The biotransformation of α-mangostin (1), prenylated xanthone isolated from the fruit hull of Garcinia mangostana Linn., by Cunninghamella blakesleana has been characterized. Due to regioselective glycosylation reactions at C3-OH, transformation of 1 gave two new higher polar compounds: α-mangostin-3-O-β-D-glucopyranoside (2), 4′-hydroxy-α-mangostin-3-O-β-D-glucopyranoside (3). Their structures were elucidated by spectroscopic analyses. Compound 2 displayed a lower cytotoxicity activity than 1, whereas they showed equal activity against Bacillus cereus.
glycosylation, biotransformation, Cunninghamella blakesleana, α-mangostin
Publication DOI: 10.1016/j.phytol.2014.06.009Journal NLM ID: 101513432Publisher: Amsterdam: Elsevier
Correspondence: He L
Institutions: University of Chinese Academy of Sciences, Beijing, China, Program for Natural Product Medicinal Chemistry, Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Guangzhou, China, Department of Plant Protection, Agricultural College, Jiangxi Agricultural University, Nanchang, China
Methods: 13C NMR, 1H NMR, UV, optical rotation measurement, antibacterial assay, cytotoxicity assay, HMBC, HR–ESI-MS
Found