TY  - JOUR
AU  - Sladić, Dušan
AU  - Gasic, MJ
PY  - 2006
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/769
AB  - A review of results of bioactivity and reactivity examinations of marine sesquiterpene (hydro)quinones is presented. The article is focused mostly on friedo-rearranged drimane structural types, isolated from sponges of the order Dictyoceratida. Examples of structural correlations are outlined. Available results on the mechanism of redox processes and examinations of chemo- and regioselectivity in addition reactions are presented and, where possible, analyzed in relation to established bioactivities. Most of the bioactivity examinations are concerned with antitumor activities and the mechanism thereof, such as DNA damage, arylation of nucleophiles, tubulin assembly inhibition, protein kinase inhibition, inhibition of the arachidonic cascade, etc. Perspectives on marine drug development are discussed with respect to biotechnological methods and synthesis. Examples of the recognition of validated core structures and synthesis of structurally simplified compounds retaining modes of activity are analyzed.
PB  - Mdpi Ag, Basel
T2  - Molecules
T1  - Reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order Dictyoceratida
VL  - 11
IS  - 1
SP  - 1
EP  - 33
DO  - 10.3390/11010001
ER  - 

@article{
author = "Sladić, Dušan and Gasic, MJ",
year = "2006",
abstract = "A review of results of bioactivity and reactivity examinations of marine sesquiterpene (hydro)quinones is presented. The article is focused mostly on friedo-rearranged drimane structural types, isolated from sponges of the order Dictyoceratida. Examples of structural correlations are outlined. Available results on the mechanism of redox processes and examinations of chemo- and regioselectivity in addition reactions are presented and, where possible, analyzed in relation to established bioactivities. Most of the bioactivity examinations are concerned with antitumor activities and the mechanism thereof, such as DNA damage, arylation of nucleophiles, tubulin assembly inhibition, protein kinase inhibition, inhibition of the arachidonic cascade, etc. Perspectives on marine drug development are discussed with respect to biotechnological methods and synthesis. Examples of the recognition of validated core structures and synthesis of structurally simplified compounds retaining modes of activity are analyzed.",
publisher = "Mdpi Ag, Basel",
journal = "Molecules",
title = "Reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order Dictyoceratida",
volume = "11",
number = "1",
pages = "1-33",
doi = "10.3390/11010001"
}

Sladić, D.,& Gasic, M.. (2006). Reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order Dictyoceratida. in Molecules
Mdpi Ag, Basel., 11(1), 1-33.
https://doi.org/10.3390/11010001

Sladić D, Gasic M. Reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order Dictyoceratida. in Molecules. 2006;11(1):1-33.
doi:10.3390/11010001 .

Sladić, Dušan, Gasic, MJ, "Reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order Dictyoceratida" in Molecules, 11, no. 1 (2006):1-33,
https://doi.org/10.3390/11010001 . .

TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Juranić, Z.
AU  - Gasic, MJ
AU  - Tinant, B
AU  - Pocsfalvi, G
AU  - Šolaja, Bogdan A.
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/748
AB  - A simple approach to aromatization of steroidal quinols and epoxyquinols using a catalytic amount of TMSOTf is reported. Beside acetylation of the angular OH, the acid-catalyzed (TfOH) dienone-phenol rearrangement occurred affording "para" products, or in the case of blocked position 4, the acetoxy group 1,2-migration leads to the formation of "meta" products. Using epoxyquinol derivative as a substrate, the acetoxy group elimination was observed, followed by acid-catalyzed epoxy-ring opening and subsequent double bond migration, giving as a final product Delta(9,11) A-ring aromatized compounds. Synthesis of conduritol-like compounds and structure confirmation by X-ray crystallography of the precursor of steroidal conduritol is also described. In addition, the results of extensive antiproliferative screening against a panel of 60 cancer cell lines are presented. (c) 2005 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds
VL  - 70
IS  - 14
SP  - 922
EP  - 932
DO  - 10.1016/j.steroids.2005.07.001
ER  - 

@article{
author = "Milić, Dragana and Kop, Tatjana and Juranić, Z. and Gasic, MJ and Tinant, B and Pocsfalvi, G and Šolaja, Bogdan A.",
year = "2005",
abstract = "A simple approach to aromatization of steroidal quinols and epoxyquinols using a catalytic amount of TMSOTf is reported. Beside acetylation of the angular OH, the acid-catalyzed (TfOH) dienone-phenol rearrangement occurred affording "para" products, or in the case of blocked position 4, the acetoxy group 1,2-migration leads to the formation of "meta" products. Using epoxyquinol derivative as a substrate, the acetoxy group elimination was observed, followed by acid-catalyzed epoxy-ring opening and subsequent double bond migration, giving as a final product Delta(9,11) A-ring aromatized compounds. Synthesis of conduritol-like compounds and structure confirmation by X-ray crystallography of the precursor of steroidal conduritol is also described. In addition, the results of extensive antiproliferative screening against a panel of 60 cancer cell lines are presented. (c) 2005 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds",
volume = "70",
number = "14",
pages = "922-932",
doi = "10.1016/j.steroids.2005.07.001"
}

Milić, D., Kop, T., Juranić, Z., Gasic, M., Tinant, B., Pocsfalvi, G.,& Šolaja, B. A.. (2005). Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds. in Steroids
Elsevier Science Inc, New York., 70(14), 922-932.
https://doi.org/10.1016/j.steroids.2005.07.001

Milić D, Kop T, Juranić Z, Gasic M, Tinant B, Pocsfalvi G, Šolaja BA. Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds. in Steroids. 2005;70(14):922-932.
doi:10.1016/j.steroids.2005.07.001 .

Milić, Dragana, Kop, Tatjana, Juranić, Z., Gasic, MJ, Tinant, B, Pocsfalvi, G, Šolaja, Bogdan A., "Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds" in Steroids, 70, no. 14 (2005):922-932,
https://doi.org/10.1016/j.steroids.2005.07.001 . .

TY  - JOUR
AU  - Kapetanovic, R
AU  - Sladić, Dušan
AU  - Popov, S
AU  - Zlatović, Mario
AU  - Kljajic, Z
AU  - Gasic, MJ
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/756
AB  - The sterol composition of two green algae and two brown algae from the South Adriatic was determined. In the green alga Ulva lactuca, the principal sterols, were cholesterol and isofucosterol. In the brown alga Cystoseira adriatica, the main sterols were cholesterol and stigmast-5-en-3 beta-ol, while the characteristic sterol of the brown algae, fucosterol, was found only in low concentration. The sterol fractions of the green alga Codium dichotomum and the brown alga Fucus virsoides contained practically only one sterol each, comprising more than 90 % of the total sterols (clerosterol in the former and fucoserol in the latter).
AB  - Određen je sastav sterolne smese dve zelene i dve mrke alge iz južnog Jadrana. U zelenoj algi Ulva lactuca glavni steroli su holesterol i izofukosterol. U mrkoj algi Cystoseira adriatica glavni steroli su holesterol i stigmast-5-en-3ß-ol, dok je fukosterol, sterol karakterističan za mrke alge, nađen samo u maloj količini. Sterolne smese zelene alge Codium dichotomum i mrke alge Fucus virsoides sastoje se praktično samo od po jednog sterola, klerosterola u prvoj i fukosterola u drugoj, koji sačinjavaju više od 90 % sterolnih frakcija.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Sterol composition of the Adriatic sea algae Ulva lactuca, Codium dichotonium, Cystoseira adriatica and Fucus virsoides
T1  - Sastav sterolne smese algi jadranskog mora Ulva lactuca, Codium dichotomum, Cystoseira adriatica i Fucus virsoides
VL  - 70
IS  - 12
SP  - 1395
EP  - 1400
DO  - 10.2298/JSC0512395K
ER  - 

