT calculation of the new reaction between S-methylisothiosemicarbazide and methyl acetoacetate. in Structural Chemistry
Springer/Plenum Publishers, New York., 24(6), 2127-2136.
https://doi.org/10.1007/s11224-013-0223-3

Marković V, Marković S, Janićijević A, Rodić M, Leovac VM, Todorović N, Trifunović SS, Joksović MD. Mechanistic investigation and DFT calculation of the new reaction between S-methylisothiosemicarbazide and methyl acetoacetate. in Structural Chemistry. 2013;24(6):2127-2136.
doi:10.1007/s11224-013-0223-3 .

Marković, Violeta, Marković, Svetlana, Janićijević, Ana, Rodić, Marko, Leovac, Vukadin M., Todorović, Nina, Trifunović, Snežana S., Joksović, Milan D., "Mechanistic investigation and DFT calculation of the new reaction between S-methylisothiosemicarbazide and methyl acetoacetate" in Structural Chemistry, 24, no. 6 (2013):2127-2136,
https://doi.org/10.1007/s11224-013-0223-3 . .

TY  - JOUR
AU  - Vujisić, Ljubodrag V.
AU  - Vučković, Ivan M.
AU  - Makarov, Slobodan E.
AU  - Ilić, Bojan S.
AU  - Antić, Dragan Ž.
AU  - Jadranin, Milka
AU  - Todorović, Nina
AU  - Mrkić, Ivan
AU  - Vajs, Vlatka
AU  - Lučić, Luka
AU  - Ćurčić, Božidar P. M.
AU  - Mitić, Bojan M.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1394
AB  - The geophilomorph centipede, Himantarium gabrielis, when disturbed, discharges a viscous and proteinaceous secretion from the sternal glands. This exudate was found by gas chromatography-mass spectrometry, liquid chromatography-high resolution mass spectrometry, liquid chromatography-mass spectrometry-mass spectrometry and NMR analyses to be composed of hydrogen cyanide, benzaldehyde, benzoyl nitrile, benzyl nitrile, mandelonitrile, mandelonitrile benzoate, 3,7,6O-trimethylguanine (himantarine), farnesyl 2,3-dihydrofarnesoate and farnesyl farnesoate. This is the first report on the presence of benzyl nitrile and mandelonitrile benzoate in secreted substances from centipedes. Farnesyl 2,3-dihydrofarnesoate is a new compound, while himantarine and farnesyl farnesoate were not known as natural products. A post-secretion release of hydrogen cyanide by reaction of mandelonitrile and benzoyl nitrile was observed by NMR, and hydrogen cyanide signals were completely assigned. In addition, a protein component of the secretion was analysed by electrophoresis which revealed the presence of a major 55 kDa protein. Analyses of the defensive exudates of other geophilomorph families should produce further chemical surprises.
PB  - Springer, New York
T2  - Naturwissenschaften
T1  - Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae)
VL  - 100
IS  - 9
SP  - 861
EP  - 870
DO  - 10.1007/s00114-013-1086-6
ER  - 

@article{
author = "Vujisić, Ljubodrag V. and Vučković, Ivan M. and Makarov, Slobodan E. and Ilić, Bojan S. and Antić, Dragan Ž. and Jadranin, Milka and Todorović, Nina and Mrkić, Ivan and Vajs, Vlatka and Lučić, Luka and Ćurčić, Božidar P. M. and Mitić, Bojan M.",
year = "2013",
abstract = "The geophilomorph centipede, Himantarium gabrielis, when disturbed, discharges a viscous and proteinaceous secretion from the sternal glands. This exudate was found by gas chromatography-mass spectrometry, liquid chromatography-high resolution mass spectrometry, liquid chromatography-mass spectrometry-mass spectrometry and NMR analyses to be composed of hydrogen cyanide, benzaldehyde, benzoyl nitrile, benzyl nitrile, mandelonitrile, mandelonitrile benzoate, 3,7,6O-trimethylguanine (himantarine), farnesyl 2,3-dihydrofarnesoate and farnesyl farnesoate. This is the first report on the presence of benzyl nitrile and mandelonitrile benzoate in secreted substances from centipedes. Farnesyl 2,3-dihydrofarnesoate is a new compound, while himantarine and farnesyl farnesoate were not known as natural products. A post-secretion release of hydrogen cyanide by reaction of mandelonitrile and benzoyl nitrile was observed by NMR, and hydrogen cyanide signals were completely assigned. In addition, a protein component of the secretion was analysed by electrophoresis which revealed the presence of a major 55 kDa protein. Analyses of the defensive exudates of other geophilomorph families should produce further chemical surprises.",
publisher = "Springer, New York",
journal = "Naturwissenschaften",
title = "Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae)",
volume = "100",
number = "9",
pages = "861-870",
doi = "10.1007/s00114-013-1086-6"
}

Vujisić, L. V., Vučković, I. M., Makarov, S. E., Ilić, B. S., Antić, D. Ž., Jadranin, M., Todorović, N., Mrkić, I., Vajs, V., Lučić, L., Ćurčić, B. P. M.,& Mitić, B. M.. (2013). Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae). in Naturwissenschaften
Springer, New York., 100(9), 861-870.
https://doi.org/10.1007/s00114-013-1086-6

Vujisić LV, Vučković IM, Makarov SE, Ilić BS, Antić DŽ, Jadranin M, Todorović N, Mrkić I, Vajs V, Lučić L, Ćurčić BPM, Mitić BM. Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae). in Naturwissenschaften. 2013;100(9):861-870.
doi:10.1007/s00114-013-1086-6 .

Vujisić, Ljubodrag V., Vučković, Ivan M., Makarov, Slobodan E., Ilić, Bojan S., Antić, Dragan Ž., Jadranin, Milka, Todorović, Nina, Mrkić, Ivan, Vajs, Vlatka, Lučić, Luka, Ćurčić, Božidar P. M., Mitić, Bojan M., "Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae)" in Naturwissenschaften, 100, no. 9 (2013):861-870,
https://doi.org/10.1007/s00114-013-1086-6 . .

TY  - JOUR
AU  - Marković, Violeta
AU  - Janićijević, Ana
AU  - Stanojković, Tatjana
AU  - Kolundžija, Branka
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Joksović, Ljubinka
AU  - Đurđević, Predrag T.
AU  - Todorović, Nina
AU  - Trifunović, Snežana S.
AU  - Joksović, Milan D.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1370
AB  - A series of novel anthraquinone thiosemicarbazone derivatives in a tautomerizable keto-imine form was synthesized and tested for their in vitro cytotoxic activity against human cancer cells (HeLa, MDA-MB-361, MDA-MB-453, K562, A549) and human normal MRC-5 cells. Several compounds efficiently inhibited cancer cell growth at micromolar concentrations, especially against K562 and HeLa cells. As determined by flow cytometric analysis, anthraquinone thiosemicarbazone caused significant increase in the number of sub-G1 phase of HeLa cells and apoptosis in a concentration-dependent manner. Also, inhibition of caspase-3, -8, and -9 with specific caspase inhibitors reduced the apoptosis mediated by the tested compounds in HeLa cells. All anthraquinone-thiosemicarbazones exhibit calf thymus DNA-binding activity, but no cleavage of plasmid DNA was observed.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group
VL  - 64
SP  - 228
EP  - 238
DO  - 10.1016/j.ejmech.2013.03.071
ER  - 

