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Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids

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2014
Authors
Bjelaković, Mira
Kop, Tatjana
Vajic, Marina
Dordevic, Jelena
Milić, Dragana
Article (Published version)
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Abstract
The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and steroidal moiety. Previously synthesized fulleropyrrolidinic acid and pregnenolone were connected by peptide linker using a multistep DCC/DMAP and/or EDC/HOBT esterification/amidation procedure. The hybrids were characterized by comparative analysis of spectroscopic data obtained from FUR, UV-vis, HRMS, and extensive NMR experiments (H-1, C-13, COSY, HSQC, and HMBC). The self-assembling properties and morphology of triads samples prepared by drop-drying method were examined by scanning electron microscopy (SEM). Preliminary in vitro antioxidant activity was studied by Ferrous ion Oxidation-Xylenol orange (FOX) method.
Keywords:
Fullerene-peptide-steroid hybrids / DCC/DMAP / EDC/HOBT / SEM / Antioxidant activity
Source:
Tetrahedron, 2014, 70, 45, 8564-8570
Publisher:
  • Pergamon-Elsevier Science Ltd, Oxford
Projects:
  • Design, synthesis and investigations of fullerene based nanomolecular machines (RS-172002)

DOI: 10.1016/j.tet.2014.09.070

ISSN: 0040-4020

WoS: 000345815100015

Scopus: 2-s2.0-84907971389
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/1471
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