%0 Journal Article
%T Bio-Guided Isolation of Alpha-Glucosidase Inhibitory Compounds from Vietnamese Lichen Roccella Montagnei.
%A Thuy Le H
%A Vu YT
%A Duong GH
%A Le TK
%A Dang MK
%A Pham DD
%A Pham NK
%A Sichaem J
%A Nguyen NH
%A Duong TH
%J Chem Biodivers
%V 21
%N 7
%D 2024 Jul 5
%M 38581153
%F 2.745
%R 10.1002/cbdv.202400438
%X A bio-guided isolation was applied to the Vietnamese lichen Roccella montagnei based on alpha-glucosidase inhibition. Six compounds were isolated and structurally elucidated, including a new ortho depside, montagneside A (1), together with five known compounds, sekikaic acid (2), lanost-7-en-3β-ol (3), ethyl orsellinate (4), D-montagnetol (5), and D-erythrin (6). Their chemical structures were identified by extensive 1D and 2D NMR analysis, high-resolution mass spectroscopy, and comparisons with those reported in the literature. D-Erythrin (6), a major component, was selected for further modification using Smiles rearrangement. Three erythritol derivatives 6a-6c were synthesized. Compounds 1-3, 6, and 6a-6c were evaluated for alpha-glucosidase inhibition. Compounds 2 and 6a-6c showed significant alpha-glucosidase inhibition with IC50 values ranging from 7.9 to 149 μM, respectively. Molecular docking was applied to the most active compound 6a to clarify the inhibitory mechanism.