A study of the microbiological reduction of α,β-unsaturated carbonyl ent-kaurenes by Gibberella fujikuroi

Tetrahedron

Volumn 52, Issue 43, 1996, Pages 13767-13782

  Fraga, Braulio M ^a   González, Pedro ^b   Guillermo, Ricardo ^b   Hernández, Melchor G ^a  

^a INSTITUTO DE PRODUCTOS NATURALES Y AGROBIOLOGÍA   (Spain)

^b UNIVERSIDAD DE LA LAGUNA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

KAURENE DERIVATIVE;

ARTICLE; DRUG METABOLISM; FUNGUS; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

FUNGI; GIBBERELLA; GIBBERELLA FUJIKUROI;

EID: 0010718132     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00837-X     Document Type: Article

References (19)

1. 1. Fraga, B.M.; González, P.; Guillermo, R.; Hernández, M.G.; Perales, A. Tetrahedron 1995, 51, 10053.
2. 2. De Oliveira, A.B; Hanson, J.R.; Takahashi, J.A. Phytochemistry 1995, 40, 439.
3. 3. Fraga, B.M.; Hanson, J.R.; Hernández, M.G. Phytochemistry 1978, 17, 812.
4. 4. Matsuo, A.; Uto, S.; Nakayama, M; Hayashi S. Chem. Lett. 1977, 327.
5. 5. Asakawa, Y.; Takikawa, K.; Toyota, M.; Ueda, A.; Tori, M.; Lumar, S.S. Phytochemistry 1987, 26, 1019.
6. 6. Rodríguez, B.; Valverde, S.; Rocha, J.M. An. Quim. 1970, 66, 503.
7. 7. González, A.G.; Fraga, B.M.; Hernández, M.G.; Luis, J.G; Larruga, F. Biochem, Syst. Ecol. 1979, 7, 115.
8. - group enters by the less hindered α-face.
9. 9. Dennis, D.T.; Upper, C.D.; West, C.A. Plant Physiol. 1965, 40, 948.
10. 10. Cross, B.E.; Myers, P.L. Phytochemistry 1969, 8, 79.
11. 11. Fraga, B.M.; Hernández, M.G.; González, P. Phytochemistry 1992, 31, 3845.
12. 12. Herz, W.; Sharma, R.P. J. Org. Chem. 1976, 41, 1021.
13. 13. Boaventura, M.A.D.; Hanson; J.R.; Hitchcock, P.B.; Takahashi, J.A. Phytochemistry 1994, 37, 387.
14. 14. Fraga, B.M., Hernández, M.G., García-Tellado, F., González, P. and Perales, A. Phytochemistry 1993, 34, 133.
15. 15. Fraga, B.M.; González, A.G.; Hanson, J.R.; Hernández, M.G. Phytochemistry 1981, 20, 57.
16. 16. Barton, D.H.R.; Cussans, N.J.; Ley, S.V. J. Chem. Soc., Chem. Commun. 1977, 144.
17. 17. The facility to undergo nucleophilic attack of this group renders this type of compounds biologically actives as antifeedant, antibacterial, cytotocic and anti-HIV agents.
18. 18. Fraga, B.M.; Hanson, J.R., Hernández, M.G.; Sarah, F.Y. Phytochemistry 1980, 19, 1087.
19. 19. Hanson, J.R.; Hawker, J.; White, A.F. J. Chem. Soc., Perkin Trans. 1 1972, 1982.