Euphorboside A, a cytotoxic meroterpenoid glycoside with an unusual humulene-phloroglucinol skeleton from Euphorbia kansuensis

Fitoterapia. 2021 Sep:153:104966. doi: 10.1016/j.fitote.2021.104966. Epub 2021 Jun 15.

Abstract

Euphorboside A (1), an unusual meroterpenoid glycoside featuring the incorporation of an acylphloroglucinol moiety into a humulene skeleton to form a 6/6/11 ring system, was isolated from the roots of Euphorbia kansuensis. Its structure was elucidated by extensive spectroscopic analysis, chemical methods, and ECD calculations. Compound 1 was screened for the cytotoxicity against nine cancer cell lines, and 1 showed marked inhibitory activities against human colon cancer RKO and human breast cancer MDA-MB-231 cell lines with IC50 values of 3.70 and 4.15 μM, respectively.

Keywords: Cytotoxicity; Euphorbia kansuensis; Euphorbiaceae; Euphorboside A; Meroterpenoid.

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • China
  • Euphorbia / chemistry*
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Humans
  • Molecular Structure
  • Monocyclic Sesquiterpenes / chemistry*
  • Phloroglucinol / chemistry*
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Roots / chemistry
  • Terpenes / isolation & purification
  • Terpenes / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Monocyclic Sesquiterpenes
  • Phytochemicals
  • Terpenes
  • humulene
  • Phloroglucinol