@article{
author = "Kapetanovic, R and Sladić, Dušan and Popov, S and Zlatović, Mario and Kljajic, Z and Gasic, MJ",
year = "2005",
abstract = "The sterol composition of two green algae and two brown algae from the South Adriatic was determined. In the green alga Ulva lactuca, the principal sterols, were cholesterol and isofucosterol. In the brown alga Cystoseira adriatica, the main sterols were cholesterol and stigmast-5-en-3 beta-ol, while the characteristic sterol of the brown algae, fucosterol, was found only in low concentration. The sterol fractions of the green alga Codium dichotomum and the brown alga Fucus virsoides contained practically only one sterol each, comprising more than 90 % of the total sterols (clerosterol in the former and fucoserol in the latter)., Određen je sastav sterolne smese dve zelene i dve mrke alge iz južnog Jadrana. U zelenoj algi Ulva lactuca glavni steroli su holesterol i izofukosterol. U mrkoj algi Cystoseira adriatica glavni steroli su holesterol i stigmast-5-en-3ß-ol, dok je fukosterol, sterol karakterističan za mrke alge, nađen samo u maloj količini. Sterolne smese zelene alge Codium dichotomum i mrke alge Fucus virsoides sastoje se praktično samo od po jednog sterola, klerosterola u prvoj i fukosterola u drugoj, koji sačinjavaju više od 90 % sterolnih frakcija.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Sterol composition of the Adriatic sea algae Ulva lactuca, Codium dichotonium, Cystoseira adriatica and Fucus virsoides, Sastav sterolne smese algi jadranskog mora Ulva lactuca, Codium dichotomum, Cystoseira adriatica i Fucus virsoides",
volume = "70",
number = "12",
pages = "1395-1400",
doi = "10.2298/JSC0512395K"
}

Kapetanovic, R., Sladić, D., Popov, S., Zlatović, M., Kljajic, Z.,& Gasic, M.. (2005). Sterol composition of the Adriatic sea algae Ulva lactuca, Codium dichotonium, Cystoseira adriatica and Fucus virsoides. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 70(12), 1395-1400.
https://doi.org/10.2298/JSC0512395K

Kapetanovic R, Sladić D, Popov S, Zlatović M, Kljajic Z, Gasic M. Sterol composition of the Adriatic sea algae Ulva lactuca, Codium dichotonium, Cystoseira adriatica and Fucus virsoides. in Journal of the Serbian Chemical Society. 2005;70(12):1395-1400.
doi:10.2298/JSC0512395K .

Kapetanovic, R, Sladić, Dušan, Popov, S, Zlatović, Mario, Kljajic, Z, Gasic, MJ, "Sterol composition of the Adriatic sea algae Ulva lactuca, Codium dichotonium, Cystoseira adriatica and Fucus virsoides" in Journal of the Serbian Chemical Society, 70, no. 12 (2005):1395-1400,
https://doi.org/10.2298/JSC0512395K . .

TY  - JOUR
AU  - Sladić, Dušan
AU  - Novaković, Irena T.
AU  - Vujčić, Zoran
AU  - Božić, Tatjana T.
AU  - Božić, Nataša
AU  - Milić, Dragana
AU  - Šolaja, Bogdan A.
AU  - Gasic, MJ
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/678
AB  - The avarone/avarol quinone/hydroquinone couple shows considerable antitumor activity. In this work, covalent modification of beta-lactoglobulin by avarone and its derivatives as well as by the synthetic steroidal quinone 2,5(10)-estradiene-1,4,17-trione and its derivatives were studied. The techniques for studying chemical modification of beta-lactoglobulin by quinones were: UV/Vis spectrophotometry, SDS PAGE and isoelectrofocusing. SDS PAGE results suggest that polymerization of the protein Occurs. It Could be seen that the protein of 18 kD gives the bands of 20 kD, 36 kD, 40 kD, 45 kD, 64 kD and 128 kD depending on modification agent. The shift of the pl of the protein (5.4) upon modification toward lower values (from pl 5.0 to 5.3) indicated that lysine amino groups are the principal site of the reaction of beta-lactoglobulin with the quinones.
AB  - Hinonsko/hidrohinonski par avaron/avarol pokazuje značajnu antitumorsku aktivnost. U ovom radu proučavane su kovalentne modifikacije β-laktoglobulina avaronom, sintetičkim steroidnim hinonom 2,5(10)-estradien-1,4,17-trionom i njihovim derivatima. Tehnike za praćenje hemijske modifikacije bile su: UV/Vis spektrofotometrija, SDS PAGE i izoelektrofokusiranje. Rezultati SDS PAGE ukazuju da se dešava polimerizacija proteina.Može se videti da protein od 18 kD daje trake od 20 kD, 36 kD, 40 kD, 45 kD, 64 kD i 128 kD u zavisnosti od agensa za modifikaciju. Pomeranje pI vrednosti proteina (5,4) nakon modifikacije ka nižim vrednostima (od pI 5,0 do 5,3) pokazuje da su amino-grupe lizina glavna mesta reakcije β-laktoglobulina sa hinonima.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Protein covalent modification by biologically active quinones
T1  - Kovalentne modifikacije proteina biološki aktivnim hinonima
VL  - 69
IS  - 11
SP  - 901
EP  - 907
DO  - 10.2298/JSC0411901S
ER  - 

@article{
author = "Sladić, Dušan and Novaković, Irena T. and Vujčić, Zoran and Božić, Tatjana T. and Božić, Nataša and Milić, Dragana and Šolaja, Bogdan A. and Gasic, MJ",
year = "2004",
abstract = "The avarone/avarol quinone/hydroquinone couple shows considerable antitumor activity. In this work, covalent modification of beta-lactoglobulin by avarone and its derivatives as well as by the synthetic steroidal quinone 2,5(10)-estradiene-1,4,17-trione and its derivatives were studied. The techniques for studying chemical modification of beta-lactoglobulin by quinones were: UV/Vis spectrophotometry, SDS PAGE and isoelectrofocusing. SDS PAGE results suggest that polymerization of the protein Occurs. It Could be seen that the protein of 18 kD gives the bands of 20 kD, 36 kD, 40 kD, 45 kD, 64 kD and 128 kD depending on modification agent. The shift of the pl of the protein (5.4) upon modification toward lower values (from pl 5.0 to 5.3) indicated that lysine amino groups are the principal site of the reaction of beta-lactoglobulin with the quinones., Hinonsko/hidrohinonski par avaron/avarol pokazuje značajnu antitumorsku aktivnost. U ovom radu proučavane su kovalentne modifikacije β-laktoglobulina avaronom, sintetičkim steroidnim hinonom 2,5(10)-estradien-1,4,17-trionom i njihovim derivatima. Tehnike za praćenje hemijske modifikacije bile su: UV/Vis spektrofotometrija, SDS PAGE i izoelektrofokusiranje. Rezultati SDS PAGE ukazuju da se dešava polimerizacija proteina.Može se videti da protein od 18 kD daje trake od 20 kD, 36 kD, 40 kD, 45 kD, 64 kD i 128 kD u zavisnosti od agensa za modifikaciju. Pomeranje pI vrednosti proteina (5,4) nakon modifikacije ka nižim vrednostima (od pI 5,0 do 5,3) pokazuje da su amino-grupe lizina glavna mesta reakcije β-laktoglobulina sa hinonima.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Protein covalent modification by biologically active quinones, Kovalentne modifikacije proteina biološki aktivnim hinonima",
volume = "69",
number = "11",
pages = "901-907",
doi = "10.2298/JSC0411901S"
}

Sladić, D., Novaković, I. T., Vujčić, Z., Božić, T. T., Božić, N., Milić, D., Šolaja, B. A.,& Gasic, M.. (2004). Protein covalent modification by biologically active quinones. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 69(11), 901-907.
https://doi.org/10.2298/JSC0411901S

Sladić D, Novaković IT, Vujčić Z, Božić TT, Božić N, Milić D, Šolaja BA, Gasic M. Protein covalent modification by biologically active quinones. in Journal of the Serbian Chemical Society. 2004;69(11):901-907.
doi:10.2298/JSC0411901S .

