Endothelin receptor antagonist triterpenoid, myriceric acid A, isolated from Myrica cerifera, and structure activity relationships of its derivatives

Chemical and Pharmaceutical Bulletin

Volumn 44, Issue 2, 1996, Pages 343-351

  Sakurawi, Kensuke ^a   Yasuda, Fumio ^a   Tozyo, Takehiko ^a   Nakamura, Miharu ^a   Sato, Tomohiro ^a   Kikuchi, Junko ^a   Terui, Yoshihiro ^a   Ikenishi, Yuji ^a   Iwata, Tsuyoshi ^a   Takahashi, Kazuhiro ^a   Konoike, Toshiro ^a   Mihara, Shin Ichi ^a   Fujimoto, Masafumi ^a  

^a SHIONOGI AND CO LTD   (Japan)

Author keywords

endothelin receptor antagonist; Myrica cerifera; myriceric acid A; myriceric acid C; myriceric acid D; triterpene

Indexed keywords

ENDOTHELIN RECEPTOR ANTAGONIST; MYRICERIC ACID A; MYRICERIC ACID C; MYRICERIC ACID D; PLANT EXTRACT; TRITERPENOID; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; DRUG ACTIVITY; DRUG ISOLATION; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SULFATION; MEDICINAL PLANT; STRUCTURE ACTIVITY RELATION;

EID: 13344250468     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.44.343     Document Type: Article

References (19)

1. Yanagisawa M., Kurihara H., Kimura S., Tomobe Y., Kobayashi M , Mitsui Y., Yazaki Y., Goto K., Masaki T., Nature (London), 332, 411-415 (1988).
2. Inoue A., Yanagisawa M., Kimura S., Kasuya Y., Miyauchi T., Goto K., Masaki T., Proc. Natl. Acad. Sci. U.S.A., 86, 2863-2867 (1989)
3. Yanagisawa M., Masaki T., Trends Pharmacol. Sci., 10, 374-378 (1989).
4. Yanagisawa M., Masaki T., Biochem. Pharmacol., 38, 1877-1883 (1989).
5. Sakurai T., Yanagisawa M., Masaki T., Trends Pharmacol. Sci., 13, 103-108 (1992).
6. Rubanyi G. M., Polokoff M. A., Pharmacol. Rev., 46, 325-415 (1994).
7. Ihara M., Fukuroda T., Saeki T., Nishikibe M., Kojiri K., Suda H., Yano M., Biochem. Biophys. Res. Commun., 178, 132-137 (1991).
8. Ihara M., Noguchi K., Saeki T., Fukuroda T., Tsuchida S., Kimura S., Fukami T., Ishikawa K , Nishikibe M., Yano M., Life Sci., 50, 247-255 (1992).
9. Ishikawa K., Ihara M., Noguchi K., Mase T., Mino N., Saeki T., Fukuroda T., Fukami T., Ozaki S., Nagase T., Nishikibe M., Yano M., Proc. Nat. Acad. Sci. U.S.A., 91, 4892-4896 (1994).
10. Tanaka T., Tsukuda E., Nozawa M., Nonaka H., Ohno T., Kase H., Yamada K., Matsuda Y., Mol. Pharmacol., 45, 724-730 (1994).
11. Part of this work was described in a preliminary report. See Fujimoto M., Mihara S., Nakajima S., Ueda M., Nakamura M., Sakurai K., FEBS Lett., 305, 41-44 (1992) Mihara S., Sakurai K., Nakamura M., Konoike T., Fujimoto M., Eur. J. Pharmacol., 247, 219-221 (1993).
12. Part of this work was described in a preliminary report. See Fujimoto M., Mihara S., Nakajima S., Ueda M., Nakamura M., Sakurai K., FEBS Lett., 305, 41-44 (1992) Mihara S., Sakurai K., Nakamura M., Konoike T., Fujimoto M., Eur. J. Pharmacol., 247, 219-221 (1993).
13. Koekemoer J. M., Vermeulen N. M. J., Anderson L. A. P., J. S. African Chem. Inst., 27, 131-136 (1974). Van Schalkwyk T. G. D., Kruger G. J., Acta Cryst., B30, 2261-2264 (1974).
14. Koekemoer J. M., Vermeulen N. M. J., Anderson L. A. P., J. S. African Chem. Inst., 27, 131-136 (1974). Van Schalkwyk T. G. D., Kruger G. J., Acta Cryst., B30, 2261-2264 (1974).
15. Jiang Z.-H., Tanaka T., Kouno I., Tetrahedron Lett., 35, 2031-2034 (1994).
16. Kashiwada Y., Zhang D.-C., Chen Y.-P., Cheng C.-M., Chen H.-T., Chang H.-C., Chang J-J., Lee K.-H., J. Nat. Products, 56, 2077-2082 (1993).
17. Mihara S., Shigeri Y., Fujimoto M., FEBS Lett., 259, 79-82 (1989).
18. Hall S. R., Flack H. D., Stewart J. M. (ed.), "Xtal 3.2 Reference Manual," Univs. of Western Australia, Geneva and Maryland, 1992.
19. II 5.46 (IH, t, J = 3.5Hz) in a NOE experiment.