Alisolide, alisols O and P from the rhizome of Alisma orientale

Phytochemistry

Volumn 69, Issue 2, 2008, Pages 527-532

  Zhao, Ming ^a   Xu, Li Jia ^b   Che, Chun Tao ^a  

^a CHINESE UNIVERSITY OF HONG KONG   (Hong Kong)

^b INSTITUTE OF MEDICINAL PLANT DEVELOPMENT   (China)

Author keywords

Alisma orientale; Alismataceae; Alisol O; Alisol P; Alisolide; Protostane triterpenes

Indexed keywords

24 HYDROXYPROTOSTA 11,13 DIENE 24 ACETATE; 24-HYDROXYPROTOSTA-11,13-DIENE 24-ACETATE; ALISOL P; ALISOLIDE; CHOLEST 4 EN 3 ONE; TRITERPENE; UNCLASSIFIED DRUG;

ALISMA; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RHIZOME; X RAY CRYSTALLOGRAPHY;

ALISMA; CHOLESTENONES; CRYSTALLOGRAPHY, X-RAY; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; RHIZOME; TRITERPENES;

ALISMA; ALISMA ORIENTALE; ALISMATACEAE;

EID: 37549028367     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2007.06.014     Document Type: Article

References (25)

1. Briggs L.H., Bartley J.P., and Rutledge P.S. Degradation of the lanosterol side chain. J. Chem. Soc., Perkin Trans. 1: Org. Bioorg. Chem. 8 (1973) 806-809
2. Fukuyama Y., Geng P.W., Wang R., Yamada T., and Nakagawa K. 11-Deoxyalisol C and alisol D: new protostane-type triterpenoids from Alisma plantago-aquatica. Planta Med. 54 (1988) 445-447
3. Geng P.W., Fukuyama Y., Yamada T., Wang R., and Bao J.X. Triterpenoids from the rhizome of Alisma plantago-aquatica. Phytochemistry 27 (1988) 1161-1164
4. Lee S.M., Kim J.H., Zhang Y., An R.B., Min B.S., Joung H., and Lee H.K. Anti-complementary activity of protostane-type triterpenes from Alismatis rhizoma. Arch. Pharmacol. Res. 26 (2003) 463-465
5. Matsuda H., Kageura T., Toguchida I., Murakami T., Kishi A., and Yoshikawa M. Effects of sesquiterpenes and triterpenes from the rhizome of Alisma orientale on nitric oxide production in lipopolysaccharide-activated macrophages: absolute stereostructures of alismaketones-B 23-acetate and -C 23-acetate. Bioorg. Med. Chem. Lett. 9 (1999) 3081-3086
6. Murata T., and Miyamoto M. Biological-active triterpenes of Alismatis rhizoma. II. Structures of alisol A and alisol A monoacetate. Chem. Pharm. Bull. 18 (1970) 1354-1361
7. Murata T., Shinohara M., Hirata T., Kamiya K., Nishikawa M., and Miyamoto M. New triterpenes of Alisma plantago-aquatica var orientale. Tetrahedron Lett. 1 (1968) 103-108
8. Murata T., Shinohara M., and Miyamoto M. Biological-active triterpenes of Alismatis rhizoma. IV. Structures of alisol B, alisol B monoacetate and alisol C monoacetate. Some reactions of the α-hydroxy epoxide of the alisol B derivatives. Chem. Pharm. Bull. 18 (1970) 1369-1384
9. Nakajima Y., Satoh Y., Katsumata M., Tsujiyama K., Ida M., and Shoji J. Terpenoids of Alisma orientale rhizomes and the crude drug Alismatis rhizoma. Phytochemistry 36 (1994) 119-127
10. Peng G.P., and Lou F.C. Terpenoids of Alisma orientalis Juzep. Nat. Prod. Res. Dev. 13 4 (2001) 1-4
11. Peng G.P., and Lou F.C. Structure determination of oplopanone by 2D inadequate experiment. Nat. Prod. Res. Dev. 13 6 (2001) 9-11
12. Peng G.P., and Lou F.C. Isolation and identification of diterpenes from Alisma orientalis Juzep. Acta Pharm. Sin. 37 (2002) 950-954
