An unusual 2--glyceryl-glycosyl-γ-pyrone from (L.) with potential antifungal activity: and study.

Nat Prod Res

Chemistry of Medicinal Plants Department, Institute of Pharmaceutical and Drug Industries Research, National Research Centre (NRC), Giza, Egypt.

Published: February 2024

Phytochemical characterisation of the polar fraction of extract led to the isolation of glycerylerigeroside (), a unique γ-pyrone derivative. Structure of was decided by intensive study of NMR and mass spectra as 3--[4'-((1,3-dihydroxypropan-2-yl)oxy)-β-D-glucopyranoside)]-4H-pyran-4-one, with uncommon glyceroxy side chain attached to 4' position of pyromeconic acid -D-glucopyranoside. Antimicrobial potential of was tested against , , and . Compound strongly inhibited growth of (MIC = 17.24 µM/disc), compared to fluconazole (MIC = 16.33 µM/disc). Meanwhile, it moderately inhibited the growth of (MIC = 71.84 µM/disc) and (MIC = 71.84 µM/disc), as compared with thiophenicol (MIC = 14.05 µM/disc) and (MIC = 14.05 µM/disc), respectively. The binding mode of with the active site of sterol 14α-demethylase (CYP51) from (PDB ID: 5TZ1), in combination with fluconazole, was predicted by molecular docking study and supported the antifungal activity.

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http://dx.doi.org/10.1080/14786419.2024.2315503DOI Listing

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