AUTHOR=Peng Yu , Huan Yi , Chen Jing-Jing , Chen Tian-Jiao , Lei Lei , Yang Jin-Ling , Shen Zhu-Fang , Gong Ting , Zhu Ping 

TITLE=Microbial biotransformation to obtain stilbene methylglucoside with GPR119 agonistic activity

JOURNAL=Frontiers in Microbiology

VOLUME=Volume 14 - 2023

YEAR=2023

URL=https://www.frontiersin.org/journals/microbiology/articles/10.3389/fmicb.2023.1148513

DOI=10.3389/fmicb.2023.1148513

ISSN=1664-302X

ABSTRACT=Microbial transformation of piceatannol (PIC) and resveratrol (RSV) using Beauveria bassiana has produced three new methylglucosylated derivatives of PIC (1-3) and two known RSV methylglucosides (4 and 5). Structures of the new metabolites were characterized as 3-O-(4''-O-methyl-β-D-glucopyranosyl)-piceatannol (3-O-MG PIC, 1), 4'-O-(4''-O-methyl-β-D-glucopyranosyl)-piceatannol (4'-O-MG PIC, 2), and 3'-O-(4''-O-methyl-β-D-glucopyranosyl)-piceatannol (3'-O-MG PIC, 3) by NMR spectroscopy and high resolution mass spectroscopic data. Among them, 1 not only showed moderate GPR119 agonistic activity with 65.9 % but also promoted insulin secretion level significantly (12.94 ng/mg protein/hour) at 1 μM. After the optimization of fermentation conditions, the yield of 1 reached 45.53%, which was increased by 4.2-fold compared with the control. Our work  presents that 3-O-MG PIC (1) is an effective and safer ligand targeting GPR119 using biotransformation method, which lays a foundation for the anti-diabetic drug design in the future.