Bioactive new metabolites from the green alga Udotea orientalis growing on the Gorgonian coral Pseudopterogorgia rigida

Nat Prod Res. 2017 Jun;31(11):1245-1250. doi: 10.1080/14786419.2016.1236096. Epub 2016 Sep 22.

Abstract

As part of our continued search for bioactive secondary metabolites from marine sources using a bioassay-guided fractionation technique (Cytotoxic and anti-trypanosome activities), we have examined the organic extract of Papua New Guinean collection of the green alga Udotea orientalis growing on the Gorgonian coral Pseudopterogorgia rigida. Successive HPLC investigations resulted in isolation of three new compounds, (+) curcuepoxide A, (+) curcuepoxide B and (+)-10α-hydroxycurcudiol. Analysis of different spectroscopic data e.g. UV, IR, LRMS, HRMS, 1D NMR and 2D NMR on the isolated compounds allowed for construction of the planar structures. Stereochemistry assignment at C-7 and C-10 in the new compounds was discussed. Isolated compounds were found to be active in an in vitro assay of antitrypanosome activity. The isolated compounds were found to have variable cytotoxic activity in human lung cancer cell lines.

Keywords: Pseudopterogorgia rigida; Udotea orientalis; antitrypanosome; lung cancer.

MeSH terms

  • Animals
  • Anthozoa*
  • Antineoplastic Agents / analysis
  • Antineoplastic Agents / isolation & purification*
  • Cell Line, Tumor
  • Chlorophyta / chemistry*
  • Chlorophyta / growth & development
  • Chlorophyta / metabolism
  • Chromatography, High Pressure Liquid
  • Humans
  • Lung Neoplasms / drug therapy
  • Lung Neoplasms / pathology
  • Molecular Conformation
  • Spectrum Analysis
  • Stereoisomerism
  • Trypanocidal Agents / analysis
  • Trypanocidal Agents / isolation & purification*
  • Trypanosoma / drug effects

Substances

  • Antineoplastic Agents
  • Trypanocidal Agents