Events The 8th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

10.3390/ecsoc-8-01977

This submission belongs to the session c. Bioorganic Chemistry and Natural Products of the event The 8th International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Nov, 2004

Citation

Jarmila Vinšová, Václav Horák, Vladimír Buchta, Jarmila Kaustová, Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity, in Proceedings of The 8th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2004, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-8-01977

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Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity

Jarmila Vinšová ¹

Václav Horák ²

Vladimír Buchta ³

Jarmila Kaustová ⁴

1. Department of Inorganic and Organic Chemistry, Faculty of Pharmacy Charles University, CZ – 500 05 Hradec Králové, Czech Republic

2. Georgetown University, Washington DC 20057-1227, USA

3. Department of Biological and Medical Sciences, Faculty of Pharmacy, Charles University, CZ – 500 05 Hradec Králové, Czech Republic

4. National Reference Laboratory for Mycobacterium Kansasii, Regional Institute of Hygiene, Ostrava, Czech Republic

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

Quinaldine Derivatives Preparation and Their Antifungal Activity

Alkaloids from Narcissus bulbocodium L.