Planta Med 2006; 72(2): 143-150
DOI: 10.1055/s-2005-916182
Original Paper
Pharmacology
© Georg Thieme Verlag KG Stuttgart · New York

New Guaiane, Megastigmane and Eudesmane-Type Sesquiterpenoids and Anti-Inflammatory Constituents from Youngia japonica

Wenliang Chen1 , 2 , Qunfang Liu1 , Jian Wang1 , Jian Zou1 , 2 , Dahai Meng1 , 2 , Jianping Zuo1 , Xingzu Zhu1 , Weimin Zhao1
  • 1Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, People’s Republic of China
  • 2Graduate School of the Chinese Academy of Sciences, Shanghai, People’s Republic of China
Further Information

Publication History

Received: April 26, 2005

Accepted: July 15, 2005

Publication Date:
05 December 2005 (online)

Abstract

Eleven sesquiterpenoids have been isolated from the whole plants of Youngia japonica (Asteraceae). Among these sesquiterpenoids, five were identified as new compounds on the basis of spectroscopic methods and chemical analysis. Their structures were 3-oxo-8α-(4-hydoxyphenyl)acetoxy-10(14),11(13)-guaiadien-12,6-olide (1), 3β-[3-(4-hydroxyphenyl)acetyl-β-D-glucopyranosyloxy]-8α-hydroxy-4(15),10(14),11(13)-guaiatrien-12,6-olide (2), 3β-[3-(4-hydroxyphenyl)acetyl-β-D-glucopyranosyloxy]-4(15),10(14),11(13)-guaiatrien-12,6-olide (3), 3α,5β,6α-trihydroxy-4α-(β-D-glucopyranosyloxy)-7-megastigmen-9-one (4), and 3α-(β-D-glucopyranosyloxy)-4(15),11(13)-eudesmadien-12-oic acid (5). The three known components 3β-(β-D-glucopyranosyloxy)-8α-(4-hydroxyphenyl)acetoxy-4(15),10(14),11(13)-guaiatrien-12,6-olide (8), 3β-(β-D-glucopyranosyloxy)-4(15),10(14),11 (13)-guaiatrien-12,6-olide (9), and 3α-hydroxy-4α-(β-D-glucopyranosyloxy)-5,7-megastigmadien-9-one (11) showed inhibitory activity against the proliferation of T and B lymphocytes of mice in vitro at concentrations of 1 × 10 - 7, 1 × 10 - 6, and/or 1 × 10 - 5 M without obvious cytotoxicity. Compound 9, the major component of the plant extract, exhibited weak anti-inflammatory activity at a dosage of 50 mg/kg (p. o.) in in vivo anti-inflammatory experiments of mice.

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Weimin Zhao

Shanghai Institute of Materia Medica

Shanghai Institutes for Biological Sciences,

Chinese Academy of Sciences

Shanghai 201203

People’s Republic of China

Phone: +86-21-5080-6052

Fax: +86-21-5080-7088

Email: wmzhao@mail.shcac.ac.cn

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