Abstract
A short series of novel ester derivatives of N(3)-4-metoxyfumaroyl-(S)-2,3-diaminopropanoic acid (FMDP) containing amide or keto functions have been designed and synthesized. Their antifungal activity and inhibitory properties toward fungal glucosamine-6-phosphate synthase has also been evaluated. The obtained compounds 11-13 and 15-17 demonstrated good antifungal activity against Candida albicans. Compounds 11-13 displayed also potent inhibitory activity against fungal glucosamine-6-phosphate synthase, comparable to that of FMDP.
Keywords:
Antifungal activity; Glucosamine-6-phosphate synthase inhibitors; Synthesis.
Copyright © 2016 Elsevier Ltd. All rights reserved.
MeSH terms
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Amides / chemistry
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Amides / pharmacology*
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Antifungal Agents / chemical synthesis
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Antifungal Agents / chemistry
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Antifungal Agents / pharmacology*
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Candida albicans / drug effects*
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Candida albicans / enzymology
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Dose-Response Relationship, Drug
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Esters / chemical synthesis
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Esters / chemistry
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Esters / pharmacology*
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Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing) / antagonists & inhibitors*
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Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing) / metabolism
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Ketones / chemistry
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Ketones / pharmacology*
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Microbial Sensitivity Tests
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Molecular Structure
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Structure-Activity Relationship
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beta-Alanine / analogs & derivatives*
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beta-Alanine / chemical synthesis
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beta-Alanine / pharmacology*
Substances
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Amides
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Antifungal Agents
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Esters
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Ketones
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beta-Alanine
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Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing)