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Cytotoxic Withanolides from Tubocapsicum anomalum

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Pei-Wen Hsieh,^† Zih-You Huang,^† Jyun-Hong Chen,^† Fang-Rong Chang,*^† Ching-Chung Wu,^† Yu-Liang Yang,^† Michael Y. Chiang,^‡ Ming-Hon Yen,^† Shu-Li Chen,^† Hsin-Fu Yen,^§ Tilo Lübken,^† Wen-Chun Hung, and Yang-Chang Wu*^†

Graduate Institute of Natural Products, School of Pharmcy, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China, Department of Chemistry, National Sun Yat-Sen University, Kaohsiung 804, Taiwan, Republic of China, National Museum of Natural Science, Taichung, 404, Taiwan, Republic of China, and National Sun Yat-Sen University-Kaohsiung Medical University Joint Research Center, Kaohsiung 804, Taiwan, Republic of China

J. Nat. Prod., 2007, 70 (5), pp 747–753

DOI: 10.1021/np0605541

Publication Date (Web): April 7, 2007

†

Kaohsiung Medical University.

To whom correspondence should be addressed. For Y.-C.W.: Phone: (+886)-(0)7-312-1101, ext. 2197. Fax: (+886)-(0)7-311-4773. E-mail: yachwu@kmu.edu.tw. For F.-R.C.: Phone: (+886)-(0)7-312-1101, ext. 2162. E-mail: aaronfrc@kmu.edu.tw.

‡

National SunYat-Sen University.

National Museum of Natural Science.

National SunYat-Sen University-Kaohsiung Medical University Joint Research Center.

Abstract

Fifteen new withanolides (1−8, 11−17) and two known withanolides, withanolide D (9) and 17α-hydroxywithanolide D (10), were isolated from the stems, roots, and leaves of Tubocapsicum anomalum using bioassay-directed fractionation. The structures were determined by spectroscopic and chemical methods, and the absolute configurations were established by CD analysis and by the Mosher ester method. The structure of 1 and 3 were further confirmed by X-ray crystallographic analysis. Compounds 1, 4−6, 8−10, and 13 showed significant cytotoxic activity against Hep G2, Hep 3B, A-549, MDA-MB-231, MCF-7, and MRC-5 cell lines.

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Published In Issue May 25, 2007
Received November 7, 2006

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Article

Cytotoxic Withanolides from Tubocapsicum anomalum

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