@article{
author = "Marković, Violeta and Janićijević, Ana and Stanojković, Tatjana and Kolundžija, Branka and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Joksović, Ljubinka and Đurđević, Predrag T. and Todorović, Nina and Trifunović, Snežana S. and Joksović, Milan D.",
year = "2013",
abstract = "A series of novel anthraquinone thiosemicarbazone derivatives in a tautomerizable keto-imine form was synthesized and tested for their in vitro cytotoxic activity against human cancer cells (HeLa, MDA-MB-361, MDA-MB-453, K562, A549) and human normal MRC-5 cells. Several compounds efficiently inhibited cancer cell growth at micromolar concentrations, especially against K562 and HeLa cells. As determined by flow cytometric analysis, anthraquinone thiosemicarbazone caused significant increase in the number of sub-G1 phase of HeLa cells and apoptosis in a concentration-dependent manner. Also, inhibition of caspase-3, -8, and -9 with specific caspase inhibitors reduced the apoptosis mediated by the tested compounds in HeLa cells. All anthraquinone-thiosemicarbazones exhibit calf thymus DNA-binding activity, but no cleavage of plasmid DNA was observed.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group",
volume = "64",
pages = "228-238",
doi = "10.1016/j.ejmech.2013.03.071"
}

Marković, V., Janićijević, A., Stanojković, T., Kolundžija, B., Sladić, D., Vujčić, M., Janović, B., Joksović, L., Đurđević, P. T., Todorović, N., Trifunović, S. S.,& Joksović, M. D.. (2013). Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 64, 228-238.
https://doi.org/10.1016/j.ejmech.2013.03.071

Marković V, Janićijević A, Stanojković T, Kolundžija B, Sladić D, Vujčić M, Janović B, Joksović L, Đurđević PT, Todorović N, Trifunović SS, Joksović MD. Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group. in European Journal of Medicinal Chemistry. 2013;64:228-238.
doi:10.1016/j.ejmech.2013.03.071 .

Marković, Violeta, Janićijević, Ana, Stanojković, Tatjana, Kolundžija, Branka, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Joksović, Ljubinka, Đurđević, Predrag T., Todorović, Nina, Trifunović, Snežana S., Joksović, Milan D., "Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group" in European Journal of Medicinal Chemistry, 64 (2013):228-238,
https://doi.org/10.1016/j.ejmech.2013.03.071 . .

TY  - JOUR
AU  - Marković, Svetlana
AU  - Marković, Violeta
AU  - Joksović, Milan D.
AU  - Todorović, Nina
AU  - Joksović, Ljubinka
AU  - Divjaković, Vladimir
AU  - Trifunović, Snežana S.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1385
AB  - Reductive debromination of endo-(+)-3-bromocamphor with different primary amines followed by imine formation was investigated. This reaction requires simple experimental procedure without any organic solvent, metal or conventional reducing agent. A strong influence of amine polarity on the efficacy of debromination process was observed, and ethanolamine and ethylene diamine having sufficiently high boiling points can debrominate 3-bromocamphor giving corresponding camphanimines in good isolated yields. The mechanisms of debromination of 3-bromocamphor with ethanolamine and n-hexylamine were investigated at the B3LYP/6-311+G(d,p) level of theory. The radical mechanism was revealed, and it was shown that the reaction with more polar ethanolamine is energetically more favorable.
PB  - Soc Brasileira Quimica, Sao Paulo
T2  - Journal of the Brazilian Chemical Society
T1  - Debromination of endo-(+)-3-Bromocamphor with Primary Amines
VL  - 24
IS  - 7
SP  - 1099
DO  - 10.5935/0103-5053.20130144
ER  - 

@article{
author = "Marković, Svetlana and Marković, Violeta and Joksović, Milan D. and Todorović, Nina and Joksović, Ljubinka and Divjaković, Vladimir and Trifunović, Snežana S.",
year = "2013",
abstract = "Reductive debromination of endo-(+)-3-bromocamphor with different primary amines followed by imine formation was investigated. This reaction requires simple experimental procedure without any organic solvent, metal or conventional reducing agent. A strong influence of amine polarity on the efficacy of debromination process was observed, and ethanolamine and ethylene diamine having sufficiently high boiling points can debrominate 3-bromocamphor giving corresponding camphanimines in good isolated yields. The mechanisms of debromination of 3-bromocamphor with ethanolamine and n-hexylamine were investigated at the B3LYP/6-311+G(d,p) level of theory. The radical mechanism was revealed, and it was shown that the reaction with more polar ethanolamine is energetically more favorable.",
publisher = "Soc Brasileira Quimica, Sao Paulo",
journal = "Journal of the Brazilian Chemical Society",
title = "Debromination of endo-(+)-3-Bromocamphor with Primary Amines",
volume = "24",
number = "7",
pages = "1099",
doi = "10.5935/0103-5053.20130144"
}

Marković, S., Marković, V., Joksović, M. D., Todorović, N., Joksović, L., Divjaković, V.,& Trifunović, S. S.. (2013). Debromination of endo-(+)-3-Bromocamphor with Primary Amines. in Journal of the Brazilian Chemical Society
Soc Brasileira Quimica, Sao Paulo., 24(7), 1099.
https://doi.org/10.5935/0103-5053.20130144

Marković S, Marković V, Joksović MD, Todorović N, Joksović L, Divjaković V, Trifunović SS. Debromination of endo-(+)-3-Bromocamphor with Primary Amines. in Journal of the Brazilian Chemical Society. 2013;24(7):1099.
doi:10.5935/0103-5053.20130144 .

Marković, Svetlana, Marković, Violeta, Joksović, Milan D., Todorović, Nina, Joksović, Ljubinka, Divjaković, Vladimir, Trifunović, Snežana S., "Debromination of endo-(+)-3-Bromocamphor with Primary Amines" in Journal of the Brazilian Chemical Society, 24, no. 7 (2013):1099,
https://doi.org/10.5935/0103-5053.20130144 . .

TY  - JOUR
AU  - Ajaj, Ismail A.
AU  - Mijin, Dušan
AU  - Maslak, Veselin
AU  - Brković, Danijela
AU  - Milčić, Miloš K.
AU  - Todorović, Nina
AU  - Marinković, Aleksandar
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1587
AB  - A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles from ethyl acetoacetate and 2-cyano-N-(substituted phenyl)ethanamides using microwave-assisted chemistry is presented. The structure of the obtained product was confirmed by the use of FT-IR, NMR, UV, and MS techniques. The presence of tautomeric forms (6-hydroxy-4-methyl-2-oxo-1-(substituted phenyl)-1,2-dihydropyridine-3-carbonitrile and 2-hydroxy-4-methyl-6-oxo-1-(substituted phenyl)-1,6-dihydropyridine-3-carbonitrile) and the state of equilibrium of the obtained product in DMSO-d (6) was studied by H-1 and C-13 NMR spectroscopy, as well as B3LYP/6-311++G(d,p) and GIAO/WP04/aug-cc-pVDZ theoretical calculations.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles
VL  - 144
IS  - 5
SP  - 665
EP  - 675
DO  - 10.1007/s00706-012-0911-5
ER  - 

