Acasiane A and B and farnesirane A and B, diterpene derivatives from the roots of Acacia farnesiana

Planta Med. 2009 Feb;75(3):256-61. doi: 10.1055/s-0028-1112201. Epub 2008 Dec 19.

Abstract

Four new diterpenes, acasiane A ( 1), acasiane B ( 2), farnesirane A ( 3), and farnesirane B ( 4), along with three known diterpenes ( 5 - 7), two triterpenes ( 8 and 9), and eight flavonoids ( 10 - 17) were isolated from the roots of Acacia farnesiana. The structures and relative configurations of these compounds were determined by various spectroscopic and x-ray analyses. All isolated compounds were evaluated for their in vitro cytotoxic activities against six human cancer cell lines (Hep G2, Hep 3B, MDA-MB-231, MCF-7, A549, and Ca9 - 22) with the MTT method. Betulinic acid ( 8) displayed moderate cytotoxicity (1.70 - 5.74 microg/mL) towards five human cancer cell lines and the flavonoids had slight effects. In addition, 8, diosmetin ( 13), and 3',4',5-trihydroxy-7-methoxyflavone ( 15) slightly inhibited superoxide anion generation or elastase release by human neutrophils, indicating moderate anti-inflammatory activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acacia / chemistry*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / therapeutic use
  • Cell Line, Tumor
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Diterpenes / therapeutic use
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Flavonoids / therapeutic use*
  • Humans
  • Leukocyte Elastase / antagonists & inhibitors
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Pentacyclic Triterpenes
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use
  • Plant Roots
  • Superoxides / antagonists & inhibitors
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology
  • Triterpenes / therapeutic use

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents, Phytogenic
  • Diterpenes
  • Flavonoids
  • Pentacyclic Triterpenes
  • Plant Extracts
  • Triterpenes
  • Superoxides
  • betulinic acid
  • Leukocyte Elastase