3-Arylisoindolinone and sesquiterpene derivatives from the mangrove endophytic fungi Aspergillus versicolor SYSU-SKS025

Abstract

A pair of 3-arylisoindolinone enantiomers: (+)-asperglactam A (1), (-)-asperglactam A (1) and a pair of nor-bisabolane enantiomers: (+)-1-hydroxyboivinianic acid (2), (-)-1-hydroxyboivinianic acid (2), along with seven known compounds (3-8) were obtained from the mangrove endophytic fungus Aspergillus versicolor SYSU-SKS025. Their structures were determined on the basis of HRESIMS and NMR spectroscopic data, and X-ray diffraction. (+)-Asperglactam A (1) and (-)-asperglactam A (1) are the first optically pure examples in the 3-arylisoindolinone family, which are rarely found in natural sources. All isolated compounds were evaluated for α-glucosidase inhibitory activity. The enantiomers of 1-3 showed moderate inhibitory activity against α-glucosidase with IC₅₀ values ranging from 50 to 190μM. Compound 7 exhibited significant inhibitory activity against α-glucosidase with IC₅₀ value of 7.5μM. In addition, compound 7 was found to inhibit nitric oxide production in RAW 264.7 macrophages with IC₅₀ value of 12.5μM.

Keywords: 3-arylisoindolinone; Aspergillus; Sesquiterpene; α-glucosidase.