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

Chem Biodivers. 2023 Sep;20(9):e202301090. doi: 10.1002/cbdv.202301090. Epub 2023 Aug 29.

Abstract

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.

Keywords: Macropanax membranifolius; macromembran A; macromembran B; macromembran C; macromembran D.

MeSH terms

  • Antineoplastic Agents*
  • Glycosides / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Saponins* / chemistry
  • Triterpenes* / chemistry
  • Triterpenes* / pharmacology

Substances

  • Saponins
  • Glycosides
  • Plant Extracts
  • Antineoplastic Agents
  • Triterpenes