Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Five D : C-Friedo-Oleanane Triterpenes from the Seeds of Trichosanthes kirilowii MAXIM. and Their Anti-inflammatory Effects
Toshihiro AKIHISAKen YASUKAWAYumiko KIMURAMichio TAKIDOWilhelmus C. M. C. KOKKEToshitake TAMURA
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JOURNAL FREE ACCESS

1994 Volume 42 Issue 5 Pages 1101-1105

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Abstract

Five triterpenes with a D : C-friedo-oleanane skeleton, D : C-friedo-oleana-7, 9(11)-diene-3β, 29-diol (3-epikarounidiol), 7-oxo-D : C-friedo-olean-8-en-3β-ol (7-oxoisomultiflorenol), 7-oxo-8β-D : C-friedo-olean-9(11)-ene-3α, 29-diol, D : C-friedo-olean-8-ene-3α, 29-diol (3-epibryonolol), and D : C-friedo-olean-8-ene-3β, 29-diol (bryonolol), the first four of which are new naturally occurring compounds, were isolated from the seeds of Trichosanthes kirilowii MAXIM. The structures were determined by spectral and chemical methods. 3-Epikarounidiol, 7-oxoisomultiflorenol, and 3-epibryonolol showed marked inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced ear inflammation in mice. The 50% inhibitory dose of these triterpenes for TPA-induced inflammation (1 μg) was 0.2-0.6 mg/ear.

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© The Pharmaceutical Society of Japan
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