Sladić, Dušan, Novaković, Irena T., Vujčić, Zoran, Božić, Tatjana T., Božić, Nataša, Milić, Dragana, Šolaja, Bogdan A., Gasic, MJ, "Protein covalent modification by biologically active quinones" in Journal of the Serbian Chemical Society, 69, no. 11 (2004):901-907,
https://doi.org/10.2298/JSC0411901S . .

TY  - JOUR
AU  - Kamenarska, Z
AU  - Gasic, MJ
AU  - Zlatović, Mario
AU  - Rašović, Aleksandar
AU  - Sladić, Dušan
AU  - Kljajic, Z
AU  - Stefanov, K
AU  - Seizova, K
AU  - Najdenski, H
AU  - Kujumgiev, A
AU  - Tsvetkova, I
AU  - Popov, S
PY  - 2002
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/498
AB  - The chemical composition of the brown alga Padina pavonia (L.) Gaill. from the southern Adriatic Sea was investigated. Twelve sterols were identified in the sterol fraction, the main ones being cholesterol and fucosterol. The main fatty acids in the lipids were also identified.The most abundant fatty acid was palmitic acid, followed by oleic and myristic acids.The concentration of polyunsaturated fatty acids was unusually low for a marine alga. By GC/MS analysis of the volatile and polar fractions, 40 compounds were identified. Some of them probably possess defensive functions. In the volatile fraction free fatty acids, aromatic esters, benzyl alcohol and benzaldehyde predominated. Low concentrations of terpenoids, phenols and sulfur containing compounds were also identified.The nbutanol extract contained mainly fatty acids and polyols. Some of the extracts had an antibacterial activity.
PB  - Walter De Gruyter & Co, Berlin
T2  - Botanica Marina
T1  - Chemical composition of the brown alga Padina pavonia (L.) Gaill. from the adriatic sea
VL  - 45
IS  - 4
SP  - 339
EP  - 345
DO  - 10.1515/BOT.2002.034
ER  - 

@article{
author = "Kamenarska, Z and Gasic, MJ and Zlatović, Mario and Rašović, Aleksandar and Sladić, Dušan and Kljajic, Z and Stefanov, K and Seizova, K and Najdenski, H and Kujumgiev, A and Tsvetkova, I and Popov, S",
year = "2002",
abstract = "The chemical composition of the brown alga Padina pavonia (L.) Gaill. from the southern Adriatic Sea was investigated. Twelve sterols were identified in the sterol fraction, the main ones being cholesterol and fucosterol. The main fatty acids in the lipids were also identified.The most abundant fatty acid was palmitic acid, followed by oleic and myristic acids.The concentration of polyunsaturated fatty acids was unusually low for a marine alga. By GC/MS analysis of the volatile and polar fractions, 40 compounds were identified. Some of them probably possess defensive functions. In the volatile fraction free fatty acids, aromatic esters, benzyl alcohol and benzaldehyde predominated. Low concentrations of terpenoids, phenols and sulfur containing compounds were also identified.The nbutanol extract contained mainly fatty acids and polyols. Some of the extracts had an antibacterial activity.",
publisher = "Walter De Gruyter & Co, Berlin",
journal = "Botanica Marina",
title = "Chemical composition of the brown alga Padina pavonia (L.) Gaill. from the adriatic sea",
volume = "45",
number = "4",
pages = "339-345",
doi = "10.1515/BOT.2002.034"
}

Kamenarska, Z., Gasic, M., Zlatović, M., Rašović, A., Sladić, D., Kljajic, Z., Stefanov, K., Seizova, K., Najdenski, H., Kujumgiev, A., Tsvetkova, I.,& Popov, S.. (2002). Chemical composition of the brown alga Padina pavonia (L.) Gaill. from the adriatic sea. in Botanica Marina
Walter De Gruyter & Co, Berlin., 45(4), 339-345.
https://doi.org/10.1515/BOT.2002.034

Kamenarska Z, Gasic M, Zlatović M, Rašović A, Sladić D, Kljajic Z, Stefanov K, Seizova K, Najdenski H, Kujumgiev A, Tsvetkova I, Popov S. Chemical composition of the brown alga Padina pavonia (L.) Gaill. from the adriatic sea. in Botanica Marina. 2002;45(4):339-345.
doi:10.1515/BOT.2002.034 .

Kamenarska, Z, Gasic, MJ, Zlatović, Mario, Rašović, Aleksandar, Sladić, Dušan, Kljajic, Z, Stefanov, K, Seizova, K, Najdenski, H, Kujumgiev, A, Tsvetkova, I, Popov, S, "Chemical composition of the brown alga Padina pavonia (L.) Gaill. from the adriatic sea" in Botanica Marina, 45, no. 4 (2002):339-345,
https://doi.org/10.1515/BOT.2002.034 . .

TY  - JOUR
AU  - Božić, Tatjana T.
AU  - Sladić, Dušan
AU  - Zlatović, Mario
AU  - Novaković, Irena T.
AU  - Trifunović, Snežana S.
AU  - Gasic, MJ
PY  - 2002
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/506
AB  - The regioselectivity of the reaction of conjugate addition of thiols, amines, methanol and hydrogen chloride with the monoalkyl-1,4-benzoquinones avarone and 2-tert-butyl-1,4-benzoquinone was investigated. It was shown that the regioselectivity of the reaction is influenced by the electrophilicity of position 5 in unprotonated 2-alkylquinones, the increased electrophilicity of position 6 in acidic medium, and by the acidity of the intermediate hydroquinones.
AB  - Proučavana je regioselektivnost konjugovane adicije tiola, amina, metanola i hlorovodonika na monoalkil-1,4-benzohinone avaron i 2-tert-butil-1,4-benzohinon. Pokazano je da na regioselektivnost reakcije utiču elektrofilnost položaja 5 neprotonovanih 2-alkil-hinona i povećana elektrofilnost položaja 6 u kiseloj sredini, kao i kiselost intermedijernih hidrohinona.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones
T1  - Regioselektivnost konjugovane adicijena monoalkil-1,4-benzohinone
VL  - 67
IS  - 8-9
SP  - 547
EP  - 551
DO  - 10.2298/JSC0209547B
ER  - 

