Three Undescribed Iridoid Derivatives Isolated from the Fruits of Vitex trifolia with Their Cytotoxic and Antimicrobial Activities

Chem Biodivers. 2023 Nov;20(11):e202301296. doi: 10.1002/cbdv.202301296. Epub 2023 Nov 8.

Abstract

Vitex trifolia L. is a medicinal plant and widely distributed in the northern mountainous areas of Vietnam. Phytochemical study on the fruits of this plant led to the isolation of nine iridoid derivatives (1-9) including three undescribed compounds (1-3). Their structures were elucidated to be 3''-hydroxyscrophuloside A1 (1), 3''-hydroxycallicoside D (2), 2'-p-hydroxybenzoylaucubin (3), 6'-p-hydroxybenzoylmussaenosidic acid (4), nishindaside (5), agnuside (6), 10-O-vanilloylaucubin (7), 6'-O-p-hydroxybenzoyl-gardoside (8), and buddlejoside B (9) based on extensive analyses of HR-ESI-MS, 1D and 2D NMR spectra. Compounds 1, 2, 4, and 8 significantly posessed anti-barterial activity against Enterococcus faecalis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa strains with MIC values in range of 16-64 μg/mL. At concentration of 20 μM, compounds 1-9 did not show cytotoxic effects against human lung cancer cells (PC9).

Keywords: 2′-p-hydroxybenzoylaucubin; 3′′-hydroxycallicoside D; 3′′-hydroxyscrophuloside A1; Vitex trifolia; iridoid.

MeSH terms

  • Anti-Infective Agents* / analysis
  • Anti-Infective Agents* / pharmacology
  • Antineoplastic Agents*
  • Fruit / chemistry
  • Humans
  • Iridoids / chemistry
  • Plant Extracts / analysis
  • Vitex* / chemistry

Substances

  • Iridoids
  • Antineoplastic Agents
  • Anti-Infective Agents
  • Plant Extracts