Planta Med 2009; 75(8): 848-855
DOI: 10.1055/s-0029-1185438
Natural Product Chemistry
Original Paper
© Georg Thieme Verlag KG Stuttgart · New York

New Cytotoxic Lupane Triterpenes from Perrottetia arisanensis

Ying-Chi Du1 , An-Shen Lin1 , Chin-Chung Wu1 , 2 , Pei-Wen Hsieh1 , Yung-Husan Chen1 , I-Hsiao Chen1 , Shu-Li Chen1 , Hsin-Fu Yen3 , Tilo Lübken1 , Fang-Rong Chang1 , 2 , 4 , Yang-Chang Wu1 , 2 , 4
  • 1Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan
  • 2Center of Excellence for Environmental Medicine, Kaohsiung Medical University, Kaohsiung, Taiwan
  • 3National Museum of Natural Science, Taichung, Taiwan
  • 4National Sun Yat-Sen University-Kaohsiung Medical University Joint Research Center, Kaohsiung, Taiwan
Further Information

Publication History

received May 14, 2008 revised January 7, 2009

accepted January 27, 2009

Publication Date:
18 March 2009 (online)

Abstract

Eight new lupane triterpenes, including 7β-cis-coumaroylbetulinic acid (1), 7β-trans-coumaroylbetulinic acid (2), 7β-cis-coumaroyl-3-epi-betulinic acid (3), 7β-trans-coumaroyl-3-epi-betulinic acid (4), 7β-cis-coumaroylbetulonic acid (5), 7β-trans-coumaroylbetulonic acid (6), 7β-hydroxybetulinaldehyde (7) and 28-norlup-20(29)-ene-3α,17β-diol (8), together with fifteen known compounds were isolated from the bioactive methanol extract of the stems of Perrottetia arisanensis. The structures of the new compounds were elucidated by spectroscopic and HR‐ESI‐MS analysis. All new compounds were evaluated for their cytotoxicity against six human cancer cell lines. Among them, lupane triterpene coumaroyl esters 16 showed moderate cytotoxicity with IC50 values ranging from 3.75 to 21.29 µM. This is the first report for lupane triterpenes with a phenylpropane moiety substituted at C-7.

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Prof. Dr. Yang-Chang Wu

Graduate Institute of Natural Products
Kaohsiung Medical University

Kaohsiung 807

Taiwan

R. O. C.

Phone: + 88 6 73 12 11 01 ext.21 97

Fax: + 88 6 73 11 47 73

Email: yachwu@kmu.edu.tw

Prof. Dr. Fang-Rong Chang

Graduate Institute of Natural Products
Kaohsiung Medical University

Kaohsiung 807

Taiwan

R. O. C.

Phone: + 88 6 73 12 11 01 ext.21 62

Email: aaronfrc@kmu.edu.tw