@article{
author = "Ajaj, Ismail A. and Mijin, Dušan and Maslak, Veselin and Brković, Danijela and Milčić, Miloš K. and Todorović, Nina and Marinković, Aleksandar",
year = "2013",
abstract = "A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles from ethyl acetoacetate and 2-cyano-N-(substituted phenyl)ethanamides using microwave-assisted chemistry is presented. The structure of the obtained product was confirmed by the use of FT-IR, NMR, UV, and MS techniques. The presence of tautomeric forms (6-hydroxy-4-methyl-2-oxo-1-(substituted phenyl)-1,2-dihydropyridine-3-carbonitrile and 2-hydroxy-4-methyl-6-oxo-1-(substituted phenyl)-1,6-dihydropyridine-3-carbonitrile) and the state of equilibrium of the obtained product in DMSO-d (6) was studied by H-1 and C-13 NMR spectroscopy, as well as B3LYP/6-311++G(d,p) and GIAO/WP04/aug-cc-pVDZ theoretical calculations.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles",
volume = "144",
number = "5",
pages = "665-675",
doi = "10.1007/s00706-012-0911-5"
}

Ajaj, I. A., Mijin, D., Maslak, V., Brković, D., Milčić, M. K., Todorović, N.,& Marinković, A.. (2013). A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles. in Monatshefte Fur Chemie
Springer Wien, Wien., 144(5), 665-675.
https://doi.org/10.1007/s00706-012-0911-5

Ajaj IA, Mijin D, Maslak V, Brković D, Milčić MK, Todorović N, Marinković A. A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles. in Monatshefte Fur Chemie. 2013;144(5):665-675.
doi:10.1007/s00706-012-0911-5 .

Ajaj, Ismail A., Mijin, Dušan, Maslak, Veselin, Brković, Danijela, Milčić, Miloš K., Todorović, Nina, Marinković, Aleksandar, "A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles" in Monatshefte Fur Chemie, 144, no. 5 (2013):665-675,
https://doi.org/10.1007/s00706-012-0911-5 . .

TY  - JOUR
AU  - Bjelaković, Mira S.
AU  - Todorović, Nina
AU  - Milić, Dragana
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1530
AB  - Two sets of new peptides incorporating fulleropyrrolidine units Fp-GABAn-Glym-OtBu have been designed, synthesized and completely characterized. In the first series the chain contained only GABA (?-aminobutyric) residues, whereas in the second one glycine moieties were also inserted as well as GABA. Most of the target compounds were prepared by DCC/DMAP-assisted coupling of previously synthesized GABA-containing fulleropyrrolidinic acid and corresponding C-protected small peptides, although for two fulleropeptides [3+2] cycloadditions of azomethine ylides to C60 were employed. All new compounds were characterized by standard spectroscopic methods. Complete assignments of peptide spin systems were achieved by extensive NMR analysis (1H, 13C, H,H-COSY, HSQC, HMBC and TOCSY).
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Organic Chemistry
T1  - An Approach to Nanobioparticles - Synthesis and Characterization of Fulleropeptides
IS  - 27
SP  - 5291
EP  - 5300
DO  - 10.1002/ejoc.201200274
ER  - 

@article{
author = "Bjelaković, Mira S. and Todorović, Nina and Milić, Dragana",
year = "2012",
abstract = "Two sets of new peptides incorporating fulleropyrrolidine units Fp-GABAn-Glym-OtBu have been designed, synthesized and completely characterized. In the first series the chain contained only GABA (?-aminobutyric) residues, whereas in the second one glycine moieties were also inserted as well as GABA. Most of the target compounds were prepared by DCC/DMAP-assisted coupling of previously synthesized GABA-containing fulleropyrrolidinic acid and corresponding C-protected small peptides, although for two fulleropeptides [3+2] cycloadditions of azomethine ylides to C60 were employed. All new compounds were characterized by standard spectroscopic methods. Complete assignments of peptide spin systems were achieved by extensive NMR analysis (1H, 13C, H,H-COSY, HSQC, HMBC and TOCSY).",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Organic Chemistry",
title = "An Approach to Nanobioparticles - Synthesis and Characterization of Fulleropeptides",
number = "27",
pages = "5291-5300",
doi = "10.1002/ejoc.201200274"
}

Bjelaković, M. S., Todorović, N.,& Milić, D.. (2012). An Approach to Nanobioparticles - Synthesis and Characterization of Fulleropeptides. in European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(27), 5291-5300.
https://doi.org/10.1002/ejoc.201200274

Bjelaković MS, Todorović N, Milić D. An Approach to Nanobioparticles - Synthesis and Characterization of Fulleropeptides. in European Journal of Organic Chemistry. 2012;(27):5291-5300.
doi:10.1002/ejoc.201200274 .

Bjelaković, Mira S., Todorović, Nina, Milić, Dragana, "An Approach to Nanobioparticles - Synthesis and Characterization of Fulleropeptides" in European Journal of Organic Chemistry, no. 27 (2012):5291-5300,
https://doi.org/10.1002/ejoc.201200274 . .

TY  - JOUR
AU  - Opsenica, Igor
AU  - Burnett, James C.
AU  - Gussio, Rick
AU  - Opsenica, Dejan M.
AU  - Todorović, Nina
AU  - Lanteri, Charlotte A.
AU  - Sciotti, Richard J.
AU  - Gettayacamin, Montip
AU  - Basilico, Nicoletta
AU  - Taramelli, Donatella
AU  - Nuss, Jonathan E.
AU  - Wanner, Laura
AU  - Panchal, Rekha G.
AU  - Šolaja, Bogdan A.
AU  - Bavari, Sina
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1157
AB  - A 1,7-bis(alkylamino)diazachrysene-based small molecule was previously identified as an inhibitor of the botulinum neurotoxin serotype A light chain metalloprotease. Subsequently, a variety of derivatives of this chemotype were synthesized to develop structure activity relationships, and all are inhibitors of the BoNT/A LC. Three-dimensional analyses indicated that half of the originally discovered 1,7-DAAC structure superimposed well with 4-amino-7-chloroquinolinebased antimalarial agents. This observation led to the discovery that several of the 1,7-DAAC derivatives are potent in vitro inhibitors of Plasmodium falciparum and, in general, are more efficacious against CQ-resistant strains than against CQ-susceptible strains. In addition, by inhibiting beta-hematin formation, the most efficacious 1,7-DAAC-based antimalarials employ a mechanism of action analogous to that of 4,7-ACQ-based antimalarials and are well tolerated by normal cells. One candidate was also effective when administered orally in a rodent-based malaria model. Finally, the 1,7-DAAC-based derivatives were examined for Ebola filovirus inhibition in an assay employing Vero76 cells, and three provided promising antiviral activities and acceptably low toxicities.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus
VL  - 54
IS  - 5
SP  - 1157
EP  - 1169
DO  - 10.1021/jm100938u
ER  - 