@article{
author = "Božić, Tatjana T. and Sladić, Dušan and Zlatović, Mario and Novaković, Irena T. and Trifunović, Snežana S. and Gasic, MJ",
year = "2002",
abstract = "The regioselectivity of the reaction of conjugate addition of thiols, amines, methanol and hydrogen chloride with the monoalkyl-1,4-benzoquinones avarone and 2-tert-butyl-1,4-benzoquinone was investigated. It was shown that the regioselectivity of the reaction is influenced by the electrophilicity of position 5 in unprotonated 2-alkylquinones, the increased electrophilicity of position 6 in acidic medium, and by the acidity of the intermediate hydroquinones., Proučavana je regioselektivnost konjugovane adicije tiola, amina, metanola i hlorovodonika na monoalkil-1,4-benzohinone avaron i 2-tert-butil-1,4-benzohinon. Pokazano je da na regioselektivnost reakcije utiču elektrofilnost položaja 5 neprotonovanih 2-alkil-hinona i povećana elektrofilnost položaja 6 u kiseloj sredini, kao i kiselost intermedijernih hidrohinona.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones, Regioselektivnost konjugovane adicijena monoalkil-1,4-benzohinone",
volume = "67",
number = "8-9",
pages = "547-551",
doi = "10.2298/JSC0209547B"
}

Božić, T. T., Sladić, D., Zlatović, M., Novaković, I. T., Trifunović, S. S.,& Gasic, M.. (2002). Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 67(8-9), 547-551.
https://doi.org/10.2298/JSC0209547B

Božić TT, Sladić D, Zlatović M, Novaković IT, Trifunović SS, Gasic M. Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones. in Journal of the Serbian Chemical Society. 2002;67(8-9):547-551.
doi:10.2298/JSC0209547B .

Božić, Tatjana T., Sladić, Dušan, Zlatović, Mario, Novaković, Irena T., Trifunović, Snežana S., Gasic, MJ, "Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones" in Journal of the Serbian Chemical Society, 67, no. 8-9 (2002):547-551,
https://doi.org/10.2298/JSC0209547B . .

TY  - JOUR
AU  - Pajic, I
AU  - Kljajic, Z
AU  - Dogovic, N
AU  - Sladić, Dušan
AU  - Juranić, Z.
AU  - Gasic, MJ
PY  - 2002
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/501
AB  - A lectin from the Adriatic sponge Haliclona cratera was purified by ion-exchange and gel chromatography The molecular mass of the lectin is approximately 29 kDa. Purified lectin is rich in hydrophobic and basic amino acids and has an isoelectric point at pH 8.6. H. cratera lectin is relatively heat- and pH-stable. It agglutinates native and trypsinized, papainized and neuraminidase-treated human A, B, O, AB and sheep erythrocytes, and the hemagglutinating activity is independent of Ca2+, Mn2+ and Mg2+ ions; D-galactose and N-acetyl-D-galactosamine are found to be moderate inhibitors of the activity. H. cratera lectin displays cytotoxic effect on HeLa and FemX cells and weak mitogenic effect on human T-lymphocytes pretreated with phytohemagglutinin (PHA). (C) 2002 Elsevier Science Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Comparative Biochemistry and Physiology. C: Toxicology and Pharmacology
T1  - A novel lectin from the sponge Haliclona cratera: isolation, characterization and biological activity
VL  - 132
IS  - 2
SP  - 213
EP  - 221
DO  - 10.1016/S1532-0456(02)00068-6
ER  - 

@article{
author = "Pajic, I and Kljajic, Z and Dogovic, N and Sladić, Dušan and Juranić, Z. and Gasic, MJ",
year = "2002",
abstract = "A lectin from the Adriatic sponge Haliclona cratera was purified by ion-exchange and gel chromatography The molecular mass of the lectin is approximately 29 kDa. Purified lectin is rich in hydrophobic and basic amino acids and has an isoelectric point at pH 8.6. H. cratera lectin is relatively heat- and pH-stable. It agglutinates native and trypsinized, papainized and neuraminidase-treated human A, B, O, AB and sheep erythrocytes, and the hemagglutinating activity is independent of Ca2+, Mn2+ and Mg2+ ions; D-galactose and N-acetyl-D-galactosamine are found to be moderate inhibitors of the activity. H. cratera lectin displays cytotoxic effect on HeLa and FemX cells and weak mitogenic effect on human T-lymphocytes pretreated with phytohemagglutinin (PHA). (C) 2002 Elsevier Science Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Comparative Biochemistry and Physiology. C: Toxicology and Pharmacology",
title = "A novel lectin from the sponge Haliclona cratera: isolation, characterization and biological activity",
volume = "132",
number = "2",
pages = "213-221",
doi = "10.1016/S1532-0456(02)00068-6"
}

Pajic, I., Kljajic, Z., Dogovic, N., Sladić, D., Juranić, Z.,& Gasic, M.. (2002). A novel lectin from the sponge Haliclona cratera: isolation, characterization and biological activity. in Comparative Biochemistry and Physiology. C: Toxicology and Pharmacology
Elsevier Science Inc, New York., 132(2), 213-221.
https://doi.org/10.1016/S1532-0456(02)00068-6

Pajic I, Kljajic Z, Dogovic N, Sladić D, Juranić Z, Gasic M. A novel lectin from the sponge Haliclona cratera: isolation, characterization and biological activity. in Comparative Biochemistry and Physiology. C: Toxicology and Pharmacology. 2002;132(2):213-221.
doi:10.1016/S1532-0456(02)00068-6 .

Pajic, I, Kljajic, Z, Dogovic, N, Sladić, Dušan, Juranić, Z., Gasic, MJ, "A novel lectin from the sponge Haliclona cratera: isolation, characterization and biological activity" in Comparative Biochemistry and Physiology. C: Toxicology and Pharmacology, 132, no. 2 (2002):213-221,
https://doi.org/10.1016/S1532-0456(02)00068-6 . .

TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Juranić, Z.
AU  - Gasic, MJ
AU  - Šolaja, Bogdan A.
PY  - 2001
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/468
AB  - Based on biological properties of epoxyquinols from natural sources, bromo and epoxyquinols derived from estrone were synthesized and screened against Fem-X. HeLa and K-562 cell lines. Evidence was found that the bromine atom and the epoxy moiety significantly increase the antiproliferative activity within the series. (C) 2001 Elsevier Science Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry Letters
T1  - Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone
VL  - 11
IS  - 16
SP  - 2197
EP  - 2200
DO  - 10.1016/S0960-894X(01)00402-4
ER  - 

@article{
author = "Milić, Dragana and Kop, Tatjana and Juranić, Z. and Gasic, MJ and Šolaja, Bogdan A.",
year = "2001",
abstract = "Based on biological properties of epoxyquinols from natural sources, bromo and epoxyquinols derived from estrone were synthesized and screened against Fem-X. HeLa and K-562 cell lines. Evidence was found that the bromine atom and the epoxy moiety significantly increase the antiproliferative activity within the series. (C) 2001 Elsevier Science Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry Letters",
title = "Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone",
volume = "11",
number = "16",
pages = "2197-2200",
doi = "10.1016/S0960-894X(01)00402-4"
}

Milić, D., Kop, T., Juranić, Z., Gasic, M.,& Šolaja, B. A.. (2001). Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone. in Bioorganic and Medicinal Chemistry Letters
Pergamon-Elsevier Science Ltd, Oxford., 11(16), 2197-2200.
https://doi.org/10.1016/S0960-894X(01)00402-4

Milić D, Kop T, Juranić Z, Gasic M, Šolaja BA. Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone. in Bioorganic and Medicinal Chemistry Letters. 2001;11(16):2197-2200.
doi:10.1016/S0960-894X(01)00402-4 .

Milić, Dragana, Kop, Tatjana, Juranić, Z., Gasic, MJ, Šolaja, Bogdan A., "Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone" in Bioorganic and Medicinal Chemistry Letters, 11, no. 16 (2001):2197-2200,
https://doi.org/10.1016/S0960-894X(01)00402-4 . .

