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

被引：61

作者：

Balkrishna, Shah Jaimin ^{[1
]}

Kumar, Shailesh ^{[1
]}

Azad, Gajendra Kumar ^{[2
]}

Bhakuni, Bhagat Singh ^{[1
]}

Panini, Piyush ^{[1
]}

Ahalawat, Navjeet ^{[1
]}

Tomar, Raghuvir Singh ^{[2
]}

Detty, Michael R. ^{[3
]}

Kumar, Sangit ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Bhopal IISER, Dept Chem, Indore Bypass Rd, Bhopal 462066, MP, India

[2] Indian Inst Sci Educ & Res Bhopal IISER, Dept Biol Sci, Bhopal 462066, MP, India

[3] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 08期

关键词：

PEROXIDASE-LIKE ACTIVITY; CYCLIC SELENINATE ESTERS; GLUTATHIONE-PEROXIDASE; ANTIOXIDANT ACTIVITY; ORGANOSELENIUM CHEMISTRY; SACCHAROMYCES-CEREVISIAE; SYNTHETIC METHODOLOGY; REMARKABLE ACTIVITY; IN-SITU; MODEL;

D O I：

10.1039/c4ob00027g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of (KSeOBu)-Bu-t 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 x 10(3) mu M min(-1)) of oxidation of PhSH with H2O2, which is similar to 10(3)-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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收藏

页码：1215 / 1219

页数：5

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