@article{
author = "Opsenica, Igor and Burnett, James C. and Gussio, Rick and Opsenica, Dejan M. and Todorović, Nina and Lanteri, Charlotte A. and Sciotti, Richard J. and Gettayacamin, Montip and Basilico, Nicoletta and Taramelli, Donatella and Nuss, Jonathan E. and Wanner, Laura and Panchal, Rekha G. and Šolaja, Bogdan A. and Bavari, Sina",
year = "2011",
abstract = "A 1,7-bis(alkylamino)diazachrysene-based small molecule was previously identified as an inhibitor of the botulinum neurotoxin serotype A light chain metalloprotease. Subsequently, a variety of derivatives of this chemotype were synthesized to develop structure activity relationships, and all are inhibitors of the BoNT/A LC. Three-dimensional analyses indicated that half of the originally discovered 1,7-DAAC structure superimposed well with 4-amino-7-chloroquinolinebased antimalarial agents. This observation led to the discovery that several of the 1,7-DAAC derivatives are potent in vitro inhibitors of Plasmodium falciparum and, in general, are more efficacious against CQ-resistant strains than against CQ-susceptible strains. In addition, by inhibiting beta-hematin formation, the most efficacious 1,7-DAAC-based antimalarials employ a mechanism of action analogous to that of 4,7-ACQ-based antimalarials and are well tolerated by normal cells. One candidate was also effective when administered orally in a rodent-based malaria model. Finally, the 1,7-DAAC-based derivatives were examined for Ebola filovirus inhibition in an assay employing Vero76 cells, and three provided promising antiviral activities and acceptably low toxicities.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus",
volume = "54",
number = "5",
pages = "1157-1169",
doi = "10.1021/jm100938u"
}

Opsenica, I., Burnett, J. C., Gussio, R., Opsenica, D. M., Todorović, N., Lanteri, C. A., Sciotti, R. J., Gettayacamin, M., Basilico, N., Taramelli, D., Nuss, J. E., Wanner, L., Panchal, R. G., Šolaja, B. A.,& Bavari, S.. (2011). A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 54(5), 1157-1169.
https://doi.org/10.1021/jm100938u

Opsenica I, Burnett JC, Gussio R, Opsenica DM, Todorović N, Lanteri CA, Sciotti RJ, Gettayacamin M, Basilico N, Taramelli D, Nuss JE, Wanner L, Panchal RG, Šolaja BA, Bavari S. A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus. in Journal of Medicinal Chemistry. 2011;54(5):1157-1169.
doi:10.1021/jm100938u .

Opsenica, Igor, Burnett, James C., Gussio, Rick, Opsenica, Dejan M., Todorović, Nina, Lanteri, Charlotte A., Sciotti, Richard J., Gettayacamin, Montip, Basilico, Nicoletta, Taramelli, Donatella, Nuss, Jonathan E., Wanner, Laura, Panchal, Rekha G., Šolaja, Bogdan A., Bavari, Sina, "A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus" in Journal of Medicinal Chemistry, 54, no. 5 (2011):1157-1169,
https://doi.org/10.1021/jm100938u . .

TY  - JOUR
AU  - Marković, Violeta
AU  - Erić, Slavica
AU  - Stanojković, Tatjana
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Todorović, Nina
AU  - Trifunović, Snežana S.
AU  - Manojlović, Nedeljko
AU  - Jelić, Ratomir
AU  - Joksović, Milan D.
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1175
AB  - Twenty five 4-aminomethylidene derivatives obtained from 3-phenyl-2-pyrazolin-5-one and 1,3-diphenyl-2-pyrazolin-5-one were synthesized and tested for their antiproliferative activity against human breast cancer MDA-MB-361 and MDA-MB-453 cell lines. The compounds derived from 1,3-diphenyl-2-pyrazolin-5-one exhibited the most remarkable activity in the treatment of both cell lines. In vitro antiproliferative activities were accompanied by an important apoptotic fraction of both cell lines; also, compounds inhibited key endothelial cell functions implicated in invasion and angiogenesis. QSAR methods were performed in order to analyze the influence of structural features of the compounds investigated on the antiproliferative potential on MDA-MB-361 and MDA-MB-453 cancer cells. One-parameter heuristic analysis was performed and different whole molecule and fragmental descriptors were considered for rationalization of mechanism of interaction of these compounds with active place of hypothetical target included in tumorigenesis.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry Letters
T1  - Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones
VL  - 21
IS  - 15
SP  - 4416
EP  - 4421
DO  - 10.1016/j.bmcl.2011.06.025
ER  - 

@article{
author = "Marković, Violeta and Erić, Slavica and Stanojković, Tatjana and Gligorijević, Nevenka and Aranđelović, Sandra and Todorović, Nina and Trifunović, Snežana S. and Manojlović, Nedeljko and Jelić, Ratomir and Joksović, Milan D.",
year = "2011",
abstract = "Twenty five 4-aminomethylidene derivatives obtained from 3-phenyl-2-pyrazolin-5-one and 1,3-diphenyl-2-pyrazolin-5-one were synthesized and tested for their antiproliferative activity against human breast cancer MDA-MB-361 and MDA-MB-453 cell lines. The compounds derived from 1,3-diphenyl-2-pyrazolin-5-one exhibited the most remarkable activity in the treatment of both cell lines. In vitro antiproliferative activities were accompanied by an important apoptotic fraction of both cell lines; also, compounds inhibited key endothelial cell functions implicated in invasion and angiogenesis. QSAR methods were performed in order to analyze the influence of structural features of the compounds investigated on the antiproliferative potential on MDA-MB-361 and MDA-MB-453 cancer cells. One-parameter heuristic analysis was performed and different whole molecule and fragmental descriptors were considered for rationalization of mechanism of interaction of these compounds with active place of hypothetical target included in tumorigenesis.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry Letters",
title = "Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones",
volume = "21",
number = "15",
pages = "4416-4421",
doi = "10.1016/j.bmcl.2011.06.025"
}

Marković, V., Erić, S., Stanojković, T., Gligorijević, N., Aranđelović, S., Todorović, N., Trifunović, S. S., Manojlović, N., Jelić, R.,& Joksović, M. D.. (2011). Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones. in Bioorganic and Medicinal Chemistry Letters
Pergamon-Elsevier Science Ltd, Oxford., 21(15), 4416-4421.
https://doi.org/10.1016/j.bmcl.2011.06.025

Marković V, Erić S, Stanojković T, Gligorijević N, Aranđelović S, Todorović N, Trifunović SS, Manojlović N, Jelić R, Joksović MD. Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones. in Bioorganic and Medicinal Chemistry Letters. 2011;21(15):4416-4421.
doi:10.1016/j.bmcl.2011.06.025 .

Marković, Violeta, Erić, Slavica, Stanojković, Tatjana, Gligorijević, Nevenka, Aranđelović, Sandra, Todorović, Nina, Trifunović, Snežana S., Manojlović, Nedeljko, Jelić, Ratomir, Joksović, Milan D., "Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones" in Bioorganic and Medicinal Chemistry Letters, 21, no. 15 (2011):4416-4421,
https://doi.org/10.1016/j.bmcl.2011.06.025 . .

