New cytotoxic lupane triterpenes from Perrottetia arisanensis

Planta Med. 2009 Jun;75(8):848-55. doi: 10.1055/s-0029-1185438. Epub 2009 Mar 18.

Abstract

Eight new lupane triterpenes, including 7beta-cis-coumaroylbetulinic acid (1), 7beta-trans-coumaroylbetulinic acid (2), 7beta-cis-coumaroyl-3-epi-betulinic acid (3), 7beta-trans-coumaroyl-3-epi-betulinic acid (4), 7beta-cis-coumaroylbetulonic acid (5), 7beta-trans-coumaroylbetulonic acid (6), 7beta-hydroxybetulinaldehyde (7) and 28-norlup-20(29)-ene-3alpha,17beta-diol (8), together with fifteen known compounds were isolated from the bioactive methanol extract of the stems of Perrottetia arisanensis. The structures of the new compounds were elucidated by spectroscopic and HR-ESI-MS analysis. All new compounds were evaluated for their cytotoxicity against six human cancer cell lines. Among them, lupane triterpene coumaroyl esters 1-6 showed moderate cytotoxicity with IC (50) values ranging from 3.75 to 21.29 microM. This is the first report for lupane triterpenes with a phenylpropane moiety substituted at C-7.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antineoplastic Agents, Phytogenic / therapeutic use
  • Cell Line, Tumor
  • Humans
  • Inhibitory Concentration 50
  • Magnoliopsida*
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Phytotherapy
  • Plant Extracts / isolation & purification*
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use
  • Plant Stems
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology
  • Triterpenes / therapeutic use

Substances

  • Antineoplastic Agents, Phytogenic
  • Plant Extracts
  • Triterpenes