Gneyulins A and B, stilbene trimers, and noidesols A and B, dihydroflavonol- C -glucosides, from the bark of gnetum gnemonoides

Journal of Natural Products

Volumn 73, Issue 4, 2010, Pages 763-767

  Shimokawa, Yoko ^a   Akao, Yusuke ^a   Hirasawa, Yusuke ^a   Awang, Khalijah ^b   Hadi, A Hamid A ^b   Sato, Seizo ^c   Aoyama, Chihiro ^c   Takeo, Jiro ^c   Shiro, Motoo ^d   Morita, Hiroshi ^a  

^a HOSHI UNIVERSITY   (Japan)

^b UNIVERSITY OF MALAYA   (Malaysia)

^c NIPPON SUISAN KAISHA LTD   (Japan)

^d RIGAKU CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANT; DIHYDROFLAVONOL C GLUCOSIDE; GNEYULIN A; GNEYULIN B; NOIDESOLS A; NOIDESOLS B; PHLORIZIN; SODIUM GLUCOSE COTRANSPORTER 1; SODIUM GLUCOSE COTRANSPORTER 2; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIOXIDANT ACTIVITY; ARTICLE; BARK; CONTROLLED STUDY; DRUG STRUCTURE; GNETUM; IC 50; MEDICINAL PLANT; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; X RAY ANALYSIS;

CRYSTALLOGRAPHY, X-RAY; FLAVONOLS; GLUCOSIDES; GNETUM; MALAYSIA; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PLANT BARK; SODIUM-GLUCOSE TRANSPORTER 1; SODIUM-GLUCOSE TRANSPORTER 2; STILBENES;

GNETUM GNEMONOIDES;

EID: 77951614922     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np9007987     Document Type: Article

References (28)

1. Li, X.-M., Lin, M., Wang, Y.-H., and Liu, X. Planta Med. 2004, 70, 160-165
2. Huang, K.-S., Zhou, S., Lin, M., and Wang, Y.-H. Planta Med. 2002, 68, 916-920
3. Oh, H., Ko, E. K., Jun, J. Y., Oh, M. H., Park, S. U., Kang, K. H., Lee, H. S., and Kim, Y. C. Planta Med. 2002, 68, 932-934
4. Ohguchi, K., Tanaka, T., Iliya, I., Ito, T., Iinuma, M., Matsumoto, K., Akao, Y., and Nozawa, Y. Biosci. Biotechnol. Biochem. 2003, 67, 663-665
5. Tanaka, T., Iliya, I., Ito, T., Furusawa, M., Nakaya, K., Iinuma, M., Shirataki, Y., Matsuura, N., Ubukata, M., Murata, J., Simozono, F., and Hirai, K. Chem. Pharm. Bull. 2001, 49, 858-862
6. Iliya, I., Ali, Z., Tanaka, T., Iinuma, M., Furusawa, M., Nakaya, K., Murata, J., Darnaedi, D., Matsuura, N., and Ubukata, M. Phytochemistry 2003, 62, 601-606
7. Kato, E., Tokunaga, Y., and Sakan, F. J. Agric. Food Chem. 2009, 57, 2544-2549
8. Jeon, S. Y., Kwon, S. H., Sepng, Y. H., Bae, K., Hur, J. M., Lee, Y. Y., Suh, D. Y., and Song, K. S. Phytomedicine 2007, 14, 403-408
9. Ismail, I. S., Nagakura, Y., Hirasawa, Y., Hosoya, T., Lazim, M. I. M., Lajis, N. H., Shiro, M., and Morita, H. J. Nat. Prod. 2009, 72, 1879-1883
10. Nugroho, A. E., Hirasawa, Y., Kawahara, N., Goda, Y., Awang, K., Hadi, A. H. A., and Morita, H. J. Nat. Prod. 2009, 72, 1502-1506
11. Iliya, I., Tanaka, T., Iinuma, M., Furasawa, M., Ali, Z., Nakaya, K., Murata, J., and Darnaedi, D. Helv. Chim. Acta 2002, 85, 2394-2402
12. Iliya, I., Tanaka, T., Furasawa, M., Ali, Z., Nakaya, K., Iinuma, M., Shirataki, Y., Murata, J., and Darnaedi, D. Heterocycles 2001, 55, 2123-2130
13. Kapche, G. D., Waffo-Teguo, P., Massip, S., Guillon, J., Vitrac, C., Krisa, S., Ngadjui, B., and Merillon, J. M. Anal. Sci. 2007, 23, 59-60
14. Jeong, S. H., Ryu, Y. B., Curtis-Long, M. J., Ryu, H. W., Baek, Y. S., Kang, J. E., Lee, W. S., and Park, K. H. J. Agric. Food Chem. 2009, 57, 1195-1203
15. Cheng, G., Bai, Y., Zhao, Y., Tao, J., Liu, Y., Tu, G., Ma, L., Liao, N., and Xu, X. Tetrahedron 2000, 56, 8915-8920
16. Flack, H. D. Acta Crystallogr. 1983, A39, 876-881
17. Gaffield, W. Tetrahedron 1970, 26, 4093-4108
18. Funaoka, K. and Tanaka, M. Mokuzai Gakkaishi 1957, 3, 144-146
19. Hayashi, Y., Ohara, S., and Takahashi, T. Mokuzai Gakkaishi 1987, 33, 511-520
20. Dokkedal, A. L., Lavarda, F., dos Santos, L. C., and Vilegas, W. J. Braz. Chem. Soc. 2007, 18, 437-439
21. EI-Sawi, S. A. Pharm. Pharmacol. Lett. 2001, 11, 30-33
22. Lee, W.-S., Kanai, Y., Wells, R. G., and Hediger, M. A. J. Biol. Chem. 1994, 269, 12032-12039
23. You, G., Lee, W.-S., Barros, E. J. G., Kanai, Y., Huo, T.-L., Khawaja, S., Wells, R. G., Nigam, S. K., and Heidiger, M. A. J. Biol. Chem. 1995, 270, 29365-29371
24. Mackenzie, B., Panayotova-Heiermann, M., Loo, D. D. F., Lever, J. E., and Wright, E. M. J. Biol. Chem. 1994, 269, 22488-22491
25. Wright, E. M. and Turk, E. Pfugers Arch. 2004, 447, 510-518
26. Katsuno, K., Fujimori, Y., Takemura, Y., Hitatochi, M., Itho, F., Komatsu, Y., Fujikura, H., and Isaji, M. J. Pharm. Exp. Ther. 2007, 320, 323-330
27. Sato, S., Aoyama, C., and Takeo, J. Bioorg. Med. Chem. 2007, 15, 3445-3449
28. CCDC 747369 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at via http://www.ccdc.cam.ac. uk/deposit or from the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 1223 336 033; e-mail: deposit@ccdc.cam.ac.uk).