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DOI: 10.1055/s-2003-41112
© Georg Thieme Verlag Stuttgart · New York
Bioactive Coumarins from the Leaves of Murraya omphalocarpa
Publication History
Received: October 28, 2002
Accepted: March 22, 2003
Publication Date:
04 August 2003 (online)
Abstract
Using antiplatelet aggregation as a guide to fractionation, eight coumarins, omphalocarpinol (1), 5,7-dimethoxy-8-(3′-methyl-2′-oxobutyl)coumarin (2), murralongin, murrayanone, omphamurin (5), murragleinin, mexoticin, and murrangatin, were isolated from the leaves of Murraya omphalocarpa. Compound 1 is new, and 5 is a new enantiomer of omphamurin. The structures of these compounds were elucidated on the basis of spectroscopic techniques, and the structure of compound 1 was confirmed by X-ray crystallographic analysis. Among them, compounds 1, 2 and 5 exhibited significant antiplatelet aggregation activity.
Key words
Murraya omphalocarpa - Rutaceae - antiplatelet aggregation - coumarin - omphalocarpinol
References
- 1 Flora of of. Taiwan, Editorial Committee of the Flora of Taiwan, Second Edition. Taipei, Taiwan; ROC 1993: 526-7
- 2 Wu T S, Tien H J, Arisawa M, Shimizu M, Morita N. Flavonols and coumarins from the fruit of Murraya omphalocarpa . Phytochemistry. 1980; 19 2227-8
- 3 Wu T S. Omphamurin - A new coumarin from Murraya omphalocarpa . Phytochemistry. 1981; 20 178-9
- 4 Imai F, Kinoshita T, Itai A, Sankawa U. Acid-catalyzed rearrangement of an epoxy coumarin phebalosin. The revised structure of murralongin. Chem Pharm Bull. 1986; 34 3978-81
- 5 Wu T S. Coumarins from the leaves of Murraya paniculata . Phytochemistry. 1988; 27 2357-8
- 6 Wickramaratne D BM, Kumar V, Balasubramaniam S. Murragleinin, a coumarin from Murraya gleinei leaves. Phytochemistry. 1984; 23 2964-6
- 7 Barik B R, Dey A K, Das P C, Chatterjee A, Shoolery J N. Coumarins of Murraya exotica - absolute configuration of auraptenaol. Phytochemistry. 1983; 22 792-4
- 8 TEXSA N. Crystal Structure Analysis Package. Molecular Structure Corporation 1992
- 9 Chen K S, Ko F N, Teng C M, Wu Y C. Antiplatelet and vasorelaxing actions of some benzylisoquinoline and phenanthrene alkaloids. J Nat Prod. 1996; 59 531-4
- 10 Ito C, Furukawa H. Three new coumarins from leaves of Murraya paniculata . Heterocycles. 1987; 26 2959-62
- 11 Vane J R. Inhibition of prostaglandin synthesis as a mechanism of action for aspirin-like drugs. Nature (New Biology). 1971; 231 232-5
Professor Dr. Yang-Chang Wu
Graduate Institute of Natural Products
Kaohsiung Medical University
Kaohsiung 807
Taiwan
R.O.C
Fax: +886-7-3114773
Email: yachwu@kmu.edu.tw