TY  - JOUR
AU  - Marković, Zoran
AU  - Šolaja, Bogdan A.
AU  - Milić, Dragana
AU  - Juranić, Ivan O.
AU  - Gasic, MJ
PY  - 2000
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/437
AB  - The MO study showed that the radical oxidation of phenols into quinols occurs readily. Further radical oxidation (in the m-CPBA/(BzO)(2)/hv system) of quinols occurs through appropriate biradical species with an activation energy of 79.5 kJ/mol yielding syn-epoxyquinols. The stereochemical outcome presented in this study is in full agreement with the experimental results.
AB  - Molekulsko-orbitalnim proučavanjem potvrđeno je da lako dolazi do radikalske oksidacije fenola u odgovarajuće hinole. Daljom oksidacijom sistemom m-CPBA/(BzO)2/hν hinoli se preko biradikalskih reakcionih vrsta oksiduju u odgovarajuće epoksihinole. Izračunato je da aktivaciona energija ove reakcije iznosi 79.5 kJ/mol. Stereohemijske posledice naših izračunavanja su u potpunom skladu sa eksperimentalnim rezultatima.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Molecular orbital study of the oxidation of steroidal phenols into quinols and epoxyquinols
T1  - Molekulsko-orbitalno proučavanje oksidacije fenola u hinole i epoksihinole
VL  - 65
IS  - 7
SP  - 491
EP  - 496
DO  - 10.2298/JSC0007491M
ER  - 

@article{
author = "Marković, Zoran and Šolaja, Bogdan A. and Milić, Dragana and Juranić, Ivan O. and Gasic, MJ",
year = "2000",
abstract = "The MO study showed that the radical oxidation of phenols into quinols occurs readily. Further radical oxidation (in the m-CPBA/(BzO)(2)/hv system) of quinols occurs through appropriate biradical species with an activation energy of 79.5 kJ/mol yielding syn-epoxyquinols. The stereochemical outcome presented in this study is in full agreement with the experimental results., Molekulsko-orbitalnim proučavanjem potvrđeno je da lako dolazi do radikalske oksidacije fenola u odgovarajuće hinole. Daljom oksidacijom sistemom m-CPBA/(BzO)2/hν hinoli se preko biradikalskih reakcionih vrsta oksiduju u odgovarajuće epoksihinole. Izračunato je da aktivaciona energija ove reakcije iznosi 79.5 kJ/mol. Stereohemijske posledice naših izračunavanja su u potpunom skladu sa eksperimentalnim rezultatima.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Molecular orbital study of the oxidation of steroidal phenols into quinols and epoxyquinols, Molekulsko-orbitalno proučavanje oksidacije fenola u hinole i epoksihinole",
volume = "65",
number = "7",
pages = "491-496",
doi = "10.2298/JSC0007491M"
}

Marković, Z., Šolaja, B. A., Milić, D., Juranić, I. O.,& Gasic, M.. (2000). Molecular orbital study of the oxidation of steroidal phenols into quinols and epoxyquinols. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 65(7), 491-496.
https://doi.org/10.2298/JSC0007491M

Marković Z, Šolaja BA, Milić D, Juranić IO, Gasic M. Molecular orbital study of the oxidation of steroidal phenols into quinols and epoxyquinols. in Journal of the Serbian Chemical Society. 2000;65(7):491-496.
doi:10.2298/JSC0007491M .

Marković, Zoran, Šolaja, Bogdan A., Milić, Dragana, Juranić, Ivan O., Gasic, MJ, "Molecular orbital study of the oxidation of steroidal phenols into quinols and epoxyquinols" in Journal of the Serbian Chemical Society, 65, no. 7 (2000):491-496,
https://doi.org/10.2298/JSC0007491M . .

TY  - JOUR
AU  - Kapor, A
AU  - Ribar, B
AU  - Strumpel, M
AU  - Gasic, MJ
AU  - Milić, Dragana
AU  - Šolaja, Bogdan A.
PY  - 2000
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/387
AB  - Colourless single crystals were isolated as by-product during the synthesis of steroidal A-ring substituted 1,4-quinones (and epoxyquinols), as synthetic products with antibiotic and antitumor properties. Its structure was proposed by comparing IR, UV, H-1 and C-13 NMR spectra to the ones of quinone 2 and independently determined by an X-ray analysis, as 2 beta,3 beta-epoxyestr-5(10)-en-1,4,17-trione. Crystals belong to the monoclinic system with space group P2(1): a = 6.767(3) Angstrom, b = 7.097(5) Angstrom, 15.748(5) Angstrom, beta = 97.070(5)degrees, V = 750.6(8) Angstrom(3), Z = 2, D-x = 1.329 Mg m(-3), mu(Mo K-alpha) = 0.093 mm(-1). The structure was solved by direct methods and refined to a final R = 0.064 for 1729 reflections with I  gt  2 sigma(I). The steroidal skeleton with chiral centre at C13 possesses the S configuration defining beta-orientation of O2 atom bridging C2 and C3 atoms and beta-oriented methyl group bonded to C13 atom. The best plane through the ring A and epoxy ring plane form an angle of 89.6(2)degrees. Conformational analysis of the steroid rings are performed by calculating the ring puckering parameters and asymmetry factors. The conformation of the A ring is screw-boat S-1(6), ring B half-chair H-4(3), ring C chair C-1(4), and the five-membered D ring is half-chair H-2(1) conformation. The crystal structure is stabilised by the weak C-H ... O hydrogen bonds and van der Waals interaction. (C) 2000 Elsevier Science B.V. All rights reserved.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Structure and conformation of 2 beta,3 beta-epoxyestr-5(10)-en-1,4, 17-trione, spectroscopic and X-ray crystallographic studies
VL  - 522
SP  - 289
EP  - 301
DO  - 10.1016/S0022-2860(99)00363-4
ER  - 

@article{
author = "Kapor, A and Ribar, B and Strumpel, M and Gasic, MJ and Milić, Dragana and Šolaja, Bogdan A.",
year = "2000",
abstract = "Colourless single crystals were isolated as by-product during the synthesis of steroidal A-ring substituted 1,4-quinones (and epoxyquinols), as synthetic products with antibiotic and antitumor properties. Its structure was proposed by comparing IR, UV, H-1 and C-13 NMR spectra to the ones of quinone 2 and independently determined by an X-ray analysis, as 2 beta,3 beta-epoxyestr-5(10)-en-1,4,17-trione. Crystals belong to the monoclinic system with space group P2(1): a = 6.767(3) Angstrom, b = 7.097(5) Angstrom, 15.748(5) Angstrom, beta = 97.070(5)degrees, V = 750.6(8) Angstrom(3), Z = 2, D-x = 1.329 Mg m(-3), mu(Mo K-alpha) = 0.093 mm(-1). The structure was solved by direct methods and refined to a final R = 0.064 for 1729 reflections with I  gt  2 sigma(I). The steroidal skeleton with chiral centre at C13 possesses the S configuration defining beta-orientation of O2 atom bridging C2 and C3 atoms and beta-oriented methyl group bonded to C13 atom. The best plane through the ring A and epoxy ring plane form an angle of 89.6(2)degrees. Conformational analysis of the steroid rings are performed by calculating the ring puckering parameters and asymmetry factors. The conformation of the A ring is screw-boat S-1(6), ring B half-chair H-4(3), ring C chair C-1(4), and the five-membered D ring is half-chair H-2(1) conformation. The crystal structure is stabilised by the weak C-H ... O hydrogen bonds and van der Waals interaction. (C) 2000 Elsevier Science B.V. All rights reserved.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Structure and conformation of 2 beta,3 beta-epoxyestr-5(10)-en-1,4, 17-trione, spectroscopic and X-ray crystallographic studies",
volume = "522",
pages = "289-301",
doi = "10.1016/S0022-2860(99)00363-4"
}

