Subscribe to RSS
DOI: 10.1055/s-2005-873190
© Georg Thieme Verlag KG Stuttgart · New York
Five New Diels-Alder Type Adducts from the Stem and Root Bark of Morus mongolica
Publication History
Received: March 31, 2005
Accepted: June 29, 2005
Publication Date:
10 November 2005 (online)
Abstract
Five new Diels-Alder type adducts, mongolicins A - E (1 - 5), and nine known compounds, mongolicin F (6), chalcomoracin (7), mulberrofuran T (8), mulberrofuran G (9), mulberrofuran F (10), albanol B (11), kuwanon O (12), mulberrofuran H (13) and kuwanon H (14), were isolated from the stem and root bark of Morus mongolica. Their structures were determined by spectroscopic analysis and chiroptical methods. Among them, compounds 3 and 5 showed potent anti-inflammatory activities (inhibition of release of β-glucuronidase from rat PMNs induced by PAF) with inhibitory ratios of 80.4 % (P < 0.05) and 77.0 % (P < 0.001) at a concentration of 10-5 mol L-1. Compounds 2, 6 and 12 were active as antioxidatives (inhibition of liver microsomal lipid peroxidation induced by Fe2+-Cys system) with inhibitory ratios of 83.6 % (P < 0.05), 86.0 % (P < 0.05), and 63.0 % (P < 0.05) at a concentration of 10-5 mol L-1.
Key words
Morus mongolica - Diels-Alder type adducts - mongolicins A - E
References
- 1 Dai S J, Mi Z M, Ma Z B, Li S, Chen R Y, Yu D Q. Bioactive Diels-Alder type adducts from the stem bark of Morus macroura . Planta Med. 2004; 70 758-63
- 2 Fukai T, Hano Y, Hirakura K, Nomura T, Uzawa J, Fukushima K. Structures of two natural hypotensive Diel-Alder type adducts, mulberrofurans F and G, from the cultived mulberry tree (Morus lhou Koidz.) Chem Pharm Bull. 1985; 33 3195-204
- 3 Hano Y, Suzuki S, Nomura T, Iitaka Y. Absolute configuration of natural Diels-Alder type adducts from the Morus root bark. Heterocycles. 1988; 27 2315-25
- 4 Hano Y, Nomura T. Structure of mulberrofuran P, a novel 2-arylbenzofuran derivative from the cultived mulberry tree (Morus alba). Heterocycles. 1986; 24 1381-6
- 5 Fukai T, Hano Y, Hirakura K, Nomura T, Uzawa J. Structures of a novel 2-arylbenzofuran derivative and two flavone derivatives from the cultivated mulberry tree (Morus lhou Koidz.) Chem Pharm Bull. 1985; 33 4288-95
- 6 Nomura T, Terada S, Fukai T, Hano Y, Uzawa J. Structure of sanggenon D, a natural hypotensive Diels-Alder adduct from Chinese crude drug ”Sang-Bai-Pi” (Morus root barks). Heterocycles. 1982; 17 381-9
- 7 Nomura T, Fukai T. Hypotensive constituent, kuwanon H, a new flavone derivative from the root bark of cultivated mulberry tree (Morus alba L.) Heterocycles. 1980; 14 1943-51
- 8 Nomura T, Fukai T, Hano Y, Ikuta H. Kuwanon M. A new Diels-Alder adduct from the root barks of the cultivated mulberry tree (Morus lhou (Ser.) Koidz.) Heterocycles. 1983; 20 585-91
- 9 Hano Y, Nomura T, Ueda S. Two new Diels-Alder type adducts, mulberrofuran T and kuwanol E, from callus tissues of Morus alba L. Heterocycles. 1989; 29 2035-41
- 10 Hirakura K, Hano Y, Fukai T, Nomura T, Uzawa J, Fukushima K. Structures of three new natural Diels-Alder type adducts, kuwanons P and X, and mulberrofuran J, from the cultivated mulberry tree (Morus lhou Koidz.) Chem Pharm Bull. 1985; 33 1088-96
- 11 Hano Y, Manabu S, Nomura T. Studies on the enzyme participating in the Diels-Alder reaction in Morus alba cell cultures. Tennen Yuki Kagobutsu Toronkai Koen Yshishu. 2000; 42 295-300
- 12 Hano Y, Hirakura K, Nomura T, Terada S, Fukushima K. Compounds of the root bark of Morus lhou 1. Structures of two new natural Diels-Alder adducts, kuwanons N and O. Planta Med. 1984; 50 127-30
Prof. Ruo-yun Chen
Institute of Materia Medica
Chinese Academy of Medical Sciences and Peking Union Medical College
1 Xian Nong Tan Street
Beijing 100050
People’s Republic of China
Fax: +86-010-6301-7757
Email: ruoyunchen@hotmail.com