Lupane and oleanane triterpenoids from the cones of Liquidamber styraciflua.
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.
Fukuda
Yuko
Y
Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
Yamada
Takeshi
T
Wada
Shun-ich
SI
Sakai
Kuniyoshi
K
Matsunaga
Shunyo
S
Tanaka
Reiko
R
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D029201:Hamamelidaceae / Q000737:chemistry*; D006801:Humans; D007941:Leukemia P388; D051379:Mice; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured; D053978:Pentacyclic Triterpenes
D000972:Antineoplastic Agents, Phytogenic; D009828:Oleanolic Acid; D014315:Triterpenes; C508680:3alpha-hydroxy-11-oxoolean-12-en-28-oic acid; C508679:6beta,30-dihydroxy-3-oxolup-20(29)-en-28-oic acid; C413246:oleanane; C480546:lupane; D053978:Pentacyclic Triterpenes