Lupane and oleanane triterpenoids from the cones of Liquidamber styraciflua

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

Yuko Fukuda ¹, Takeshi Yamada, Shun-ich Wada, Kuniyoshi Sakai, Shunyo Matsunaga, Reiko Tanaka

Affiliations

Affiliation

1 Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.

PMID: 16441087 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.

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