Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids
Authorized Users Only
2014
Authors
Bjelaković, Mira
Kop, Tatjana

Baošić, Rada

Zlatović, Mario

Zekic, Andrijana
Maslak, Veselin

Milić, Dragana

Article (Published version)

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Show full item recordAbstract
Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distrib...uted discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent.
Keywords:
Fullerenes / Antioxidant activity / Cyclic voltammetry / Hydrodynamic radius / Molecular modeling / Electron microscopySource:
Monatshefte Fur Chemie, 2014, 145, 11, 1715-1725Publisher:
- Springer Wien, Wien
Funding / projects:
- Design, synthesis and investigations of fullerene based nanomolecular machines (RS-172002)
- NATOs Public Diplomacy Division in the framework of "Science for Peace" project [SfP983638]
DOI: 10.1007/s00706-014-1287-5
ISSN: 0026-9247
WoS: 000343882400004
Scopus: 2-s2.0-84933058656
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IHTMTY - JOUR AU - Bjelaković, Mira AU - Kop, Tatjana AU - Baošić, Rada AU - Zlatović, Mario AU - Zekic, Andrijana AU - Maslak, Veselin AU - Milić, Dragana PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1394 AB - Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distributed discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent. PB - Springer Wien, Wien T2 - Monatshefte Fur Chemie T1 - Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids VL - 145 IS - 11 SP - 1715 EP - 1725 DO - 10.1007/s00706-014-1287-5 ER -
@article{ author = "Bjelaković, Mira and Kop, Tatjana and Baošić, Rada and Zlatović, Mario and Zekic, Andrijana and Maslak, Veselin and Milić, Dragana", year = "2014", abstract = "Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distributed discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent.", publisher = "Springer Wien, Wien", journal = "Monatshefte Fur Chemie", title = "Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids", volume = "145", number = "11", pages = "1715-1725", doi = "10.1007/s00706-014-1287-5" }
Bjelaković, M., Kop, T., Baošić, R., Zlatović, M., Zekic, A., Maslak, V.,& Milić, D.. (2014). Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids. in Monatshefte Fur Chemie Springer Wien, Wien., 145(11), 1715-1725. https://doi.org/10.1007/s00706-014-1287-5
Bjelaković M, Kop T, Baošić R, Zlatović M, Zekic A, Maslak V, Milić D. Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids. in Monatshefte Fur Chemie. 2014;145(11):1715-1725. doi:10.1007/s00706-014-1287-5 .
Bjelaković, Mira, Kop, Tatjana, Baošić, Rada, Zlatović, Mario, Zekic, Andrijana, Maslak, Veselin, Milić, Dragana, "Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids" in Monatshefte Fur Chemie, 145, no. 11 (2014):1715-1725, https://doi.org/10.1007/s00706-014-1287-5 . .