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Highly lipophilic benzoxazoles with potential antibacterial activity

. 2005 Aug 31 ; 10 (7) : 783-93. [epub] 20050831

Language English Country Switzerland Media electronic

Document type Journal Article, Research Support, Non-U.S. Gov't

A series of lipophilic 2-substituted 5,7-di-tert-butylbenzoxazoles was prepared in average yields by the reaction of 3,5-di-tert-butyl-1,2-benzoquinone with amino acids and dipeptides bearing N-terminal glycine. Dipeptides having other N-terminal amino acids undergo oxidative deamination. 5,7-Di-tert-butylbenzoxazoles have shown activity against Mycobacterium tuberculosis and some nontuberculous strains where isoniazid has been inactive. Antifungal activity was mediocre.

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