Concise synthesis of biologically interesting mollugin and its analogues

Bulletin of the Korean Chemical Society

Volumn 28, Issue 10, 2007, Pages 1735-1738

  Yong, Rok Lee ^a   Wang, Xue ^a   Yun, Mi Kim ^a   Jae, Jin Shim ^a   Byung, Nam Kim ^a   Do, Hung Han ^a  

^a Yeungnam University   (South Korea)

Author keywords

3,4 Dihydromollugin; Electrocyclization; Mollugin; PhB(OH)2 AcOH

Indexed keywords

CARBOXYLIC ACIDS; DIMERS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

DIHYDROMOLLUGIN; ELECTROCYCLIZATION; MOLLUGIN; PYRANYL RING;

DRUG PRODUCTS;

EID: 36048982911     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2007.28.10.1735     Document Type: Article

References (34)

1. (a) Singh, R.; Geetanijali; Chauhan, S. M. S. Chem. Biodiversity 2004, 1, 1241.
2. (b) Costa, S. M. O.; Lemos, T. L. G.; Pessoa, O. D. L.; Pessoa, C.; Montenegro, R.; Braz-Filho, R. J. Nat. Prod. 2001, 64, 792.
3. (a) Itokawa, H.; Mihar, T.; Takeya, K. Chem. Pharm. Bull. 1983, 31, 2353.
4. (b) Itokawa, H.; Qiao, Y.; Takeya, K. Phytochemistry 1989, 28, 3465.
5. Pharmacopeia of the People's Republic of China; Guangdong Science and Technology Press: Guangzhou, P. R. China, 1992; p 179.
6. Hocking, G. M. A. Dictionary of Natural Products; Plexus Publishing: Medford, NJ, 1997; p 679.
7. Inoue, K.; Shiobara, Y.; Nayeshiro, H.; Inouye, H.; Wilson, G.; Zenk, M. H. Phytochemistry 1984, 23, 307.
8. (a) Kawasaki, Y.; Goda, Y.; Yoshihira, K. Chem. Pharm. Bull. 1992, 40, 1504.
9. (b) Marec, F.; Kollarova, I.; Jegorov, A. Planta Med. 2001, 67, 127.
10. Gutpa, P. P.; Srimal, R. C.; Verma, N.; Tandon, J. S. Pharm. Biol. 1999, 37, 46.
11. Jpn. Kokai Tokkyo Koho, JP 08113536, 1996.
12. Ho, L.-K.; Don, M.-J.; Chen, H.-C.; Yeh, S.-F.; Chen, J.-M. J. Nat. Prod. 1996, 59, 330.
13. Chang, L. C.; Chavez, D.; Gills, J. J.; Fong, H. H. S.; Pezzuto, J. M.; Kinghorn, D. Tetrahedron Lett. 2000, 41, 7157.
14. Chung, M. I.; Jou, S. J.; Cheng, H. C.; Lin, C. N.; Ko, F. N.; Teng, C. M. J. Nat. Prod. 1994, 57, 313.
15. El-hady, S.; Bukuru, J.; Kesteleyn, B.; Kesteleyn, B.; Puyvelde, L. V.; Van, T. N.; Kimpe, N. D. J. Nat. Prod. 2002, 65, 1377.
16. (a) In Flore du Rwanda, Spermatophytes; Troupin, C. G., Ed.; Institu National de Recherche Scientifique: Butare (Rwanda), 1985: Vol. 3, p 196.
17. (b) Kokwaro, J. O. Medicinal Plants of East Africa; East African Literature Bureau: Kampala, Nairobi, Dar es Salaam, 1976; p 190.
18. Van Puyvelde, L.; Geysen, D.; Ayobangira, F.-X.; Hakizamungu, E.; Nshimymana, A.; Kalisa, A. J. Ethnopharmacol. 1985, 13, 209.
19. (a) Lee, Y. R.; Kweon, H. I.; Koh, W. S.; Min, K. R.; Kim, Y.; Lee, S. H. Synthesis 2001, 1851.
20. (b) Lee, Y. R.; Choi, J. H.; Yoon, S. H. Tetrahedron Lett. 2005, 46, 7539.
21. (c) Lee, Y. R.; Kim, D. H. Synthesis 2006, 603.
22. (d) Lee, Y. R.; Choi, J. H.; Trinh, D. T. L.; Kim, N. W. Synthesis 2005, 3026.
23. (e) Lee, Y. R.; Lee, W. K.; Noh, S. K.; Lyoo, W. S. Synthesis 2006, 853.
24. (f) Lee, Y. R.; Wang, X. Bull. Korean Chem. Soc. 2005, 26, 1933.
25. (g) Lee, Y. R.; Xia, L. Bull. Korean Chem. Soc. 2007, 28, 1585.
26. Schildknecht, H.; Straub, F. Liebigs Ann. Chem. 1976, 1307.
27. Ho, L.-K.; Yu, H.-J.; Ho, C.-T.; Don, M.-J. J. Chin. Chem. Soc. 2001, 48, 77.
28. Trauner, D.; Lumb, J.-P. Org. Lett. 2005, 7, 5865.
29. Claessens, S.; Kesteleyn, B.; Van, T. N.; De Kimpe, N. Tetrahedron 2006, 62, 8419.
30. Habonimana, P.; Claessens, S.; De Kimpe, N. Synlett 2006, 2472.
31. Pettigrew, J.; Wilson, P. D. J. Org. Chem. 2006, 71, 1620.
32. Chauder, B. A.; Lopes, C. C.; Lopes, R. S. C.; Da Silva, A. J. M.; Snieckus, V. Synthesis 1998, 279.
33. Bal-Tembe, S.; Bhedi, D. N.; de Souza, N. J.; Rupp, R. H. Heterocycles 1987, 26, 1239.
34. Kwueon, E. K.; Choi, D. S.; Choi, H. Y.; Lee, Y. J.; Jo, C. H.; Hwang, S. H.; Park, Y. S.; Song, C. E. Bull. Korean Chem. Soc. 2005, 26, 1839.