AUTHOR=Wu Changjing , Cui Xiang , Sun Luzhen , Lu Jiajia , Li Feng , Song Minghui , Zhang Yunxia , Hao Xinqi , Tian Congkui , Song Maoping , Liu Xiaomeng 

TITLE=Aspulvinones Suppress Postprandial Hyperglycemia as Potent α-Glucosidase Inhibitors From Aspergillus terreus ASM-1

JOURNAL=Frontiers in Chemistry

VOLUME=9

YEAR=2021

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2021.736070

DOI=10.3389/fchem.2021.736070

ISSN=2296-2646

ABSTRACT=<p>Chemical investigation of <italic>Aspergillus terreus</italic> ASM-1 fermentation resulted in the isolation of three new prenylated aspulvinones V–X (<bold>1</bold>–<bold>3</bold>), together with the previously reported analogs, aspulvinone H (<bold>4</bold>), J-CR (<bold>5</bold>), and R (<bold>6</bold>). Their structures were elucidated by various spectroscopic methods including HRESIMS and NMR, and the absolute configurations of <bold>2</bold> and <bold>3</bold> were determined by ECD comparison. Compounds <bold>1</bold>–<bold>6</bold> were evaluated for α-glucosidase inhibitory effects with acarbose as positive control. As a result, compounds <bold>1</bold> and <bold>4</bold> exhibited potent α-glucosidase inhibitory activities with IC<sub>50</sub> values of 2.2 and 4.6 µM in mixed-type manners. The thermodynamic constants recognized the interaction between inhibitors and α-glucosidase was hydrophobic force-driven spontaneous exothermic reaction. The CD spectra also indicate that the compounds <bold>1</bold> and <bold>4</bold> changed the enzyme conformation. Furthermore, compound <bold>4</bold> significantly suppressed the increases in postprandial blood glucose levels in the C57BL/6J mice.</p>