Kapor, A., Ribar, B., Strumpel, M., Gasic, M., Milić, D.,& Šolaja, B. A.. (2000). Structure and conformation of 2 beta,3 beta-epoxyestr-5(10)-en-1,4, 17-trione, spectroscopic and X-ray crystallographic studies. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 522, 289-301.
https://doi.org/10.1016/S0022-2860(99)00363-4

Kapor A, Ribar B, Strumpel M, Gasic M, Milić D, Šolaja BA. Structure and conformation of 2 beta,3 beta-epoxyestr-5(10)-en-1,4, 17-trione, spectroscopic and X-ray crystallographic studies. in Journal of Molecular Structure. 2000;522:289-301.
doi:10.1016/S0022-2860(99)00363-4 .

Kapor, A, Ribar, B, Strumpel, M, Gasic, MJ, Milić, Dragana, Šolaja, Bogdan A., "Structure and conformation of 2 beta,3 beta-epoxyestr-5(10)-en-1,4, 17-trione, spectroscopic and X-ray crystallographic studies" in Journal of Molecular Structure, 522 (2000):289-301,
https://doi.org/10.1016/S0022-2860(99)00363-4 . .

TY  - JOUR
AU  - Milić, Dragana
AU  - Kapor, A
AU  - Markov, B
AU  - Ribar, B
AU  - Strumpel, M
AU  - Juranić, Z.
AU  - Gasic, MJ
AU  - Šolaja, Bogdan A.
PY  - 1999
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/426
AB  - Based on the biological properties of epoxyquinols from natural sources, the title compound was synthesised as a potential antitumor agent. Its molecular structure was partially confirmed by NMR studies. The detailed structure was established by X-ray analysis revealing two symmetry independent molecules in the asymmetric unit each consisting of four fused rings with the C(10) beta-oriented hydroxy group and beta-oriented O atom bridging C(4) and C(5). The conformation of A ring in both conformers A and B is boat (B-3,B-6), while rings B and C are chairs (C-1(4)) and the five-membered D ring is in an envelope (E-2) conformation. The in vitro antitumor activity of title compound and its 17 beta-acetoxy analogue against HeLa and Fem-x cells revealed IC50 values of 5.7 and 7.1 mu M, and 2.25 and 1.58 mu M, respectively. Corresponding quinols were tested on 47 cell lines with 10 beta-hydroxy-17 beta-acetoxyestra-1,4-dien-3-one being most active against leukemia SR cells (GI(50) = 0.17 mu M).
PB  - Mdpi Ag, Basel
T2  - Molecules
T1  - X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners
VL  - 4
IS  - 12
SP  - 338
EP  - 352
DO  - 10.3390/41200338
ER  - 

@article{
author = "Milić, Dragana and Kapor, A and Markov, B and Ribar, B and Strumpel, M and Juranić, Z. and Gasic, MJ and Šolaja, Bogdan A.",
year = "1999",
abstract = "Based on the biological properties of epoxyquinols from natural sources, the title compound was synthesised as a potential antitumor agent. Its molecular structure was partially confirmed by NMR studies. The detailed structure was established by X-ray analysis revealing two symmetry independent molecules in the asymmetric unit each consisting of four fused rings with the C(10) beta-oriented hydroxy group and beta-oriented O atom bridging C(4) and C(5). The conformation of A ring in both conformers A and B is boat (B-3,B-6), while rings B and C are chairs (C-1(4)) and the five-membered D ring is in an envelope (E-2) conformation. The in vitro antitumor activity of title compound and its 17 beta-acetoxy analogue against HeLa and Fem-x cells revealed IC50 values of 5.7 and 7.1 mu M, and 2.25 and 1.58 mu M, respectively. Corresponding quinols were tested on 47 cell lines with 10 beta-hydroxy-17 beta-acetoxyestra-1,4-dien-3-one being most active against leukemia SR cells (GI(50) = 0.17 mu M).",
publisher = "Mdpi Ag, Basel",
journal = "Molecules",
title = "X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners",
volume = "4",
number = "12",
pages = "338-352",
doi = "10.3390/41200338"
}

Milić, D., Kapor, A., Markov, B., Ribar, B., Strumpel, M., Juranić, Z., Gasic, M.,& Šolaja, B. A.. (1999). X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners. in Molecules
Mdpi Ag, Basel., 4(12), 338-352.
https://doi.org/10.3390/41200338

Milić D, Kapor A, Markov B, Ribar B, Strumpel M, Juranić Z, Gasic M, Šolaja BA. X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners. in Molecules. 1999;4(12):338-352.
doi:10.3390/41200338 .

Milić, Dragana, Kapor, A, Markov, B, Ribar, B, Strumpel, M, Juranić, Z., Gasic, MJ, Šolaja, Bogdan A., "X-ray crystal structure of 10 beta-hydroxy-4 beta,5 beta P-epoxyestr-1-en-3,17-dione and antitumor activity of its congeners" in Molecules, 4, no. 12 (1999):338-352,
https://doi.org/10.3390/41200338 . .

TY  - JOUR
AU  - Zlatović, Mario
AU  - Sladić, Dušan
AU  - Gasic, MJ
PY  - 1999
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/424
AB  - Several NADH model compounds, N-alkyl-1,4-dihydronicotinamides, some of them possessing amphiphilic properties, have been synthesized, and the kinetics of their reaction with a biologically active liphophilic quinone, avarone, has been studied in a protic solvent both in the presence and absence of cationic, anionic or non-ionic surfactants. In the absence of micellar agents, the medium- and long-chain N-dodecyl (3) and N-heptadecyl (4) derivatives show a significant increase in the reaction rates compared to other model compounds, due to the stabilization of the semiquinone intermediate. Anionic surfactants retard the reaction, non-ionic surfactants slightly accelerate the reaction with the short-chain derivatives, and retard the reaction with the medium- and long-chain derivatives, and the cationic surfactants increase the reaction rate with all derivatives except the long-chain 4. The results support the e-p-e mechanism of the reduction of lipophilic quinones by NADH models in protic medium.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities
VL  - 64
IS  - 11
SP  - 647
EP  - 654
UR  - https://hdl.handle.net/21.15107/rcub_cherry_424
ER  - 

@article{
author = "Zlatović, Mario and Sladić, Dušan and Gasic, MJ",
year = "1999",
abstract = "Several NADH model compounds, N-alkyl-1,4-dihydronicotinamides, some of them possessing amphiphilic properties, have been synthesized, and the kinetics of their reaction with a biologically active liphophilic quinone, avarone, has been studied in a protic solvent both in the presence and absence of cationic, anionic or non-ionic surfactants. In the absence of micellar agents, the medium- and long-chain N-dodecyl (3) and N-heptadecyl (4) derivatives show a significant increase in the reaction rates compared to other model compounds, due to the stabilization of the semiquinone intermediate. Anionic surfactants retard the reaction, non-ionic surfactants slightly accelerate the reaction with the short-chain derivatives, and retard the reaction with the medium- and long-chain derivatives, and the cationic surfactants increase the reaction rate with all derivatives except the long-chain 4. The results support the e-p-e mechanism of the reduction of lipophilic quinones by NADH models in protic medium.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities",
volume = "64",
number = "11",
pages = "647-654",
url = "https://hdl.handle.net/21.15107/rcub_cherry_424"
}

Zlatović, M., Sladić, D.,& Gasic, M.. (1999). The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 64(11), 647-654.
https://hdl.handle.net/21.15107/rcub_cherry_424

Zlatović M, Sladić D, Gasic M. The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities. in Journal of the Serbian Chemical Society. 1999;64(11):647-654.
https://hdl.handle.net/21.15107/rcub_cherry_424 .

