Discovery of Four New compounds from Macropanax membranifolius and Their Cytotoxic Activity

• Published in: Chemistry & biodiversity Vol. 20; no. 9; p. e202301090
• Main Authors: Hang, Pham Thi, Hue, Nguyen Thi, Nam, Nguyen Hoang, Tuan, Nguyen Le, Cuong, Pham Van, Vuong, Nguyen Quoc, Hang, Dan Thuy, Huu Tai, Bui, Kiem, Phan Van
• Format: Journal Article
• Language: English
• Published: Switzerland Wiley Subscription Services, Inc 01.09.2023
• Subjects: Cell lines; Circular dichroism; Cytotoxicity; Dichroism; NMR; Nuclear magnetic resonance; Oleanolic acid; macromembran A; Macropanax membranifolius; macromembran C, macromembran D; macromembran B
• ISSN: 1612-1872; 1612-1880
• DOI: 10.1002/cbdv.202301090

A phytochemical investigation of the methanolic extract of the Macropanax membranifolius C.B. Shang leaves led to the isolation of three new flavans, (2R,3R)-4'-O-methylcatechin 5-O-β-D-glucopyranoside (1), (2S,3S)-4'-O-methylcatechin 5-O-β-D-glucopyranoside (2), (2S,3R)-4'-O-methylcatechin 5-O-β-D-glucopyranoside (3), one new triterpene glycoside 3-O-β-D-xylopyranosyl-(1→6)-[β-D-xylopyranosyl-(1→2)]-β-D-glucopyranosyl-oleanolic acid 28-O-β-D-glucopyranoside (4), together with nine known compounds (5-13). Their chemical structures were elucidated based on HR-ESI-MS, NMR spectroscopic data. The absolute configurations of compounds 1-3 were established by electronic circular dichroism (ECD) spectra. At concentration of 20 µM, compounds 1- 13 showed the percentages of dead cell in the range of 2.14% to 33.61% against KB, HepG2, HL60, P388, HT29, and MCF7 cancerous cell lines by SRB assay.