What is it about?

Mannopyranose is an important monosaccharide with distinct biological activities. This study described regioselective synthesis of mannopyranoside esters and the effect of chain length and site of acylation (i.e., C-6 vs. C-2, C-3, C-4, and long-chain vs. short-chain) on antimicrobial potency. In vitro tests revealed that the fatty acid chain length in mannopyranoside-based esters significantly affects the antifungal activity, where C12 chains are more potent against Aspergillus species. In terms of acylation site, mannopyranoside esters with a C8 chain substituted at the C-6 position are more active in antifungal inhibition.

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Why is it important?

Some of the mannopyranoside acyl esters have encouraging antifungal functionality compared to standard antifungal drugs like fluconazole.

Perspectives

This study highlights the importance of the acylation site and lipid-like fatty acid chain length that governs the antimicrobial activity of mannopyranoside-based Sucrose Fatty Acid Esters (SFAEs).

Mohammed Matin
University of Chittagong

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This page is a summary of: Efficient Synthesis of Mannopyranoside-based Fatty Acyl Esters: Effects of Acyl Groups on Antimicrobial Potential, Medicinal Chemistry, June 2024, Bentham Science Publishers,
DOI: 10.2174/0115734064292665240523113515.
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