Issue 8, 2014

An ebselen like catalyst with enhanced GPx activity via a selenol intermediate

Abstract

The reaction of KSeOtBu with 2-iodo-arylbenzamides gave benzamide ring-substituted, quinine-derived isoselenazolones 1b–1d. The reaction of PhSH with ortho-methyl-substituted isoselenazolone 1b gave selenol 3b, which is oxidized by H2O2 to regenerate 1b. Isoselenazolone 1b shows a high rate (0.33 × 103 μM min−1) of oxidation of PhSH with H2O2, which is ∼103-fold more active than ebselen (1a) and ≥30-fold more active than the other isoselenazolones of this study. Compound 1b shows less inhibition of the growth of yeast cells than 1a.

Graphical abstract: An ebselen like catalyst with enhanced GPx activity via a selenol intermediate

Supplementary files

Article information

Article type
Communication
Submitted
04 Gen. 2014
Accepted
08 Gen. 2014
First published
08 Gen. 2014

Org. Biomol. Chem., 2014,12, 1215-1219

An ebselen like catalyst with enhanced GPx activity via a selenol intermediate

S. J. Balkrishna, S. Kumar, G. K. Azad, B. S. Bhakuni, P. Panini, N. Ahalawat, R. S. Tomar, M. R. Detty and S. Kumar, Org. Biomol. Chem., 2014, 12, 1215 DOI: 10.1039/C4OB00027G

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