TY  - JOUR
AU  - Aljančić, Ivana
AU  - Pešić, Milica
AU  - Milosavljević, Slobodan M.
AU  - Todorović, Nina
AU  - Jadranin, Milka
AU  - Miosavljevic, Goran
AU  - Povrenovic, Dragan
AU  - Banković, Jasna
AU  - Tanić, Nikola
AU  - Marković, Ivanka
AU  - Ruzdijic, Sabera
AU  - Vajs, Vlatka
AU  - Tešević, Vele
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1178
AB  - From the Montenegrin spurge Euphorbia dendroides, seven new diterpenoids [jatrophanes (1-6) and a tigliane (7)] were isolated and their structures elucidated by spectroscopic techniques. The biological activity of the new compounds was studied against four human cancer cell lines. The most effective jatrophane-type compound (2) and its structurally closely related derivative (1) were evaluated for their interactions with paclitaxel and doxorubicin using a multidrug-resistant cancer cell line. Both compounds exerted a strong reversal potential resulting from inhibition of P-glycoprotein transport.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Natural Products
T1  - Isolation and Biological Evaluation of Jatrophane Diterpenoids from Euphorbia dendroides
VL  - 74
IS  - 7
SP  - 1613
EP  - 1620
DO  - 10.1021/np200241c
ER  - 

@article{
author = "Aljančić, Ivana and Pešić, Milica and Milosavljević, Slobodan M. and Todorović, Nina and Jadranin, Milka and Miosavljevic, Goran and Povrenovic, Dragan and Banković, Jasna and Tanić, Nikola and Marković, Ivanka and Ruzdijic, Sabera and Vajs, Vlatka and Tešević, Vele",
year = "2011",
abstract = "From the Montenegrin spurge Euphorbia dendroides, seven new diterpenoids [jatrophanes (1-6) and a tigliane (7)] were isolated and their structures elucidated by spectroscopic techniques. The biological activity of the new compounds was studied against four human cancer cell lines. The most effective jatrophane-type compound (2) and its structurally closely related derivative (1) were evaluated for their interactions with paclitaxel and doxorubicin using a multidrug-resistant cancer cell line. Both compounds exerted a strong reversal potential resulting from inhibition of P-glycoprotein transport.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Natural Products",
title = "Isolation and Biological Evaluation of Jatrophane Diterpenoids from Euphorbia dendroides",
volume = "74",
number = "7",
pages = "1613-1620",
doi = "10.1021/np200241c"
}

Aljančić, I., Pešić, M., Milosavljević, S. M., Todorović, N., Jadranin, M., Miosavljevic, G., Povrenovic, D., Banković, J., Tanić, N., Marković, I., Ruzdijic, S., Vajs, V.,& Tešević, V.. (2011). Isolation and Biological Evaluation of Jatrophane Diterpenoids from Euphorbia dendroides. in Journal of Natural Products
Amer Chemical Soc, Washington., 74(7), 1613-1620.
https://doi.org/10.1021/np200241c

Aljančić I, Pešić M, Milosavljević SM, Todorović N, Jadranin M, Miosavljevic G, Povrenovic D, Banković J, Tanić N, Marković I, Ruzdijic S, Vajs V, Tešević V. Isolation and Biological Evaluation of Jatrophane Diterpenoids from Euphorbia dendroides. in Journal of Natural Products. 2011;74(7):1613-1620.
doi:10.1021/np200241c .

Aljančić, Ivana, Pešić, Milica, Milosavljević, Slobodan M., Todorović, Nina, Jadranin, Milka, Miosavljevic, Goran, Povrenovic, Dragan, Banković, Jasna, Tanić, Nikola, Marković, Ivanka, Ruzdijic, Sabera, Vajs, Vlatka, Tešević, Vele, "Isolation and Biological Evaluation of Jatrophane Diterpenoids from Euphorbia dendroides" in Journal of Natural Products, 74, no. 7 (2011):1613-1620,
https://doi.org/10.1021/np200241c . .

TY  - JOUR
AU  - Pešić, Milica
AU  - Banković, Jasna
AU  - Aljančić, Ivana
AU  - Todorović, Nina
AU  - Jadranin, Milka
AU  - Vajs, Vlatka
AU  - Tešević, Vele
AU  - Vučković, Ivan M.
AU  - Momčilović, Miljana
AU  - Marković, Ivanka
AU  - Tanić, Nikola
AU  - Ruzdijic, Sabera
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1233
AB  - Jatrophane diterpenes were shown to be inhibitors of P-glycoprotein (P-gp). There are also evidences on their microtubule-interacting activity in cancer cells. We evaluated new anti-cancer characteristics of two jatrophane type compounds from Euphorbia dendroides. For that purpose, the model system of sensitive non-small cell lung cancer cell line (NCI-H460) and its resistant counterpart (NCI-H460/R) was used. Although both jatrophanes showed inhibitory effect on cancer cell growth, they were non-toxic for peripheral blood mononuclear cells (PBMC). We examined their effects in combination with paclitaxel (PTX), a well-known mitotic spindle interacting chemotherapeutic. Jatrophanes overcome PTX resistance in concentration-dependent manner in MDR cancer cell line (NCI-H460/R). We observed that this synergistic effect is not caused merely by P-gp inhibition. In combination with PTX, jatrophanes induce cell killing and change cell cycle distribution leading to G2/M arrest. Furthermore, they exert an anti-angiogenic effect by decreasing the vascular endothelial growth factor (VEGF) secretion. The reduction of the level of mdr1 mRNA expression in sensitive cells, suggests that these compounds could not contribute to the development of resistance. In conclusion, present study provides a rational basis for the new cancer treatment approach with jatrophanes that are non-toxic to normal cells and have new favorable anti-cancer characteristics. (C) 2011 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Food and Chemical Toxicology
T1  - New anti-cancer characteristics of jatrophane diterpenes from Euphorbia dendroides
VL  - 49
IS  - 12
SP  - 3165
EP  - 3173
DO  - 10.1016/j.fct.2011.09.035
ER  - 

@article{
author = "Pešić, Milica and Banković, Jasna and Aljančić, Ivana and Todorović, Nina and Jadranin, Milka and Vajs, Vlatka and Tešević, Vele and Vučković, Ivan M. and Momčilović, Miljana and Marković, Ivanka and Tanić, Nikola and Ruzdijic, Sabera",
year = "2011",
abstract = "Jatrophane diterpenes were shown to be inhibitors of P-glycoprotein (P-gp). There are also evidences on their microtubule-interacting activity in cancer cells. We evaluated new anti-cancer characteristics of two jatrophane type compounds from Euphorbia dendroides. For that purpose, the model system of sensitive non-small cell lung cancer cell line (NCI-H460) and its resistant counterpart (NCI-H460/R) was used. Although both jatrophanes showed inhibitory effect on cancer cell growth, they were non-toxic for peripheral blood mononuclear cells (PBMC). We examined their effects in combination with paclitaxel (PTX), a well-known mitotic spindle interacting chemotherapeutic. Jatrophanes overcome PTX resistance in concentration-dependent manner in MDR cancer cell line (NCI-H460/R). We observed that this synergistic effect is not caused merely by P-gp inhibition. In combination with PTX, jatrophanes induce cell killing and change cell cycle distribution leading to G2/M arrest. Furthermore, they exert an anti-angiogenic effect by decreasing the vascular endothelial growth factor (VEGF) secretion. The reduction of the level of mdr1 mRNA expression in sensitive cells, suggests that these compounds could not contribute to the development of resistance. In conclusion, present study provides a rational basis for the new cancer treatment approach with jatrophanes that are non-toxic to normal cells and have new favorable anti-cancer characteristics. (C) 2011 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Food and Chemical Toxicology",
title = "New anti-cancer characteristics of jatrophane diterpenes from Euphorbia dendroides",
volume = "49",
number = "12",
pages = "3165-3173",
doi = "10.1016/j.fct.2011.09.035"
}

Pešić, M., Banković, J., Aljančić, I., Todorović, N., Jadranin, M., Vajs, V., Tešević, V., Vučković, I. M., Momčilović, M., Marković, I., Tanić, N.,& Ruzdijic, S.. (2011). New anti-cancer characteristics of jatrophane diterpenes from Euphorbia dendroides. in Food and Chemical Toxicology
Pergamon-Elsevier Science Ltd, Oxford., 49(12), 3165-3173.
https://doi.org/10.1016/j.fct.2011.09.035

Pešić M, Banković J, Aljančić I, Todorović N, Jadranin M, Vajs V, Tešević V, Vučković IM, Momčilović M, Marković I, Tanić N, Ruzdijic S. New anti-cancer characteristics of jatrophane diterpenes from Euphorbia dendroides. in Food and Chemical Toxicology. 2011;49(12):3165-3173.
doi:10.1016/j.fct.2011.09.035 .

