N3-oxoacyl derivatives of L-2,3-diaminopropanoic acid and their peptides;: Novel inhibitors of glucosamine-6-phosphate synthase

被引：10

作者：

Andruszkiewicz, R ^{[1
]}

Jedrzejczak, R ^{[1
]}

Zieniawa, T ^{[1
]}

Wojciechowski, M ^{[1
]}

Borowski, E ^{[1
]}

机构：

[1] Gdansk Tech Univ, Dept Pharmaceut Technol & Biochem, PL-80952 Gdansk, Poland

来源：

JOURNAL OF ENZYME INHIBITION | 2000年 / 15卷 / 05期

关键词：

glucosamine-6-phosphate synthase; oxoacyl derivatives of L-2,3-diaminopropanoic acid; dipeptides; antifungal activity;

D O I：

10.3109/14756360009040699

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Novel inhibitors 1-4 of glucosamine-6-phosphate synthase from Candida albicans have been designed based on acylation of the N3 amino group of L-2,3-diaminopropanoic acid with the corresponding ketoacids. These inhibitors have been shown to alkylate the fungal enzyme in a time-dependent manner. Compound 3 containing trans-beta-benzoyl acrylic acid as an acyl residue was found to be the most potent inhibitor in the series. Dipeptides composed of the active inhibitors and norvaline demonstrated potent antifungal activity against selected strains of Candida spp. and Saccharomyces cerevisiae. Their activity was reversed upon addition of N-acetylglucosamine to the medium.

引用

页码：429 / +

页数：14

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