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Planta Med 2013; 79(01): 60-69
DOI: 10.1055/s-0032-1328019
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Cycloartane Triterpenes of the Traditional Chinese Medicine “Shengma” (Cimicifuga dahurica)

Yin Nian
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, PR China
2   Graduate School of the Chinese Academy of Sciences, Beijing, PR China
,
Hai-Yan Wang
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, PR China
2   Graduate School of the Chinese Academy of Sciences, Beijing, PR China
,
Lin Zhou
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, PR China
,
Jia Su
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, PR China
2   Graduate School of the Chinese Academy of Sciences, Beijing, PR China
,
Yan Li
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, PR China
,
Ming-Hua Qiu
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, PR China
› Author Affiliations
Further Information

Publication History

received 07 June 2012
revised 22 October 2012

accepted 29 October 2012

Publication Date:
05 December 2012 (online)

Also available at
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Abstract

Twelve new 9,19-cycloartane triterpenes (1–12), together with fourteen known compounds (13–26), were isolated from the roots of Cimicifuga dahurica. Their structures were determined by application of spectroscopic analyses and chemical methods. Biological evaluation of the compounds against human HL-60, SMMC-7721, A549, MCF-7, and SW-480 cell lines indicated that cimigenol-type glycosides (1–3, 19, and 20) showed broad-spectrum and moderate cytotoxicities, with IC50 values ranging from 4.2 to 14.5 µM. Meanwhile, cimigenol-type aglycones (6–8, 15, 16, and 18) exhibited broad-spectrum and week cytotoxicities, having IC50 values around 20 µM. In addition, the key points of the structure-activity relationships of aglycones with a cimigenol skeleton were discussed.

Key words

Ranunculaceae - Cimicifuga dahurica - cycloartane triterpenes - cytotoxicity - structure-activity relationships

Supporting Information

 

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