Lupane and oleanane triterpenoids from the cones of Liquidamber styraciflua

J Nat Prod. 2006 Jan;69(1):142-4. doi: 10.1021/np0581014.

Abstract

A new lupane- (1) and a new oleanane-type (2) triterpenoid, together with a known compound, massagenic acid G, were isolated from the cones of Liquidamber styraciflua. The structures of 1 and 2 were determined as 6beta,30-dihydroxy-3-oxolup-20(29)-en-28-oic acid and 3alpha-hydroxy-11-oxoolean-12-en-28-oic acid, respectively, on the basis of spectroscopic methods and chemical conversion. Compound 1 and several structural analogues were evaluated for cytotoxicity against the P388 (murine lymphocyte leukemia) and the A549 (human lung cancer) cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Hamamelidaceae / chemistry*
  • Humans
  • Leukemia P388
  • Mice
  • Molecular Structure
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / isolation & purification
  • Oleanolic Acid / pharmacology
  • Plants, Medicinal / chemistry*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology
  • Tumor Cells, Cultured

Substances

  • 3alpha-hydroxy-11-oxoolean-12-en-28-oic acid
  • 6beta,30-dihydroxy-3-oxolup-20(29)-en-28-oic acid
  • Antineoplastic Agents, Phytogenic
  • Triterpenes
  • oleanane
  • lupane
  • Oleanolic Acid