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DOI: 10.1055/s-0028-1088325
© Georg Thieme Verlag KG Stuttgart · New York
Isolation and Cytotoxicity of the Lignanoids from Chamaecyparis formosensis
Publication History
Received: July 2, 2008
Revised: August 24, 2008
Accepted: September 1, 2008
Publication Date:
10 November 2008 (online)
Abstract
In this study, we assessed the antitumor activity of the methanol extract from wood chips of the heartwood of the Taiwan red cypress, Chamaecyparis formosensis Matsumura, which is a precious tree species endemic to Taiwan. A brine shrimp lethality test (BST) indicated that the ethyl acetate (EtOAc)-soluble extract from the MeOH extract was a suitable candidate (LC50 = 15.36 μg/mL) for further studies of the antitumor activity of its components. From this EtOAc fraction, we isolated six lignans and two norlignans and tested their cytotoxic activities in vitro against promyelocytic leukemia (HL-60) and hepatoma (Hepa-G2) cell lines. Among these compounds, 7,7′-(S)-dihydrotaiwanin C, isolated for the first time from nature, with its single crystal structure depicted in this study, exhibited significant cytotoxic activity against HL-60 cell lines in vitro (IC50 = 4.03 μg/mL) after 24 hours.
Abbreviations
BST:brine shrimp lethality test
Hepa-G2:human hepatoma
HL-60:human leukemia
IC50:half-maximal inhibitory concentration
SARs:structure-activity relationships
AS:adenine sulfate
Key words
Chamaecyparis formosensis - Cupressaceae - Taiwan red cypress - cytotoxicity - lignans - 7,7′-(S)-dihydrotaiwanin C
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