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.
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 - 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 and Gođevac, Dejan and Milić, Dragana",
year = "2007",
url = "https://cer.ihtm.bg.ac.rs/handle/123456789/4183",
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, Gođevac D, Milić D. Synthesis and antioxidant properties of fullero-steroidal covalent conjugates. Carbon. 2007;45(11):2260-2265
Bjelaković, M., Gođevac, D.,& Milić, D. (2007). Synthesis and antioxidant properties of fullero-steroidal covalent conjugates.
CarbonPergamon-Elsevier Science Ltd, Oxford., 45(11), 2260-2265.
https://doi.org/10.1016/j.carbon.2007.06.027
Bjelaković Mira, Gođevac Dejan, Milić Dragana, "Synthesis and antioxidant properties of fullero-steroidal covalent conjugates" 45, no. 11 (2007):2260-2265,
https://doi.org/10.1016/j.carbon.2007.06.027 .