Zlatović, Mario, Sladić, Dušan, Gasic, MJ, "The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities" in Journal of the Serbian Chemical Society, 64, no. 11 (1999):647-654,
https://hdl.handle.net/21.15107/rcub_cherry_424 .

TY  - JOUR
AU  - Milić, Dragana
AU  - Gasic, MJ
AU  - Muster, W
AU  - Csanadi, JJ
AU  - Šolaja, Bogdan A.
PY  - 1997
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2597
AB  - The preparation of A-ring steroidal 1,4-quinones involves m-CPBA/(BzO)(2)O/hv oxidation of estrone (or estradiol 17-acetate), acid rearrangement of the obtained quinol, and oxidation A detailed NMR analysis of 1,4-quinones and their derivatives, as well as the results of preliminary antibacterial and cytotoxicity tests is presented. (C) 1997 Elsevier Science Ltd.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - The synthesis and biological evaluation of A-ring substituted steroidal p-quinones
VL  - 53
IS  - 41
SP  - 14073
EP  - 14084
DO  - 10.1016/S0040-4020(97)00910-1
ER  - 

@article{
author = "Milić, Dragana and Gasic, MJ and Muster, W and Csanadi, JJ and Šolaja, Bogdan A.",
year = "1997",
abstract = "The preparation of A-ring steroidal 1,4-quinones involves m-CPBA/(BzO)(2)O/hv oxidation of estrone (or estradiol 17-acetate), acid rearrangement of the obtained quinol, and oxidation A detailed NMR analysis of 1,4-quinones and their derivatives, as well as the results of preliminary antibacterial and cytotoxicity tests is presented. (C) 1997 Elsevier Science Ltd.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "The synthesis and biological evaluation of A-ring substituted steroidal p-quinones",
volume = "53",
number = "41",
pages = "14073-14084",
doi = "10.1016/S0040-4020(97)00910-1"
}

Milić, D., Gasic, M., Muster, W., Csanadi, J.,& Šolaja, B. A.. (1997). The synthesis and biological evaluation of A-ring substituted steroidal p-quinones. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 53(41), 14073-14084.
https://doi.org/10.1016/S0040-4020(97)00910-1

Milić D, Gasic M, Muster W, Csanadi J, Šolaja BA. The synthesis and biological evaluation of A-ring substituted steroidal p-quinones. in Tetrahedron. 1997;53(41):14073-14084.
doi:10.1016/S0040-4020(97)00910-1 .

Milić, Dragana, Gasic, MJ, Muster, W, Csanadi, JJ, Šolaja, Bogdan A., "The synthesis and biological evaluation of A-ring substituted steroidal p-quinones" in Tetrahedron, 53, no. 41 (1997):14073-14084,
https://doi.org/10.1016/S0040-4020(97)00910-1 . .

TY  - JOUR
AU  - Opric, MM
AU  - Poznanović-Spahić, Maja
AU  - Kljajic, Z
AU  - Sladić, Dušan
AU  - Pupic, G
AU  - Perunović, B.
AU  - Gasic, MJ
PY  - 1996
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2250
AB  - Three marine invertebrate FITC-labelled lectins, CNL, GCL, and GSL, isolated respectively, from the sponges Chondrilla nucula, Geodia cydonium, and the hexacoral Gerardia savaglia, were used as potential diagnostic tools for different breast tumors. The lectins vary in their carbohydrate binding properties: GSL is D-mannose specific, GCL and CNL D-galactose specific. GSL labels most investigated types of malignant tissues distinctively, while the results with CNL and GC-L are less consistent. The well known D-mannose specific lectin, concanavalin A, also binds to tumor tissues, but with much lower intensity than GSL.
PB  - Luigi Ponzio E Figlio, Pavia
T2  - European Journal of Histochemistry
T1  - Labelling of breast carcinoma, thyroid carcinoma and melanoma with manno- and galacto-specific lectins from marine invertebrates
VL  - 40
IS  - 3
SP  - 211
EP  - 218
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2250
ER  - 

@article{
author = "Opric, MM and Poznanović-Spahić, Maja and Kljajic, Z and Sladić, Dušan and Pupic, G and Perunović, B. and Gasic, MJ",
year = "1996",
abstract = "Three marine invertebrate FITC-labelled lectins, CNL, GCL, and GSL, isolated respectively, from the sponges Chondrilla nucula, Geodia cydonium, and the hexacoral Gerardia savaglia, were used as potential diagnostic tools for different breast tumors. The lectins vary in their carbohydrate binding properties: GSL is D-mannose specific, GCL and CNL D-galactose specific. GSL labels most investigated types of malignant tissues distinctively, while the results with CNL and GC-L are less consistent. The well known D-mannose specific lectin, concanavalin A, also binds to tumor tissues, but with much lower intensity than GSL.",
publisher = "Luigi Ponzio E Figlio, Pavia",
journal = "European Journal of Histochemistry",
title = "Labelling of breast carcinoma, thyroid carcinoma and melanoma with manno- and galacto-specific lectins from marine invertebrates",
volume = "40",
number = "3",
pages = "211-218",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2250"
}

Opric, M., Poznanović-Spahić, M., Kljajic, Z., Sladić, D., Pupic, G., Perunović, B.,& Gasic, M.. (1996). Labelling of breast carcinoma, thyroid carcinoma and melanoma with manno- and galacto-specific lectins from marine invertebrates. in European Journal of Histochemistry
Luigi Ponzio E Figlio, Pavia., 40(3), 211-218.
https://hdl.handle.net/21.15107/rcub_cherry_2250

Opric M, Poznanović-Spahić M, Kljajic Z, Sladić D, Pupic G, Perunović B, Gasic M. Labelling of breast carcinoma, thyroid carcinoma and melanoma with manno- and galacto-specific lectins from marine invertebrates. in European Journal of Histochemistry. 1996;40(3):211-218.
https://hdl.handle.net/21.15107/rcub_cherry_2250 .

Opric, MM, Poznanović-Spahić, Maja, Kljajic, Z, Sladić, Dušan, Pupic, G, Perunović, B., Gasic, MJ, "Labelling of breast carcinoma, thyroid carcinoma and melanoma with manno- and galacto-specific lectins from marine invertebrates" in European Journal of Histochemistry, 40, no. 3 (1996):211-218,
https://hdl.handle.net/21.15107/rcub_cherry_2250 .

