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New glutathione peroxidase mimetics – insights into antioxidant and cytotoxic activity

Research paper by Agata J. Pacuła, Katarzyna B. Kaczor, Angelika Wojtowicz, Jędrzej Antosiewicz, Anna Janecka, Angelika Długosz, Tomasz Janecki, Jacek Ścianowski

Indexed on: 18 Oct '16Published on: 18 Oct '16Published in: Bioorganic & Medicinal Chemistry



Abstract

A series of N-alkyl benzisoselenazol-3(2H)-ones has been obtained and transformed to corresponding diselenides by the reduction with sodium borohydride. Additionally, efficient methodology for the oxidative Se-N bond formation by potassium iodate has been presented, new conversion of diselenide to benzisoselenazolone was observed. The GPx-like activity of all synthetized derivatives has been evaluated by NMR. N-allyl diselenide was up to five times better antioxidant than ebselen. Anticancer capacity towards MCF7 and DU145 cancer cells has been also tested. The highest antiproliferative activity was obtained for N-cyclohexyl benzisoselenazolone.

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