Cytotoxic 3,4-seco-cycloartane triterpenes from Gardenia sootepensis

J Nat Prod. 2009 Jun;72(6):1161-4. doi: 10.1021/np900156k.

Abstract

Five new 3,4-seco-cycloartanes, sootepins A-E (1-5), along with four known triterpenes (6-9), were isolated from the apical buds of Gardenia sootepensis. Their structures were elucidated on the basis of spectroscopic methods (1D and 2D NMR, HRESIMS, and X-ray crystallography), and the compounds were tested for in vitro cytotoxic activity against human breast (BT474), lung (CHAGO), liver (Hep-G2), gastric (KATO-3), and colon (SW-620) cancer cell lines. Generally, the compounds possessing an exomethylene gamma-lactone ring showed broad cytotoxicity for all cell lines tested.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Female
  • Gardenia / chemistry*
  • Humans
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal / chemistry*
  • Structure-Activity Relationship
  • Thailand
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Triterpenes
  • cycloartane