Constituents of Asparagus officinalis Evaluated for Inhibitory Activity against Cyclooxygenase-2

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• 作者：Dae Sik Jang ; Muriel Cuendet ; Harry H. S. Fong ; John M. Pezzuto ; and A. Douglas Kinghorn
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2004
• 出版时间：April 21, 2004
• 年：2004
• 卷：52
• 期：8
• 页码：2218 - 2222
• 全文大小：67K
• 年卷期：v.52,no.8(April 21, 2004)
• ISSN：1520-5118

文摘

As part of a project directed toward the discovery of new cancer chemopreventive agents from plants,two new natural products, asparagusic acid anti-S-oxide methyl ester (1) and asparagusic acid syn-S-oxide methyl ester (2), a new acetylenic compound, 2-hydroxyasparenyn {3',4'-trans-2-hydroxy-1-methoxy-4-[5-(4-methoxyphenoxy)-3-penten-1-ynyl]-benzene} (3), as well as eleven known compounds, asparenyn (4), asparenyol (5), (±)-1-monopalmitin (6), ferulic acid (7), 1,3-O-di-p-coumaroylglycerol (8), 1-O-feruloyl-3-O-p-coumaroylglycerol (9), blumenol C, (±)-epipinoresinol,linoleic acid, 1,3-O-diferuloylglycerol, and 1,2-O-diferuloylglycerol, were isolated from an ethyl acetate-soluble fraction of the methanol extract of the aerial parts of Asparagus officinalis (Asparagus), usinga bioassay based on the inhibition of cyclooxygenase-2 to monitor chromatographic fractionation.The structures of compounds 1-3 were elucidated by 1D- and 2D-NMR experiments (¹H NMR, ¹³CNMR, DEPT, COSY, HMQC, HMBC and NOESY). All the isolates were evaluated for their inhibitoryeffects against both cyclooxygenase-1 and -2, with the most active compound being linoleic acid.Keywords: Asparagus officinalis L.; Liliaceae; asparagusic acid anti- and syn-S-oxide methyl esters;2-hydroxyasparenyn; cyclooxygenase-2; cancer chemoprevention