Pešić, Milica, Banković, Jasna, Aljančić, Ivana, Todorović, Nina, Jadranin, Milka, Vajs, Vlatka, Tešević, Vele, Vučković, Ivan M., Momčilović, Miljana, Marković, Ivanka, Tanić, Nikola, Ruzdijic, Sabera, "New anti-cancer characteristics of jatrophane diterpenes from Euphorbia dendroides" in Food and Chemical Toxicology, 49, no. 12 (2011):3165-3173,
https://doi.org/10.1016/j.fct.2011.09.035 . .

TY  - JOUR
AU  - Aćimović, Jelena M.
AU  - Stanimirović, Bojana
AU  - Todorović, Nina
AU  - Jovanović, Vesna B.
AU  - Mandić, Ljuba M.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1122
AB  - Methylglyoxal (MG), a reactive alpha-oxoaldehyde that is produced in higher quantities in diabetes, uremia, oxidative stress, aging and inflammation, reacts with the thiol groups (in addition to the amino and guanidino groups) of proteins. This causes protein modification, formation of advanced glycated end products (AGEs) and cross-linking. Low molecular mass thiols can be used as competitive targets for MG, preventing the reactions mentioned above. Therefore, this paper investigated how the microenvironment of the thiol group in low molecular mass thiols (cysteine, N-acetylcysteine (NAcCys), carboxymethylcysteine (CMC) and glutathione (GSH)) and human serum albumin (HSA) affected the thiol reaction with MG. The SH group reaction course was monitored by (1)H-NMR spectroscopy and spectrophotometric quantification. Changes in the HSA molecules were monitored by SDS-PAGE. The microenvironment of the SH group had a major effect on its reactivity and on the product yield. The reactivity of SH groups decreased in the order Cys  gt  GSH  gt  NAcCys. CMC did not react. The percentages of the reacted SH groups in the equilibrium state were almost equal, regardless of the ratio of thiol compound/MG (1:1, 1:2, 1:5): 38.1 +/- 0.9%; 38.2 +/- 0.7% and 39.0 +/- 0.8% for Cys; 26.5 +/- 0.6%; 26.6 +/- 2.6% and 27.4 +/- 2.5% for GSH; 10.8 +/- 0.9%; and 11.2 +/- 0.7% and 12.2 +/- 0.9% for NAcCys, respectively. Our results explain why substances containing alpha-amino-beta-mercapto-ethane as a pharmacophore are successful scavengers of MG. In equilibrium, HSA SH reacted in high percentages both with an insufficient amount and with an excess of MG (55% and 65%, respectively). An analysis of the hydrophobicity of the microenvironment of the SH group on the HSA surface showed that it could contribute to high levels of SH modification, leading to an increase in the scavenging activity of the albumin thiol. (C) 2010 Elsevier Ireland Ltd. All rights reserved.
PB  - Elsevier Ireland Ltd, Clare
T2  - Chemico-biological Interactions
T1  - Influence of the microenvironment of thiol groups in low molecular mass thiols and serum albumin on the reaction with methylglyoxal
VL  - 188
IS  - 1
SP  - 21
EP  - 30
DO  - 10.1016/j.cbi.2010.07.013
ER  - 

@article{
author = "Aćimović, Jelena M. and Stanimirović, Bojana and Todorović, Nina and Jovanović, Vesna B. and Mandić, Ljuba M.",
year = "2010",
abstract = "Methylglyoxal (MG), a reactive alpha-oxoaldehyde that is produced in higher quantities in diabetes, uremia, oxidative stress, aging and inflammation, reacts with the thiol groups (in addition to the amino and guanidino groups) of proteins. This causes protein modification, formation of advanced glycated end products (AGEs) and cross-linking. Low molecular mass thiols can be used as competitive targets for MG, preventing the reactions mentioned above. Therefore, this paper investigated how the microenvironment of the thiol group in low molecular mass thiols (cysteine, N-acetylcysteine (NAcCys), carboxymethylcysteine (CMC) and glutathione (GSH)) and human serum albumin (HSA) affected the thiol reaction with MG. The SH group reaction course was monitored by (1)H-NMR spectroscopy and spectrophotometric quantification. Changes in the HSA molecules were monitored by SDS-PAGE. The microenvironment of the SH group had a major effect on its reactivity and on the product yield. The reactivity of SH groups decreased in the order Cys  gt  GSH  gt  NAcCys. CMC did not react. The percentages of the reacted SH groups in the equilibrium state were almost equal, regardless of the ratio of thiol compound/MG (1:1, 1:2, 1:5): 38.1 +/- 0.9%; 38.2 +/- 0.7% and 39.0 +/- 0.8% for Cys; 26.5 +/- 0.6%; 26.6 +/- 2.6% and 27.4 +/- 2.5% for GSH; 10.8 +/- 0.9%; and 11.2 +/- 0.7% and 12.2 +/- 0.9% for NAcCys, respectively. Our results explain why substances containing alpha-amino-beta-mercapto-ethane as a pharmacophore are successful scavengers of MG. In equilibrium, HSA SH reacted in high percentages both with an insufficient amount and with an excess of MG (55% and 65%, respectively). An analysis of the hydrophobicity of the microenvironment of the SH group on the HSA surface showed that it could contribute to high levels of SH modification, leading to an increase in the scavenging activity of the albumin thiol. (C) 2010 Elsevier Ireland Ltd. All rights reserved.",
publisher = "Elsevier Ireland Ltd, Clare",
journal = "Chemico-biological Interactions",
title = "Influence of the microenvironment of thiol groups in low molecular mass thiols and serum albumin on the reaction with methylglyoxal",
volume = "188",
number = "1",
pages = "21-30",
doi = "10.1016/j.cbi.2010.07.013"
}

Aćimović, J. M., Stanimirović, B., Todorović, N., Jovanović, V. B.,& Mandić, L. M.. (2010). Influence of the microenvironment of thiol groups in low molecular mass thiols and serum albumin on the reaction with methylglyoxal. in Chemico-biological Interactions
Elsevier Ireland Ltd, Clare., 188(1), 21-30.
https://doi.org/10.1016/j.cbi.2010.07.013

Aćimović JM, Stanimirović B, Todorović N, Jovanović VB, Mandić LM. Influence of the microenvironment of thiol groups in low molecular mass thiols and serum albumin on the reaction with methylglyoxal. in Chemico-biological Interactions. 2010;188(1):21-30.
doi:10.1016/j.cbi.2010.07.013 .

