Abstract
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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents / pharmacology*
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Antifungal Agents / pharmacology
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Antitubercular Agents / pharmacology
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Benzoxazoles / chemistry*
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Benzoxazoles / pharmacology*
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Isomerism
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Isoniazid / pharmacology
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Models, Molecular
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Molecular Conformation
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Mycobacterium tuberculosis / drug effects
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Solubility
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Structure-Activity Relationship
Substances
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Anti-Bacterial Agents
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Antifungal Agents
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Antitubercular Agents
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Benzoxazoles
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Isoniazid