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Issue 8, 2014
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An ebselen like catalyst with enhanced GPx activity via a selenol intermediate

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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

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Publication details

The article was received on 04 Jan 2014, accepted on 08 Jan 2014 and first published on 08 Jan 2014


Article type: Communication
DOI: 10.1039/C4OB00027G
Citation: Org. Biomol. Chem., 2014,12, 1215-1219
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    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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