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Planta Med 2013; 79(14): 1356-1361
DOI: 10.1055/s-0033-1350645
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Triterpenoids and Steroids with Cytotoxic Activity from Emmenopterys henryi

Xing-De Wu
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
,
Juan He
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
,
Xing-Yao Li
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
,
Liao-Bin Dong
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
,
Xun Gong
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
,
Xiu Gao
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
,
Liu-Dong Song
2   School of Pharmaceutical Science & Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming, P. R. China
,
Yan Li
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
,
Li-Yan Peng
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
,
Qin-Shi Zhao
1   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
› Author Affiliations
Further Information

Publication History

received 17 January 2013
revised 17 June 2013

accepted 25 June 2013

Publication Date:
23 July 2013 (online)

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Abstract

Two new ursane-type triterpenoids, 3β,19α,23-trihydroxyurs-12-en-24-al-28-oic acid (1) and 3β,19α,24-trihydroxy-23-norurs-12-en-28-oic acid (2), two new pregnane derivatives, 3β,12β-dihydroxy-5α-pregnane-14,16-dien-20-one (9) and 12β-hydroxy-5α-pregnane-14,16-dien-3,20-dione (10), and eight known compounds were isolated from the twigs and leaves of Emmenopterys henryi. The structures of the new compounds were elucidated on the basis of extensive spectroscopic analysis, including 1D and 2D NMR experiments. Compounds 4, 11, and 12 showed cytotoxicity against HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines with IC50 values in the range of 3.11–20.12 µM.

Key words

Emmenopterys henryi - Rubiaceae - ursane-type triterpenoids - pregnane derivatives - cytotoxic activity

Supporting Information

 

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