Aćimović, Jelena M., Stanimirović, Bojana, Todorović, Nina, Jovanović, Vesna B., Mandić, Ljuba M., "Influence of the microenvironment of thiol groups in low molecular mass thiols and serum albumin on the reaction with methylglyoxal" in Chemico-biological Interactions, 188, no. 1 (2010):21-30,
https://doi.org/10.1016/j.cbi.2010.07.013 . .

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Ivanović, Ivanka
AU  - Rakic, Gordana
AU  - Todorović, Nina
AU  - Gligorijević, Nevenka
AU  - Radulović, Siniša
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
AU  - Tešić, Živoslav Lj.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1058
AB  - Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L1-3)Cl-2], where L1-3 is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), Correspondingly, [(eta(6)-p-cymene)Ru(HL4,5)Cl-2], where HL4 and HL5 are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL6-9)Cl], where H2L6-9 represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyidinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of (eta(6)-p-cymene)(2)RuCl2](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of I and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by H-1 NMR, H-1, H-1 COSY and H-1, H-1 NOESY spectroscopy. (C) 2009 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity
VL  - 45
IS  - 3
SP  - 1051
EP  - 1058
DO  - 10.1016/j.ejmech.2009.11.055
ER  - 

@article{
author = "Grgurić-Šipka, Sanja and Ivanović, Ivanka and Rakic, Gordana and Todorović, Nina and Gligorijević, Nevenka and Radulović, Siniša and Arion, Vladimir B. and Keppler, Bernhard K. and Tešić, Živoslav Lj.",
year = "2010",
abstract = "Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L1-3)Cl-2], where L1-3 is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), Correspondingly, [(eta(6)-p-cymene)Ru(HL4,5)Cl-2], where HL4 and HL5 are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL6-9)Cl], where H2L6-9 represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyidinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of (eta(6)-p-cymene)(2)RuCl2](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of I and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by H-1 NMR, H-1, H-1 COSY and H-1, H-1 NOESY spectroscopy. (C) 2009 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity",
volume = "45",
number = "3",
pages = "1051-1058",
doi = "10.1016/j.ejmech.2009.11.055"
}

Grgurić-Šipka, S., Ivanović, I., Rakic, G., Todorović, N., Gligorijević, N., Radulović, S., Arion, V. B., Keppler, B. K.,& Tešić, Ž. Lj.. (2010). Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 45(3), 1051-1058.
https://doi.org/10.1016/j.ejmech.2009.11.055

Grgurić-Šipka S, Ivanović I, Rakic G, Todorović N, Gligorijević N, Radulović S, Arion VB, Keppler BK, Tešić ŽL. Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity. in European Journal of Medicinal Chemistry. 2010;45(3):1051-1058.
doi:10.1016/j.ejmech.2009.11.055 .

Grgurić-Šipka, Sanja, Ivanović, Ivanka, Rakic, Gordana, Todorović, Nina, Gligorijević, Nevenka, Radulović, Siniša, Arion, Vladimir B., Keppler, Bernhard K., Tešić, Živoslav Lj., "Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity" in European Journal of Medicinal Chemistry, 45, no. 3 (2010):1051-1058,
https://doi.org/10.1016/j.ejmech.2009.11.055 . .

TY  - JOUR
AU  - Todorović, Tamara
AU  - Bacchi, Alessia
AU  - Sladić, Dušan
AU  - Todorović, Nina
AU  - Božić, Tatjana T.
AU  - Radanović, Dušanka D.
AU  - Filipović, Nenad R.
AU  - Pelizzi, Giancarlo
AU  - Anđelković, Katarina K.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/873
AB  - Five new complexes of Pt(II), Pd(II), Co(III) and Ni(II) with 2-pyridine(quinoline) carboxaldehyde selenose-micarbazones were synthesized and characterized. Crystal structures of Pt(II) complex with the pyridine derivative and Co(III) complex with the quinoline derivative were determined. In all complexes the ligands were coordinated through N(2)Se donor atom set forming either square-planar (Pt, Pd) or octahedral (Co, Ni) geometry. All complexes showed biological activity. (C) 2009 Elsevier B. V. All rights reserved.
PB  - Elsevier Science Sa, Lausanne
T2  - Inorganica Chimica Acta
T1  - Synthesis, characterization and biological activity evaluation of Pt(II), Pd(II), Co(III) and Ni(II) complexes with N-heteroaromatic selenosemicarbazones
VL  - 362
IS  - 10
SP  - 3813
EP  - 3820
DO  - 10.1016/j.ica.2009.04.047
ER  - 

@article{
author = "Todorović, Tamara and Bacchi, Alessia and Sladić, Dušan and Todorović, Nina and Božić, Tatjana T. and Radanović, Dušanka D. and Filipović, Nenad R. and Pelizzi, Giancarlo and Anđelković, Katarina K.",
year = "2009",
abstract = "Five new complexes of Pt(II), Pd(II), Co(III) and Ni(II) with 2-pyridine(quinoline) carboxaldehyde selenose-micarbazones were synthesized and characterized. Crystal structures of Pt(II) complex with the pyridine derivative and Co(III) complex with the quinoline derivative were determined. In all complexes the ligands were coordinated through N(2)Se donor atom set forming either square-planar (Pt, Pd) or octahedral (Co, Ni) geometry. All complexes showed biological activity. (C) 2009 Elsevier B. V. All rights reserved.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Inorganica Chimica Acta",
title = "Synthesis, characterization and biological activity evaluation of Pt(II), Pd(II), Co(III) and Ni(II) complexes with N-heteroaromatic selenosemicarbazones",
volume = "362",
number = "10",
pages = "3813-3820",
doi = "10.1016/j.ica.2009.04.047"
}

Todorović, T., Bacchi, A., Sladić, D., Todorović, N., Božić, T. T., Radanović, D. D., Filipović, N. R., Pelizzi, G.,& Anđelković, K. K.. (2009). Synthesis, characterization and biological activity evaluation of Pt(II), Pd(II), Co(III) and Ni(II) complexes with N-heteroaromatic selenosemicarbazones. in Inorganica Chimica Acta
Elsevier Science Sa, Lausanne., 362(10), 3813-3820.
https://doi.org/10.1016/j.ica.2009.04.047

Todorović T, Bacchi A, Sladić D, Todorović N, Božić TT, Radanović DD, Filipović NR, Pelizzi G, Anđelković KK. Synthesis, characterization and biological activity evaluation of Pt(II), Pd(II), Co(III) and Ni(II) complexes with N-heteroaromatic selenosemicarbazones. in Inorganica Chimica Acta. 2009;362(10):3813-3820.
doi:10.1016/j.ica.2009.04.047 .

Todorović, Tamara, Bacchi, Alessia, Sladić, Dušan, Todorović, Nina, Božić, Tatjana T., Radanović, Dušanka D., Filipović, Nenad R., Pelizzi, Giancarlo, Anđelković, Katarina K., "Synthesis, characterization and biological activity evaluation of Pt(II), Pd(II), Co(III) and Ni(II) complexes with N-heteroaromatic selenosemicarbazones" in Inorganica Chimica Acta, 362, no. 10 (2009):3813-3820,
https://doi.org/10.1016/j.ica.2009.04.047 . .

