Synthesis and COX inhibitory activities of rutaecarpine derivatives

Bulletin of the Korean Chemical Society

Volumn 26, Issue 12, 2005, Pages 1975-1980

  Eung, Seok Lee ^a   Seung, Ill Kim ^a   Seung, Hoo Lee ^a   Tae, Cheon Jeong ^a   Tae, Chul Moon ^a   Hyeun, Wook Chang ^a   Jahng, Yurngdong ^a  

^a Yeungnam University   (South Korea)

Author keywords

Antiinflammatory activity; COX 2 inhibitor; Indoloquinazoline alkaloid; Rutaecarpine

Indexed keywords

FLAMMABLE MATERIALS;

ANTIINFLAMMATORY ACTIVITY; COX-2 INHIBITOR; RUTAECARPINE;

FISCHER-TROPSCH SYNTHESIS;

EID: 31744433327     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2005.26.12.1975     Document Type: Article

References (37)

1. Yashima, Y.; Kashiwaki, K. J. Pharm. Soc., Jpn. 1915, 35, 1293.
2. (a) Chu, J. H. Science Record (China) 1951, 4, 279
3. (Chem. Abstr. 1952, 46, 11589b).
4. (b) Li, H. T.; Hong, H.-I. Yao Hseun Pao 1966, 13, 265
5. (Chem. Abstr. 1966, 65, 3922c).
6. Moon, T. C.; Murakami, M.; Kudo, I.; Son, K. H.; Kim, H. P.; Kang, S. S.; Chang, H. W. Inflamm. Res. 1999, 48, 621.
7. (a) Chiou, W. F.; Chou, C. J.; Liao, J. F.; Sham, A. Y.; Chen, C. F. Eur. J. Pharmacol. 1994, 257, 59.
8. (b) Wang, G. J.; Wu, X. C.; Chen, C. F.; Lin, L. C.; Huang, Y. T.; Shan, J.; Pang, P. K. J. Pharmacol. Exp. Ther. 1999, 289, 1237.
9. Kong, Y. C.; Hu, H. A.; Lau, F. K.; Che, C. T.; Yeng, H. W.; Cheng, S.; Hwang, C. C. Am. J. Chin. Med. 1976, 4, 105.
10. Sheen, W. S.; Tsai, I. L.; Teng, C. M.; Ko, F. N.; Chen, I. S. Planta Med. 1996, 62, 175.
11. Yamahara, J.; Yamada, T.; Kitani, T.; Oh, Y. N.; Fujimura, H. Chem. Pharm. Bull. 1989, 37, 1820.
12. Yang, L.-M.; Chen, C.-F.; Lee, K.-H. Biorg. Med. Chem. Lett. 1995, 5, 465.
13. (a) Yashima, Y.; Manske, R. H. F.; Robinson, R. J. Chem. Soc. 1927, 1708.
14. (b) Schöpf, C. Angew. Chem. 1937, 50, 779.
15. (c) Schöpf, C. Angew. Chem. 1937, 50, 797.
16. (d) Schöpf, C.; Steuer, H. Ann. 1947, 558, 124.
17. (e) Yamazaki, M.; Ikuba, A. Tetrahedron Lett. 1966, 3221.
18. (f) Fitzgerald, J. S.; Johns, S. R.; Lamberton, J. A.; Redcliff, A. H. Aust. J. Chem. 1966, 19, 151.
19. (g) Yamazaki, M.; Ikuta, A.; Mori, T.; Kawana, T. Tetrahedron Lett. 1967, 28, 3317.
20. (h) Kametani, T.; Higa, T.; Fukumoto, K.; Koizumi, M. Heterocycles 1976, 4, 23.
21. (i) Kametani, T.; Higa, T.; Loc, C. V.; Ihara, M.; Koizumi, C. V.; Fukumoto, K. J. Am. Chem. Soc. 1976, 98, 6186.
22. (j) Kametani, T.; Loc, C. V.; Higa, T.; Koizumi, M.; Ihara, M.; Fukumoto, M. J. Am. Chem. Soc. 1977, 99, 2306.
23. (k) Möhrle, H.; Kamper, C.; Schmid, R. Arch. Pharm. 1980, 313, 990.
24. (l) Bergman, T. J.; Bergman, S. Heterocycles 1981, 16, 347.
25. (m) Kökösi, J.; Hermecz, I.; Szasz, G.; Meszaros, Z. Tetrahedron Lett. 1981, 22, 4861.
26. (n) Kökösi, J.; Szasz, G.; Hermecz, I. Tetrahedron Lett. 1992, 33, 2995.
27. (o) Eguchi, S.; Takeuchi, H.; Matsushita, Y. Heterocycles 1992, 33, 153.
28. (p) Lee, S. H.; Kim, S. I.; Park, J. G.; Lee, E. S.; Jahng, Y. Heterocycles 2001, 55, 1555.
29. (q) Mohanta, P. K.; Kim, K. Tetrahedron Lett. 2002, 43, 3993.
30. (r) Lee, E. S.; Park, J. G.; Jahng, Y. Tetrahedron Lett. 2003, 44, 1883.
31. (s) Chavan, S. P.; Sivappa, R. Tetrahedron Lett. 2004, 45, 997.
32. (t) Mhaske, S. B.; Argade, N. P. Tetrahedron 2004, 60, 3417.
33. (u) Harayama, T.; Hori, A.; Servan, G.; Morikami, Y.; Matsumoto, T.; Abe, H.; Takeuchi, Y. Tetrahedron 2004, 60, 10645.
34. For review see: Bergman, J. In Alkaloids: Brossi, A., Ed.; Academic Press: New York, 1985; pp 30-54.
35. Baruah, B.; Dasu, K.; Vaitilingam, B.; Mamnoor, P.; Venkata, P. P.; Rajagopal, S.; Yeleswarapu, K. R. Biorg. Med. Chem. Lett. 2004, 12, 1991.
36. Chang, H. W.; Kim, S. I.; Jung, H.; Jahng, Y. Heterocycles 2003, 60, 1359.
37. v. Konigs, E.; Wylezich, A. J. Prakt. Chem. 1931, 24.