13. Peng G.P., Zhu G.Y., and Lou F.C. Terpenoids from Alisma orientalis Juzep. Nat. Prod. Res. Dev. 14 6 (2002) 7-10
14. Peng G.P., Zhu G.Y., and Lou F.C. Two novel terpenoids from Alisma orientalis Juzep. Nat. Prod. Res. Dev. 14 4 (2002) 5-8
15. Peng G.P., Lou F.C., Huang X.F., and Tian G. Structure of orientanone from Alisma orientalis, a novel sesquiterpene originating from guaiane-type carbon skeleton by isopropyl shift. Tetrahedron 58 (2002) 9045-9048
16. Peng G.P., Tian G., Huang X.F., and Lou F.C. Guaiane-type sesquiterpenoids from Alisma orientalis. Phytochemistry 63 (2003) 877-881
17. Sun X.Z. Flora Reipublicae Popularis Sinicae vol. 8 (1992), China Science Press, Ltd,, Beijing pp. 127-145
18. Yamaguchi K., Ida Y., Satoh Y., Nakajima Y., and Shoji J. A kaurane derivative isolated from Alisma orientale. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. C50 (1994) 738-740
19. Yoshikawa M., Hatakeyama S., Tanaka N., Matsuoka T., Yamahara J., and Murakami N. Crude drugs from aquatic plants. II. On the constituents of the rhizome of Alisma orientale Juzep. originating from Japan, Taiwan, and China. Absolute stereostructures of 11-deoxyalisols B and B 23-acetate. Chem. Pharm. Bull. 41 (1993) 2109-2112
20. Yoshikawa M., Hatakeyama S., Tanaka N., Fukuda Y., Yamahara J., and Murakami N. Crude drugs from aquatic plants. I. On the constituents of Alismatis rhizoma. (1). Absolute stereostructures of alisols E 23-acetate, F, and G, three new protostane-type triterpenes from Chinese Alismatis rhizoma. Chem. Pharm. Bull. 41 (1993) 1948-1954
21. Yoshikawa M., Yamaguchi S., Matsuda H., Kohda Y., Ishikawa H., Tanaka N., Yamahara J., and Murakami N. Crude drugs from aquatic plants. IV. On the constituents of Alismatis rhizoma. (2). Stereostructures of bioactive sesquiterpenes, alismol, alismoxide, orientalols A, B, and C, from Chinese Alismatis rhizoma. Chem. Pharm. Bull. 42 (1994) 1813-1816
22. Yoshikawa M., Yamaguchi S., Matsuda H., Tanaka N., Yamahara J., and Murakami N. Crude drugs from aquatic plants. V. On the constituents of Alismatis rhizoma. (3). Stereostructures of water-soluble bioactive sesquiterpenes, sulfoorientalols a, b, c, and d, from Chinese Alismatis rhizoma. Chem. Pharm. Bull. 42 (1994) 2430-2435
23. Yoshikawa M., Murakami T., Ikebata A., Ishikado A., Murakami N., Yamahara J., and Matsuda H. Absolute stereostructures of alismalactone 23-acetate and alismaketone-a 23-acetate, new seco-protostane and protostane-type triterpenes with vasorelaxant effects from Chinese Alismatis rhizoma. Chem. Pharm. Bull. 45 (1997) 756-758
24. Yoshikawa M., Tomohiro N., Murakami T., Ikebata A., Matsuda H., Matsuda H., and Kubo M. Studies on alismatis rhizoma. III. Stereostructures of new protostane-type triterpenes, alisols H, I, J-23-acetate, K-23-acetate, L-23-acetate, M-23-acetate, and N-23-acetate, from the dried rhizome of Alisma orientale. Chem. Pharm. Bull. 47 (1999) 524-528
25. Zeng L., Pen X., and Zhang R.Y. Alizexol A, a novel protostane type of triterpene from Alisma orientalis (SAM) Juzep. Chin. Chem. Lett. 6 (1995) 675-678