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Org Biomol Chem. 2014 Feb 28;12(8):1215-9. doi: 10.1039/c4ob00027g.

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

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Department of Chemistry, Indian Institute of Science Education and Research Bhopal (IISER), Indore bypass Road, Bhopal, MP 462 066, India.


The reaction of KSeO(t)Bu 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.

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