New 3,4-Secocycloartane and 3,4-Secodammarane Triterpenes from the Ecuadorian Plant Coussarea macrophylla

Chem Biodivers. 2015 Jun;12(6):946-54. doi: 10.1002/cbdv.201400182.

Abstract

Coussarea macrophylla (Mart.) Müll.Arg. (Rubiaceae) was collected in Ecuador, and the bark was extracted with AcOEt. Chromatographic separation afforded six novel 3,4-secocycloartane and 3,4-secodammarane triterpenes, named macrocoussaric acids A-F, together with the known metabolites secaubryenol and 3,4-secodammara-4(28),20,24-triene-3,26-dioic acid. The structures of the new compounds were determined on the basis of their spectroscopic data. This is the first report of 3,4-secocycloartane and 3,4-secodammarane triterpenes occurring in a Coussarea species. Macrocoussaric acids A and B (2 and 3, resp.) were found to be moderately cytotoxic against five different tumor cell lines.

Keywords: Coussarea macrophylla; Macrocoussaric acids A - F; Secocycloartane triterpenes; Secodammarane triterpenes; Triterpenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Conformation
  • Rubiaceae / chemistry*
  • Secosteroids / chemistry
  • Secosteroids / isolation & purification*
  • Stereoisomerism
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*

Substances

  • Secosteroids
  • Triterpenes
  • macrocoussaric acid A
  • macrocoussaric acid B