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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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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 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 microscopy
Source:
Monatshefte Fur Chemie, 2014, 145, 11, 1715-1725
Publisher:
  • 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
[ Google Scholar ]
8
7
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1394
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - 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 . .

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