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 мар 2022
Accepted
19 май 2022
First published
20 май 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements