An ebselen like catalyst with enhanced GPx activity via a selenol intermediate
| Autor: | Shailesh Kumar, Raghuvir Singh Tomar, Bhagat Singh Bhakuni, Michael R. Detty, Gajendra Kumar Azad, Navjeet Ahalawat, Piyush Panini, Sangit Kumar, Shah Jaimin Balkrishna |
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| Rok vydání: | 2014 |
| Předmět: |
Azoles
Models Molecular Glutathione Peroxidase Stereochemistry Ebselen Organic Chemistry Selenol Oxidation reduction Hydrogen Peroxide Isoindoles Biochemistry Medicinal chemistry Yeast Antioxidants Catalysis chemistry.chemical_compound chemistry Organoselenium Compounds Yeasts Benzamides Physical and Theoretical Chemistry Benzamide Selenium Compounds Oxidation-Reduction |
| Zdroj: | Organicbiomolecular chemistry. 12(8) |
| ISSN: | 1477-0539 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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