Issue 25, 2022

Synthesis and antioxidant activities of N-thiophenyl ebselenamines: a 77Se{1H} NMR mechanistic study

Abstract

The step-by-step redox process of bis-[2-phenyl-1,2-benzisoselenazol-3(2H)-one-7-yl]diazene i.e. azo-bis-ebselen in the presence of PhSH and H2O2 was reported using 77Se{1H} NMR spectroscopy. The synthesis of N-thiophenyl ebselenamines as well as selenenyl sulphides is described. N-Thiophenyl ebselenamines quenched lipidperoxyl radicals much more efficiently than α-tocopherol and were highly regenerable by the presence of aqueous ascorbic acid in a two-phase (chlorobenzene/water) azo-initiated peroxidation system. All novel N-thiophenyl ebselenamines and their corresponding selenenyl sulphides were found to be very good glutathione peroxidase mimics compared to ebselen in the coupled reductase assay.

Graphical abstract: Synthesis and antioxidant activities of N-thiophenyl ebselenamines: a 77Se{1H} NMR mechanistic study

Supplementary files

Article information

Article type
Paper
Submitted
11 mar 2022
Accepted
19 maj 2022
First published
20 maj 2022

New J. Chem., 2022,46, 12010-12022

Synthesis and antioxidant activities of N-thiophenyl ebselenamines: a 77Se{1H} NMR mechanistic study

M. Kumar and V. P. Singh, New J. Chem., 2022, 46, 12010 DOI: 10.1039/D2NJ01225A

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