Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity

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-ter...

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Main Authors: Jarmila Kaustova, Vladimir Buchta, Václav Horak, Jarmila Vinsova
Format: Article
Language:English
Published: MDPI AG 2005-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/10/7/783/
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author Jarmila Kaustova
Vladimir Buchta
Václav Horak
Jarmila Vinsova
author_facet Jarmila Kaustova
Vladimir Buchta
Václav Horak
Jarmila Vinsova
author_sort Jarmila Kaustova
collection DOAJ
description 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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spelling doaj.art-ff712574b97e4f7db63936f66976c71f2022-12-22T02:42:54ZengMDPI AGMolecules1420-30492005-08-0110778379310.3390/10070783Highly Lipophilic Benzoxazoles with Potential Antibacterial ActivityJarmila KaustovaVladimir BuchtaVáclav HorakJarmila VinsovaA 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.http://www.mdpi.com/1420-3049/10/7/783/35-di-tert-Butyl-12-benzoquinone57-di-tert-butylbenzoxazolesantimyco- bacterial activityantifungal activity
spellingShingle Jarmila Kaustova
Vladimir Buchta
Václav Horak
Jarmila Vinsova
Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity
Molecules
3
5-di-tert-Butyl-1
2-benzoquinone
5
7-di-tert-butylbenzoxazoles
antimyco- bacterial activity
antifungal activity
title Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity
title_full Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity
title_fullStr Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity
title_full_unstemmed Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity
title_short Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity
title_sort highly lipophilic benzoxazoles with potential antibacterial activity
topic 3
5-di-tert-Butyl-1
2-benzoquinone
5
7-di-tert-butylbenzoxazoles
antimyco- bacterial activity
antifungal activity
url http://www.mdpi.com/1420-3049/10/7/783/
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AT vaƒaclavhorak highlylipophilicbenzoxazoleswithpotentialantibacterialactivity
AT jarmilavinsova highlylipophilicbenzoxazoleswithpotentialantibacterialactivity