Preparation of Moreliane-Derived Volatile Sesquiterpenes

Journal of Natural Products

Volumn 67, Issue 2, 2004, Pages 189-193

  Cerda García Rojas, Carlos M ^a   Bucio, Maria A ^a   Román, Luisa U ^b   Hernández, Juan D ^b   Joseph Nathan, Pedro ^a  

^a DEPARTAMENTO DE FÍSICA   (Mexico)

^b UNIVERSIDAD MICHOACANA DE SAN NICOLÁS DE HIDALGO   (Mexico)

Author keywords

[No Author keywords available]

Indexed keywords

MOREL 2 EN 1,7 DIONE; MORELI 2,10 7 OL 1 ONE; MORELIAN 7 ONE; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG; VOLATILE AGENT;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; DENSITY FUNCTIONAL THEORY; DESULFURIZATION; NUCLEAR OVERHAUSER EFFECT; ODOR; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

HYDROLYSIS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; ODORS; SESQUITERPENES; STEREOISOMERISM;

MORCHELLA ESCULENTA;

EID: 17944387524     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np030354e     Document Type: Article

References (34)

1. Bauer, K.; Garbe, D.; Surburg, H. Common Fragrance and Flavor Materials: Preparation, Properties, and Uses; Wiley-VCH: Weinheim, 1998; pp 73-195.
2. Smadja, J. J. Nature 1991, 3, 3-17.
3. Bombarda, I.; Smadja, J.; Gaydou, E. M.; Conan, J. Y.; Faure, R. J. Agric. Food Chem. 1994, 42, 138-142.
4. Kula, J.; Masarweh, A. Flavour Fragrance J. 1998, 13, 277-278.
5. Weyerstahl, P.; Marshall-Weyerstahl, H.; Scholz, S. Liebigs Ann. Chem. 1986, 7, 1248-1254.
6. Tressl, R.; Engel, K. H.; Kassa, M.; Koppler, H. J. Agric. Food Chem. 1983, 31, 892-897.
7. Bombarda, I.; Gaydou, E. M.; Smadja, J.; Lageot, C.; Faure, R. J. Agric. Food Chem. 1996, 44, 1840-1846.
8. Bombarda, I.; Gaydou, E. M.; Faure, R.; Smadja, J. J. Agric. Food Chem. 1997, 45, 221-226.
9. Román, L. U.; Hernández, J. D.; Cerda-García-Rojas, C. M.; Domínguez-López, R. M.; Joseph-Nathan, P. J. Nat. Prod. 1992, 55, 577-588.
10. Román, L. U.; del Río, R. E.; Hernández, J. D.; Cerda-García-Rojas, C. M.; Cervantes, D.; Castañeda, R.; Joseph-Nathan, P. J. Org. Chem. 1985, 50, 3965-3972.
11. Cerda-García-Rojas, C. M.; Pereda-Miranda, R. In Stevia: the Genus Stevia; Medicinal and Aromatic Plants-Industrial Profiles, vol. 19; Kinghorn, A. D., Ed.; Taylor & Francis: London, 2002; Chapter 5, pp 86-118.
12. Hernández, R.; Catalán, C. A. N.; Joseph-Nathan, P. Rev. Acad. Colomb. Cienc. Ex. Fis. Nat. 1998, 22, 229-279; available at: http://www.accefyn.org.co/PubliAcad/Periodicas/83/83(229)/83(nathan).html.
13. Cerda-García-Rojas, C. M.; del Río, R. E.; Joseph-Nathan, P.; Román, L. U.; Hernández, J. D. J. Nat. Prod. 1994, 57, 369-375.
14. Joseph-Nathan, P.; Cerda, C. M.; del Río, R. E.; Román, L. U.; Hernández, J. D. J. Nat. Prod. 1986, 49, 1053-1060.
15. Uchio, Y. Tetrahedron 1978, 34, 2893-2899.
16. Cobas, C.; Cruces, J.; Sardina, J. MestRe-C version 2.3a (http://www.mestrec.com/).
17. Haasnoot, C. A. G.; de Leeuw, F. A. A. M.; Altona, C. Tetrahedron 1980, 36, 2783-2792.
18. Cerda-García-Rojas, C. M.; Zepeda, L. G.; Joseph-Nathan, P. Tetrahedron Comput. Methodol. 1990, 3, 113-118.
19. Flores-Sandoval, C. A.; Cerda-García-Rojas, C. M.; Joseph-Nathan, P. Magn. Reson. Chem. 2001, 39, 173-178.
20. Pereda-Miranda, R.; Fragoso-Serrano, M.; Cerda-García-Rojas, C. M. Tetrahedron 2001, 57, 47-53.
21. Morales-Ríos, M. S.; Santos-Sánchez, N. F.; Suárez-Castillo, O. R.; Joseph-Nathan, P. Magn. Reson. Chem. 2002, 40, 677-682.
22. Rivero-Cruz, J. F.; Macías, M.; Cerda-García-Rojas, C. M.; Mata, R. J. Nat. Prod. 2003, 66, 511-514.
23. Jackman, L. M.; Sternhell, S. Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry; Pergamon Press: Oxford, 1969; pp 334-341.
24. Grenier-Loustalot, M. F.; Lectard, A.; Lichanot, A, Metras, F. Org. Magn. Reson. 1977, 10, 86-91.
25. Halgren, T. J. Comput. Chem. 1996, 17, 490-519.
26. Halgren, T. J. Comput. Chem. 1996, 17, 520-552.
27. Halgren, T. J. Comput. Chem. 1996, 17, 553-586.
28. Halgren, T.; Nachbar, R. B. J. Comput. Chem. 1996, 17, 587-615.
29. Halgren, T. J. Comput. Chem. 1996, 17, 616-641.
30. Chang, G.; Guida, W. C.; Still, W. C. J. Am. Chem. Soc. 1989, 111, 4379-4386.
31. Kong, J.; White, C. A.; Krylov, A. I.; Sherrill, C. D.; Adamson, R. D.; Furlani, T. R.; Lee, M. S.; Lee, A. M.; Gwaltney, S. R.; Adams, T. R.; Ochsenfeld, C.; Gilbert, A. T. B.; Kedziora, G. S.; Rassolov, V. A.; Maurice, D. R.; Nair, N.; Shao, Y.; Besley, N. A.; Maslen, P. E.; Dombroski, J. P.; Daschel, H.; Zhang, W.; Korambath, P. P.; Baker, J.; Byrd, E. F. C.; Van Voorhis, T.; Oumi, M.; Hirata, S.; Hsu, C.-P.; Ishikawa, N.; Florian, J.; Warshel, A.; Johnson, B. G.; Gill, P. M. W.; Head-Gordon, M.; Pople, J. A. J. Comput. Chem. 2000, 21, 1532-1548.
32. Hehre, W. J.; Radom, L.; Schleyer, P. V. R.; Pople, J. A. Ab Initio Molecular Orbital Theory; Wiley: New York, 1986.
33. Ghose, A. K.; Crippen, G. M. J. Comput. Chem. 1986, 7, 565-577.
34. Ghose, A. K.; Pritchett, A.; Crippen, G. M. J. Comput. Chem. 1988, 9, 80-90.