title: Highly lipophilic benzoxazoles with potential antibacterial activity.
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.
authors.affiliation: Department of Inorganic and Organic Chemistry, Faculty of Pharmacy Charles University, 500 05 Hradec Králové, The Czech Republic. vinsova@faf.cuni.cz
authors.forename: Jarmila
authors.initials: J
authors.lastname: Vinsová
authors.forename: Václav
authors.initials: V
authors.lastname: Horák
authors.forename: Vladimír
authors.initials: V
authors.lastname: Buchta
authors.forename: Jarmila
authors.initials: J
authors.lastname: Kaustová
mesh_terms: D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D000935:Antifungal Agents / Q000494:pharmacology; D000995:Antitubercular Agents / Q000494:pharmacology; D001583:Benzoxazoles / Q000737:chemistry* / Q000494:pharmacology*; D007536:Isomerism; D007538:Isoniazid / Q000494:pharmacology; D008958:Models, Molecular; D008968:Molecular Conformation; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D012995:Solubility; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000995:Antitubercular Agents; D001583:Benzoxazoles; D007538:Isoniazid