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Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity
Published: 01 November 2004 by MDPI in The 8th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic Chemistry and Natural Products
Abstract: A series of lipophilic 5,7-di-tert-butylbenzoxazoles substituted in position 2 was prepared by the reaction of 3,5-di-tert-butyl-1,2-benzoquinone with amino acids and dipeptides carrying N-terminal glycine in medium yields. Dipeptides having other N-terminal amino acid undergo oxidative deamination. 5,7-Di-tert-butylbenzoxazoles have shown activity against Mycobacterium tuberculosis and some nontuberculous strains where Isoniazide has been inactive. Antifungal activity was mediocre.
Keywords: 3,5-di-tert-butyl-1,2-benzoquinone; 5,7-di-tert-butylbenzoxazoles; antimycobacterial activity; antifungal activity