Synthesis, characterization, ADMET, PASS predication, and antimicrobial study of 6-O-lauroyl mannopyranosides

Add time:08/21/2019    Source:sciencedirect.com

Methyl α-D-mannopyranoside (MDM, 1) was subjected to direct unimolar lauroylation in pyridine at low temperature (0-20 °C) with lauroyl chloride. It showed regioselectivity at C-6 position and furnished 6-O-lauroyl-α-D-mannopyranoside 3 in 59% yield. For structural elucidation as well as to get newer mannopyranosides of biological importance compound 3 was converted to eight newer 2,3,4-tri-O-acylates 4-11 in good yields. PASS predication and antimicrobial studies showed that these compounds possess better antifungal activities than that of antibacterial functionalities. ADMET, PASS prediction and antimicrobial study have performed to evaluate the pharmacokinetic and microbial properties of MDM esters.

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