Design, synthesis, and characterization of fullerene–peptide–steroid covalent hybrids
作者:Mira S. Bjelaković、Tatjana J. Kop、Marina Vlajić、Jelena Đorđević、Dragana R. Milić
DOI:10.1016/j.tet.2014.09.070
日期:2014.11
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. (C) 2014 Elsevier Ltd. All rights reserved.