Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids
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 activitySource:
Tetrahedron, 2014, 70, 45, 8564-8570Publisher:
- Pergamon-Elsevier Science Ltd, Oxford
Projects:
DOI: 10.1016/j.tet.2014.09.070
ISSN: 0040-4020