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Planta Med 2011; 77(18): 2061-2065
DOI: 10.1055/s-0031-1280091
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

Taraxasterane-Type Triterpene and Neolignans from Geum japonicum Thunb. var. chinense F. Bolle

Xiangrong Cheng1 , Jiangjiang Qin1 , Qi Zeng1 , Shoude Zhang1 , Fei Zhang1 , Shikai Yan1 , Huizi Jin1 , Weidong Zhang1 , 2
  • 1School of Pharmacy, Shanghai Jiao Tong University, Shanghai, P. R. China
  • 2School of Pharmacy, Second Military University, Shanghai, P. R. China
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Publication History

received April 11, 2011 revised June 15, 2011

accepted June 18, 2011

Publication Date:
28 July 2011 (online)

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Abstract

The phytochemical investigation of the ethanolic extract of the whole plants of Geum japonicum Thunb. var. chinense F. Bolle yielded four new compounds: 20β,28-epoxy-28-hydroxytaraxasteran-3β-ol (1), (7R,8R)-4-hydroxy-9′-O-(α-L-rhamnopyranosyl)-3,3′,5′-trimethoxy-8-O-4′-neolignan (2), (7R,8S)-4-hydroxy-9′-O-(α-L-rhamnopyranosyl)-3,3′,5′-trimethoxy-8-O-4′-neolignan (3), and (7S,8S)-5-methoxycupressoside A (4), as well as 40 other known compounds. Structures were elucidated by physical, chemical, and spectroscopic methods, including 1D and 2D NMR, HRESIMS, and CD experiments. The taraxasterane-type triterpene (1) and lignans (2–6) are reported for the first time from the Geum genus. Moreover, all compounds were evaluated for anti-inflammatory activities against NO production in RAW264.7 macrophages, and only moderate activities were detected.

Key words

Geum japonicum Thunb. var. chinense F. Bolle - Rosaceae - taraxasterane-type triterpene - lignans - anti-inflammatory activity

Supporting Information

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Huizi Jin

School of Pharmacy
Shanghai Jiao Tong University

Min Hang Dong Chuan Rd 800

Shanghai 200240

P. R. China

Phone: +86 21 34 20 59 89

Fax: +86 21 34 20 59 89

Email: kimhz@sjtu.edu.cn

Weidong Zhang

School of Pharmacy
Shanghai Jiao Tong University

Min Hang Dong Chuan Rd 800

Shanghai 200240

P. R. China

Phone: +86 21 34 20 59 89

Fax: +86 21 34 20 59 89

Email: wdzhangy@hotmail.com