Structure of constituents isolated from the bark of Cassipourea malosana and their cytotoxicity against a human ovarian cell line

J Nat Med. 2019 Jan;73(1):289-296. doi: 10.1007/s11418-018-1254-2. Epub 2018 Oct 23.

Abstract

Three aromatic compounds, 2α,3α-epoxyflavan-5,7,4'-triol-(4β → 8)-afzelechin (1), 2β,3β-epoxyflavan-5,7,4'-triol-(4α → 8)-epiafzelechin (2), and methyl 4-ethoxy-2-hydroxy-6-propylbenzoate (3), as well as eight known compounds (4-11) were isolated from the bark of Cassipourea malosana (Rhizophoraceae). Their structures were determined on the basis of an analysis of spectroscopic data. The in vitro cytotoxic activities of these compounds against human ovarian cancer cell line TOV21G were evaluated. Most compounds showed little activity; however, the methyl derivatives of flavan dimers (1a and 2a) showed higher activity (IC50 value of 30.3 and 75.4 μM) than parent compounds 1 and 2.

Keywords: Cassipourea malosana; Flavan dimer; Ovarian cancer cell; Rhizophoraceae.

MeSH terms

  • Cell Line, Tumor
  • Cytotoxins / pharmacology
  • Cytotoxins / therapeutic use*
  • Drugs, Chinese Herbal / chemistry*
  • Female
  • Humans
  • Ovarian Neoplasms / drug therapy*
  • Plant Bark / chemistry*
  • Rhizophoraceae / chemistry*

Substances

  • Cytotoxins
  • Drugs, Chinese Herbal