TY  - JOUR
AU  - Šolaja, Bogdan A.
AU  - Milić, Dragana
AU  - Gasic, MJ
PY  - 1996
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2241
AB  - Steroidal quinols were obtained on large scale in 50-57% yield, together with syn-epoxyquinols. The reaction conditions can be adjusted to afford only the corresponding steroidal epoxyquinol in 51-54% yield. Copyright (C) 1996 Elsevier Science Ltd
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Letters
T1  - A novel m-CPBA oxidation: p-quinols and epoxyquinols from phenols
VL  - 37
IS  - 21
SP  - 3765
EP  - 3768
DO  - 10.1016/0040-4039(96)00677-6
ER  - 

@article{
author = "Šolaja, Bogdan A. and Milić, Dragana and Gasic, MJ",
year = "1996",
abstract = "Steroidal quinols were obtained on large scale in 50-57% yield, together with syn-epoxyquinols. The reaction conditions can be adjusted to afford only the corresponding steroidal epoxyquinol in 51-54% yield. Copyright (C) 1996 Elsevier Science Ltd",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "A novel m-CPBA oxidation: p-quinols and epoxyquinols from phenols",
volume = "37",
number = "21",
pages = "3765-3768",
doi = "10.1016/0040-4039(96)00677-6"
}

Šolaja, B. A., Milić, D.,& Gasic, M.. (1996). A novel m-CPBA oxidation: p-quinols and epoxyquinols from phenols. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 37(21), 3765-3768.
https://doi.org/10.1016/0040-4039(96)00677-6

Šolaja BA, Milić D, Gasic M. A novel m-CPBA oxidation: p-quinols and epoxyquinols from phenols. in Tetrahedron Letters. 1996;37(21):3765-3768.
doi:10.1016/0040-4039(96)00677-6 .

Šolaja, Bogdan A., Milić, Dragana, Gasic, MJ, "A novel m-CPBA oxidation: p-quinols and epoxyquinols from phenols" in Tetrahedron Letters, 37, no. 21 (1996):3765-3768,
https://doi.org/10.1016/0040-4039(96)00677-6 . .

TY  - JOUR
AU  - Muller, W.E.G.
AU  - Sladić, Dušan
AU  - Zahn, R.K.
AU  - Bassler, K.-H.
AU  - Dogovic, N.
AU  - Gerner, H.
AU  - Gasic, M.J.
AU  - Schroder, H.C.
PY  - 1987
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/13
AB  - The hydroquinone-containing cytostatic compound avarol inhibits predominantly growth of those cell lines which have a low level of superoxide dismutase. The substrate of this enzyme, the superoxide anion, was found to be formed during the in vitro oxidation reaction of avarol to its semiquinone radical in the presence of oxygen. Under the same incubation conditions plasmid DNA (pBR322) was converted from the fully supercoiled circular form mainly to the nicked circular form, indicating that the compound causes primarily single-strand breaks. Using Friend erythroleukemia cells (FLC) it was found that avarol induces a dose-dependent DNA damage; the maximum number of DNA strand breaks was observed at 5 h after addition of the compound to the cells. Removal of avarol resulted in a rapid DNA rejoining with biphasic repair kinetics [first half-time, 8 min (90% of the breaks) and a second half-time, 40 min (10% of the breaks)]. When the degree of avarol-induced DNA damage in FLC was compared with the drug-caused inhibition of cell growth a close correlation was established. Avarol displayed no effect on dimethyl sulfoxide-induced erythrodifferentiation of FLC as determined by the benzidine reaction and by dot blot hybridization experiments. From incubation studies of FLC with [3H]avarol no hint was obtained for the formation of an adduct between DNA and the compound. The subcellular distribution of [3H]avarol was studied in liver cells after i.v. application of the compound. The predominant amount of the compound was present in the cytosolic fraction; little avarol was associated with plasma membranes, nuclei, and mitochondria. Using (a) oxidative phosphorylation and (b) oxygen uptake as parameters for mitochondrial function, no effect of the compound on the activity of this organelle was determined. These results suggest that avarol forms superoxide anions (and in consequence possibly also hydroxyl radicals) especially in those cells which have low levels of superoxide dismutase. Moreover, evidence is provided that the active oxygen species cause DNA damage resulting in the observed cytotoxic effect.
T2  - Cancer Research
T1  - Avarol-induced DNA strand breakage in vitro and in Friend erythroleukemia cells
VL  - 47
IS  - 24 I
SP  - 6565
EP  - 6571
UR  - https://hdl.handle.net/21.15107/rcub_cherry_13
ER  - 

@article{
author = "Muller, W.E.G. and Sladić, Dušan and Zahn, R.K. and Bassler, K.-H. and Dogovic, N. and Gerner, H. and Gasic, M.J. and Schroder, H.C.",
year = "1987",
abstract = "The hydroquinone-containing cytostatic compound avarol inhibits predominantly growth of those cell lines which have a low level of superoxide dismutase. The substrate of this enzyme, the superoxide anion, was found to be formed during the in vitro oxidation reaction of avarol to its semiquinone radical in the presence of oxygen. Under the same incubation conditions plasmid DNA (pBR322) was converted from the fully supercoiled circular form mainly to the nicked circular form, indicating that the compound causes primarily single-strand breaks. Using Friend erythroleukemia cells (FLC) it was found that avarol induces a dose-dependent DNA damage; the maximum number of DNA strand breaks was observed at 5 h after addition of the compound to the cells. Removal of avarol resulted in a rapid DNA rejoining with biphasic repair kinetics [first half-time, 8 min (90% of the breaks) and a second half-time, 40 min (10% of the breaks)]. When the degree of avarol-induced DNA damage in FLC was compared with the drug-caused inhibition of cell growth a close correlation was established. Avarol displayed no effect on dimethyl sulfoxide-induced erythrodifferentiation of FLC as determined by the benzidine reaction and by dot blot hybridization experiments. From incubation studies of FLC with [3H]avarol no hint was obtained for the formation of an adduct between DNA and the compound. The subcellular distribution of [3H]avarol was studied in liver cells after i.v. application of the compound. The predominant amount of the compound was present in the cytosolic fraction; little avarol was associated with plasma membranes, nuclei, and mitochondria. Using (a) oxidative phosphorylation and (b) oxygen uptake as parameters for mitochondrial function, no effect of the compound on the activity of this organelle was determined. These results suggest that avarol forms superoxide anions (and in consequence possibly also hydroxyl radicals) especially in those cells which have low levels of superoxide dismutase. Moreover, evidence is provided that the active oxygen species cause DNA damage resulting in the observed cytotoxic effect.",
journal = "Cancer Research",
title = "Avarol-induced DNA strand breakage in vitro and in Friend erythroleukemia cells",
volume = "47",
number = "24 I",
pages = "6565-6571",
url = "https://hdl.handle.net/21.15107/rcub_cherry_13"
}

Muller, W.E.G., Sladić, D., Zahn, R.K., Bassler, K.-H., Dogovic, N., Gerner, H., Gasic, M.J.,& Schroder, H.C.. (1987). Avarol-induced DNA strand breakage in vitro and in Friend erythroleukemia cells. in Cancer Research, 47(24 I), 6565-6571.
https://hdl.handle.net/21.15107/rcub_cherry_13

Muller W, Sladić D, Zahn R, Bassler K, Dogovic N, Gerner H, Gasic M, Schroder H. Avarol-induced DNA strand breakage in vitro and in Friend erythroleukemia cells. in Cancer Research. 1987;47(24 I):6565-6571.
https://hdl.handle.net/21.15107/rcub_cherry_13 .

Muller, W.E.G., Sladić, Dušan, Zahn, R.K., Bassler, K.-H., Dogovic, N., Gerner, H., Gasic, M.J., Schroder, H.C., "Avarol-induced DNA strand breakage in vitro and in Friend erythroleukemia cells" in Cancer Research, 47, no. 24 I (1987):6565-6571,
https://hdl.handle.net/21.15107/rcub_cherry_13 .