Journal Article

Potential α-Glucosidase Inhibitors from the Deep-Sea Sediment-Derived Fungus Aspergillus insulicola

Lv, Fang, Chang, Wenjun, Dai, Haofu, Zeng, Yanbo, Zhao, Weibo, Chen, Huiqin, Wang, Hao

2023

Overview

Three new phenolic compounds, epicocconigrones C–D (1–2) and flavimycin C (3), together with six known phenolic compounds: epicocconigrone A (4); 2-(10-formyl-11,13-dihydroxy-12-methoxy-14-methyl)-6,7-dihydroxy-5-methyl-4-benzofurancarboxaldehyde (5); epicoccolide B (6); eleganketal A (7); 1,3-dihydro-5-methoxy-7-methylisobenzofuran (8); and 2,3,4-trihydroxy-6-(hydroxymethyl)-5-methylbenzyl-alcohol (9), were isolated from fermentation cultures of a deep-sea sediment-derived fungus, Aspergillus insulicola. Their planar structures were elucidated based on the 1D and 2D NMR spectra and HRESIMS data. The absolute configurations of compounds 1–3 were determined by ECD calculations. Compound 3 represented a rare fully symmetrical isobenzofuran dimer. All compounds were evaluated for their α-glucosidase inhibitory activity, and compounds 1, 4–7, and 9 exhibited more potent α-glucosidase inhibitory effect with IC50 values ranging from 17.04 to 292.47 μM than positive control acarbose with IC50 value of 822.97 μM, indicating that these phenolic compounds could be promising lead compounds of new hypoglycemic drugs.

• Publisher: MDPI AG,MDPI
• Subject: Acarbose / Alcohols / alpha-Glucosidases - metabolism / Aspergillus / Aspergillus - chemistry / Aspergillus insulicola / Carbon / Communication / Deep sea / Deep sea environments / Deep water / Diabetes / ECD calculations / Fermentation / Fungi / Fungi - metabolism / Glucosidase / Glycoside Hydrolase Inhibitors - chemistry / Hyperglycemia / Lead compounds / marine fungus / Molecular Structure / NMR / Nuclear magnetic resonance / Phenolic compounds / Phenols / Planar structures / Sediment / Spectrum analysis / α-Glucosidase / α-glucosidase inhibition