Chemical constituents of Coccoloba peltata Schott leaves and their cytotoxic activities

Nat Prod Res. 2025 Oct;39(20):6002-6008. doi: 10.1080/14786419.2024.2405011. Epub 2024 Sep 19.

Abstract

Chromatographic fractionation of CH2Cl2:MeOH (1:1) extract of Coccoloba peltata Schott cultivated in Egypt afforded four compounds, lupeol acetate (1), ent-13-epi-manoyl oxide (2), 5-methoxymethyl-7,8-dimethyltocol (3), and α-tocopherol quinone (4). The planar structures of the isolated compounds were concluded based on HRESIMS and NMR spectroscopy. X-ray crystallography of 2 is reported herein for the first time and its unambiguous absolute configuration was deduced from anomalous dispersion. To the best of our knowledge, this is the first known report on the isolation of compounds 1-4 from this species. Among the isolated compounds, only compound 4 showed a moderate level of cytotoxic activity against six cancer cell lines out of seven cell lines tested.

Keywords: Coccoloba peltata; XRD; cytotoxic activity; diterpene; meroterpenoid; triterpene.

MeSH terms

  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / isolation & purification
  • Antineoplastic Agents, Phytogenic* / pharmacology
  • Cell Line, Tumor
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Egypt
  • Fabaceae* / chemistry
  • Humans
  • Lupanes
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pentacyclic Triterpenes / chemistry
  • Pentacyclic Triterpenes / isolation & purification
  • Pentacyclic Triterpenes / pharmacology
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Leaves* / chemistry
  • alpha-Tocopherol / analogs & derivatives
  • alpha-Tocopherol / chemistry
  • alpha-Tocopherol / isolation & purification

Substances

  • Antineoplastic Agents, Phytogenic
  • Pentacyclic Triterpenes
  • lupeol
  • Plant Extracts
  • alpha-Tocopherol
  • Lupanes