TY  - JOUR
AU  - Joksović, Milan D.
AU  - Marković, Violeta
AU  - Juranić, Zorica D.
AU  - Stanojković, Tatjana
AU  - Jovanović, Ljiljana S.
AU  - Damljanovic, Ivan S.
AU  - Szecsenyi, Katalin Meszaros
AU  - Todorović, Nina
AU  - Trifunović, Snežana S.
AU  - Vukicevic, Rastko D.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1024
AB  - A series of new N-[(3-ferrocenyl-1-phenylpyrazol-4-yl)methyl] alpha-amino acids were prepared and characterized by a range of spectroscopic techniques and cyclic voltammetry. The in vitro antitumor activity of all synthesized compounds was investigated against cervix adenocarcinoma HeLa, melanoma Fem-x and myelogenous leukemia K562 cell lines using the MTT method. Tryptophan derivative 11 exhibited the highest cytotoxic activity in the cell growth inhibition of all three types of cell lines. (C) 2009 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Sa, Lausanne
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety
VL  - 694
IS  - 24
SP  - 3935
EP  - 3942
DO  - 10.1016/j.jorganchem.2009.08.013
ER  - 

@article{
author = "Joksović, Milan D. and Marković, Violeta and Juranić, Zorica D. and Stanojković, Tatjana and Jovanović, Ljiljana S. and Damljanovic, Ivan S. and Szecsenyi, Katalin Meszaros and Todorović, Nina and Trifunović, Snežana S. and Vukicevic, Rastko D.",
year = "2009",
abstract = "A series of new N-[(3-ferrocenyl-1-phenylpyrazol-4-yl)methyl] alpha-amino acids were prepared and characterized by a range of spectroscopic techniques and cyclic voltammetry. The in vitro antitumor activity of all synthesized compounds was investigated against cervix adenocarcinoma HeLa, melanoma Fem-x and myelogenous leukemia K562 cell lines using the MTT method. Tryptophan derivative 11 exhibited the highest cytotoxic activity in the cell growth inhibition of all three types of cell lines. (C) 2009 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety",
volume = "694",
number = "24",
pages = "3935-3942",
doi = "10.1016/j.jorganchem.2009.08.013"
}

Joksović, M. D., Marković, V., Juranić, Z. D., Stanojković, T., Jovanović, L. S., Damljanovic, I. S., Szecsenyi, K. M., Todorović, N., Trifunović, S. S.,& Vukicevic, R. D.. (2009). Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety. in Journal of Organometallic Chemistry
Elsevier Science Sa, Lausanne., 694(24), 3935-3942.
https://doi.org/10.1016/j.jorganchem.2009.08.013

Joksović MD, Marković V, Juranić ZD, Stanojković T, Jovanović LS, Damljanovic IS, Szecsenyi KM, Todorović N, Trifunović SS, Vukicevic RD. Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety. in Journal of Organometallic Chemistry. 2009;694(24):3935-3942.
doi:10.1016/j.jorganchem.2009.08.013 .

Joksović, Milan D., Marković, Violeta, Juranić, Zorica D., Stanojković, Tatjana, Jovanović, Ljiljana S., Damljanovic, Ivan S., Szecsenyi, Katalin Meszaros, Todorović, Nina, Trifunović, Snežana S., Vukicevic, Rastko D., "Synthesis, characterization and antitumor activity of novel N-substituted alpha-amino acids containing ferrocenyl pyrazole-moiety" in Journal of Organometallic Chemistry, 694, no. 24 (2009):3935-3942,
https://doi.org/10.1016/j.jorganchem.2009.08.013 . .

TY  - JOUR
AU  - Stanković, Miroslava
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Todorović, Nina
AU  - Milosavljević, Slobodan M.
AU  - Gođevac, Dejan
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/952
AB  - The distribution of polyphenolic compounds in a grape (Vitis vinifera) seed extract (GSE) was determined using LC/ESI-TOF MS, HPLC/DAD, and (13)C-NMR. The 17 identified compounds comprised gallic and protocatechuic acid, catetchin and epicatechin monomers, procyanidin oligomers, and procyanidin gallates. This study addresses the in vitro effects of grape seed extract (GSE) on the frequency of micronuclei with reference to the antioxidant status in human lymphocytes. To establish the most effective protective support, we used four different concentrations of GSE, in the range 1-6 mu g/mL. Treatment of lymphocytes with GSE at a concentration of 2.5 mu g/mL induced a significant decrease in the frequency of micronuclei by 40%, reduction of malonyldialdehyde production by 30%, while a concentration of 5 mu g/mL increased catalase and glutathione S-transferase activity by 10 % and 15 %, respectively. These results demonstrate that GSE may be effective in the prevention of oxidative lymphocyte damage by ROS.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Planta Medica
T1  - Antioxidant properties of grape seed extract on human lymphocyte oxidative defence
VL  - 74
IS  - 7
SP  - 730
EP  - 735
DO  - 10.1055/s-2008-1074521
ER  - 

@article{
author = "Stanković, Miroslava and Tešević, Vele and Vajs, Vlatka and Todorović, Nina and Milosavljević, Slobodan M. and Gođevac, Dejan",
year = "2008",
abstract = "The distribution of polyphenolic compounds in a grape (Vitis vinifera) seed extract (GSE) was determined using LC/ESI-TOF MS, HPLC/DAD, and (13)C-NMR. The 17 identified compounds comprised gallic and protocatechuic acid, catetchin and epicatechin monomers, procyanidin oligomers, and procyanidin gallates. This study addresses the in vitro effects of grape seed extract (GSE) on the frequency of micronuclei with reference to the antioxidant status in human lymphocytes. To establish the most effective protective support, we used four different concentrations of GSE, in the range 1-6 mu g/mL. Treatment of lymphocytes with GSE at a concentration of 2.5 mu g/mL induced a significant decrease in the frequency of micronuclei by 40%, reduction of malonyldialdehyde production by 30%, while a concentration of 5 mu g/mL increased catalase and glutathione S-transferase activity by 10 % and 15 %, respectively. These results demonstrate that GSE may be effective in the prevention of oxidative lymphocyte damage by ROS.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Planta Medica",
title = "Antioxidant properties of grape seed extract on human lymphocyte oxidative defence",
volume = "74",
number = "7",
pages = "730-735",
doi = "10.1055/s-2008-1074521"
}

Stanković, M., Tešević, V., Vajs, V., Todorović, N., Milosavljević, S. M.,& Gođevac, D.. (2008). Antioxidant properties of grape seed extract on human lymphocyte oxidative defence. in Planta Medica
Georg Thieme Verlag Kg, Stuttgart., 74(7), 730-735.
https://doi.org/10.1055/s-2008-1074521

Stanković M, Tešević V, Vajs V, Todorović N, Milosavljević SM, Gođevac D. Antioxidant properties of grape seed extract on human lymphocyte oxidative defence. in Planta Medica. 2008;74(7):730-735.
doi:10.1055/s-2008-1074521 .

Stanković, Miroslava, Tešević, Vele, Vajs, Vlatka, Todorović, Nina, Milosavljević, Slobodan M., Gođevac, Dejan, "Antioxidant properties of grape seed extract on human lymphocyte oxidative defence" in Planta Medica, 74, no. 7 (2008):730-735,
https://doi.org/10.1055/s-2008-1074521 . .