TY  - JOUR
AU  - Milić, Dragana
AU  - Prato, Maurizio
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1044
AB  - Two classes of unsymmetrical, orthogonally protected bis-fulleropyrrohdine amino acids have been prepared as models for fullerene-based peptidomimetics with the carbon sphere inserted into the peptide backbone Two successive [3+2] cycloadditions of azomethine ylides (thermally generated from formaldehyde and the corresponding orthogonally protected glycino-amines and -acids) to C(60) afforded NHFmoc/CO(2)tBu and NHBoc/CO(2)Me fulleropyrrolidine couples, offering the possibility of selective deprotection under both acidic and basic conditions In both classes of unsymmetrical bis-adducts, the distribution of all the trans (t(1)-t(4)) and equatorial (e' and e '') isomers was quite similar except. for the t(3) NHBoc/CO(2)Me compound, which rapidly decomposed during chromatography All compounds were characterized by UV/Vis, (1)H and (13)C NMR spectroscopy, and mass spectrometry
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Organic Chemistry
T1  - Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics
IS  - 3
SP  - 476
EP  - 483
DO  - 10.1002/ejoc.200900791
ER  - 

@article{
author = "Milić, Dragana and Prato, Maurizio",
year = "2010",
abstract = "Two classes of unsymmetrical, orthogonally protected bis-fulleropyrrohdine amino acids have been prepared as models for fullerene-based peptidomimetics with the carbon sphere inserted into the peptide backbone Two successive [3+2] cycloadditions of azomethine ylides (thermally generated from formaldehyde and the corresponding orthogonally protected glycino-amines and -acids) to C(60) afforded NHFmoc/CO(2)tBu and NHBoc/CO(2)Me fulleropyrrolidine couples, offering the possibility of selective deprotection under both acidic and basic conditions In both classes of unsymmetrical bis-adducts, the distribution of all the trans (t(1)-t(4)) and equatorial (e' and e '') isomers was quite similar except. for the t(3) NHBoc/CO(2)Me compound, which rapidly decomposed during chromatography All compounds were characterized by UV/Vis, (1)H and (13)C NMR spectroscopy, and mass spectrometry",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Organic Chemistry",
title = "Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics",
number = "3",
pages = "476-483",
doi = "10.1002/ejoc.200900791"
}

Milić, D.,& Prato, M.. (2010). Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics. in European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(3), 476-483.
https://doi.org/10.1002/ejoc.200900791

Milić D, Prato M. Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics. in European Journal of Organic Chemistry. 2010;(3):476-483.
doi:10.1002/ejoc.200900791 .

Milić, Dragana, Prato, Maurizio, "Fullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimetics" in European Journal of Organic Chemistry, no. 3 (2010):476-483,
https://doi.org/10.1002/ejoc.200900791 . .

TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Csanadi, Janos
AU  - Juranić, Zorica D.
AU  - Žižak, Željko S.
AU  - Gasic, Miroslav J.
AU  - Šolaja, Bogdan A.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1020
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 Ac(2)O-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 anti proliferative activity of the spiro-product against three cancer cell lines, are also presented. (C) 2009 Elsevier Inc. All rights reserved.
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, Janos and Juranić, Zorica D. and Žižak, Željko S. and Gasic, Miroslav J. and Šolaja, Bogdan A.",
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 Ac(2)O-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 anti proliferative activity of the spiro-product against three cancer cell lines, are also presented. (C) 2009 Elsevier Inc. All rights reserved.",
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. D., Žižak, Ž. S., Gasic, M. J.,& Šolaja, B. A.. (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 ZD, Žižak ŽS, Gasic MJ, Šolaja BA. 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, Janos, Juranić, Zorica D., Žižak, Željko S., Gasic, Miroslav J., Šolaja, Bogdan A., "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 S.
AU  - Godjevac, Dejan
AU  - Milić, Dragana
PY  - 2007
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/883
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  - Pergamon-Elsevier Science Ltd, Oxford
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 S. and Godjevac, 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 = "Pergamon-Elsevier Science Ltd, Oxford",
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. S., Godjevac, D.,& Milić, D.. (2007). Synthesis and antioxidant properties of fullero-steroidal covalent conjugates. in Carbon
Pergamon-Elsevier Science Ltd, Oxford., 45(11), 2260-2265.
https://doi.org/10.1016/j.carbon.2007.06.027

Bjelaković MS, Godjevac 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 S., Godjevac, 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 . .