A structural analog of the protosterol cation is not a strong inhibitor of sterol biosynthesis

Tetrahedron Letters

Volumn 37, Issue 19, 1996, Pages 3287-3290

  Corey, E J ^a   Daley, Donnette C ^a   Cheng, Hengmiao ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LANOSTEROL SYNTHASE; SQUALENE DERIVATIVE; SYNTHETASE;

ARTICLE; ENZYME BINDING; ENZYME INHIBITION; STEROL SYNTHESIS;

EID: 0029923545     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00577-1     Document Type: Article

References (17)

1. Corey, E. J.; Virgil, S. C.; Cheng, H.; Baker, C. H.; Matsuda, S. P. T.; Singh, V.; Sarshar, S. J. Am. Chem. Soc. 1995, 117, 11819.
2. Corey, E. J.; Cheng, H. Tetrahedron Letters 1996, 37, 0000.
3. (a) Corey, E. J.; Ortiz de Montellano, P. R.; Lin, K; Dean, P. D. G. J. Am. Chem. Soc. 1967, 89, 2797.
4. (b) Cattel, L.; Ceruti, M.; Viola, F.; Delprono, L.; Balliano, G.; Duriatti, A.; Bouvier-Navé, P. Lipids 1986, 21, 31.
5. (a) Dodd, D. S.; Oehlschlager, A. C. J. Org. Chem. 1992, 57, 2794.
6. (b) Dodd, D. S.; Oehlschlager, A. C.; Georgopapadakou, N. H.; Polak, A.-M.; Hartman, P. G. J. Org. Chem. 1992, 57, 7226.
7. Taton, M.; Benveniste, P.; Rahier, A.; Johnson, W. S.; Liu, H.-T.; Sudhakar, A. R. Biochemistry 1992, 31, 7892.
8. Ceruti, M.; Rocco, F.; Viola, F.; Balliano, G.; Grosa, G.; Dosio, F.; Cattel, L. Eur. Med. Chem. 1993, 28, 675.
9. For a review see Abe, I.; Rohmer, M.; Prestwich, G. D. Chem. Rev. 1993, 93, 2189.
10. (a) Corey, E. J.; Virgil, S. C. J. Am. Chem. Soc. 1990, 112, 6429.
11. (b) Corey, E. J.; Virgil, S. C.; Sarshar, S. J. Am. Chem. Soc. 1991, 113, 8171.
12. Corey, E. J.; Virgil, S. C. J. Am. Chem. Soc. 1991, 113, 4025.
13. + 507.43460; calculated 507.43426.
14. + 489.40021; calculated 489.39991.
15. + 361.33450; calculated 361.33424.
16. Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. USA 1994, 91, 2211.
17. This research was supported by the National Institutes of Health and by a National Science Foundation Graduate Fellowship to D.C.D.