TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Csanadi, J.
AU  - Juranić, Zorica
AU  - Žižak, Željko
AU  - Gašić, Miroslav J.
AU  - Šolaja, Bogdan
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/618
AB  - A simple approach to a stable steroidal estrone derived A,B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac2O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the antiproliferative activity of the spiro-product against three cancer cell lines, are also presented.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system
VL  - 74
IS  - 12
SP  - 890
EP  - 895
DO  - 10.1016/j.steroids.2009.06.002
ER  - 

@article{
author = "Milić, Dragana and Kop, Tatjana and Csanadi, J. and Juranić, Zorica and Žižak, Željko and Gašić, Miroslav J. and Šolaja, Bogdan",
year = "2009",
abstract = "A simple approach to a stable steroidal estrone derived A,B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac2O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the antiproliferative activity of the spiro-product against three cancer cell lines, are also presented.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system",
volume = "74",
number = "12",
pages = "890-895",
doi = "10.1016/j.steroids.2009.06.002"
}

Milić, D., Kop, T., Csanadi, J., Juranić, Z., Žižak, Ž., Gašić, M. J.,& Šolaja, B.. (2009). Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system. in Steroids
Elsevier Science Inc, New York., 74(12), 890-895.
https://doi.org/10.1016/j.steroids.2009.06.002

Milić D, Kop T, Csanadi J, Juranić Z, Žižak Ž, Gašić MJ, Šolaja B. Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system. in Steroids. 2009;74(12):890-895.
doi:10.1016/j.steroids.2009.06.002 .

Milić, Dragana, Kop, Tatjana, Csanadi, J., Juranić, Zorica, Žižak, Željko, Gašić, Miroslav J., Šolaja, Bogdan, "Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system" in Steroids, 74, no. 12 (2009):890-895,
https://doi.org/10.1016/j.steroids.2009.06.002 . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Gođevac, Dejan
AU  - Milić, Dragana
PY  - 2007
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4183
AB  - Four new fullero-steroids were synthesized starting from gamma-aminobutyric acid (GABA)-incorporated fulleropyrrolidine and corresponding sterols. The synthesis, characterization, preliminary study on in vitro antioxidant activity as well as the steady state photophysical properties are presented. All synthesized compounds showed antioxidant activity 2-3-fold higher than the parent fullerene. The most active compound appeared to be as potent as standard antioxidant BHT (2,6-di-tert-butyl-4-methylphenol). Also, all of them fluoresce 6-8-fold stronger than C-60, thus representing potential irradiation assisted pro-oxidants. With significantly increased lipophilicity, it could be expected that attached steroidal subunit enables better penetration Of C60 to living cell membranes, thus facilitating its antioxidant activity. Based on all obtained results, newly synthesized covalent fullero-steroidal conjugates represent good candidates for potential antioxidants as well as pro-oxidants. (c) 2007 Elsevier Ltd. All rights reserved.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Carbon
T1  - Synthesis and antioxidant properties of fullero-steroidal covalent conjugates
VL  - 45
IS  - 11
SP  - 2260
EP  - 2265
DO  - 10.1016/j.carbon.2007.06.027
ER  - 

@article{
author = "Bjelaković, Mira and Gođevac, Dejan and Milić, Dragana",
year = "2007",
abstract = "Four new fullero-steroids were synthesized starting from gamma-aminobutyric acid (GABA)-incorporated fulleropyrrolidine and corresponding sterols. The synthesis, characterization, preliminary study on in vitro antioxidant activity as well as the steady state photophysical properties are presented. All synthesized compounds showed antioxidant activity 2-3-fold higher than the parent fullerene. The most active compound appeared to be as potent as standard antioxidant BHT (2,6-di-tert-butyl-4-methylphenol). Also, all of them fluoresce 6-8-fold stronger than C-60, thus representing potential irradiation assisted pro-oxidants. With significantly increased lipophilicity, it could be expected that attached steroidal subunit enables better penetration Of C60 to living cell membranes, thus facilitating its antioxidant activity. Based on all obtained results, newly synthesized covalent fullero-steroidal conjugates represent good candidates for potential antioxidants as well as pro-oxidants. (c) 2007 Elsevier Ltd. All rights reserved.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Carbon",
title = "Synthesis and antioxidant properties of fullero-steroidal covalent conjugates",
volume = "45",
number = "11",
pages = "2260-2265",
doi = "10.1016/j.carbon.2007.06.027"
}

Bjelaković, M., Gođevac, D.,& Milić, D.. (2007). Synthesis and antioxidant properties of fullero-steroidal covalent conjugates. in Carbon
Oxford : Pergamon-Elsevier Science Ltd., 45(11), 2260-2265.
https://doi.org/10.1016/j.carbon.2007.06.027

Bjelaković M, Gođevac D, Milić D. Synthesis and antioxidant properties of fullero-steroidal covalent conjugates. in Carbon. 2007;45(11):2260-2265.
doi:10.1016/j.carbon.2007.06.027 .

Bjelaković, Mira, Gođevac, Dejan, Milić, Dragana, "Synthesis and antioxidant properties of fullero-steroidal covalent conjugates" in Carbon, 45, no. 11 (2007):2260-2265,
https://doi.org/10.1016/j.carbon.2007.06.027 . .