Epoxide derivatives of pipecolic acid and proline are inhibitors of pipecolate oxidase

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 7, 1998, Pages 739-744

  Ho, Bin ^a   Zabriskie, T Mark ^a  

^a OREGON STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

OXIDOREDUCTASE; PIPECOLATE OXIDASE; PIPECOLIC ACID DERIVATIVE; PROLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; DRUG ACTIVITY; DRUG SYNTHESIS; ENZYME INACTIVATION; ENZYME INHIBITION; REACTION ANALYSIS; STEREOCHEMISTRY;

DRUG DESIGN; ENZYME INHIBITORS; EPOXY COMPOUNDS; KINETICS; MOLECULAR STRUCTURE; OXIDOREDUCTASES ACTING ON CH-NH GROUP DONORS; PIPECOLIC ACIDS; PROLINE; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0032492704     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00106-1     Document Type: Article

References (20)

1. 1. Porter, R. J. In Current and Future Trends in Anticonvulsant, Anxiety, and Stroke Therapy: Wiley-Liss: New York, 1990; pp 1-29.
2. 2. Davies-Jones, G. A. B. In Meyler's Side Effects of Drugs, 11th ed.; Dukes, M. N. G., Ed.; Elsevier Science: New York, 1988; pp 120-136.
3. 3. Moreau, S.; Cooudert, P.; Rubat, C.; Gardette, D.; Vallee-Goyet, D.; Couquelet, J.; Bastide, P.; Tronche, P. J. Med. Chem. 1994, 37, 2153.
4. 4. Chang, Y. F. J. Neurochem. 1978, 30, 347.
5. 5. Chang, Y. F. Neurochem. Res. 1982, 7, 577.
6. 6. Grove, J. A.; Gilbertson, T. J.; Hammerstedt, R. H.; Henderson, L. M. Biochim. Biophys. Acta 1969, 184, 329.
7. 7. Nomura, Y.; Okuma, Y.; Segawa, T. J. Pharm. Dyn. 1978, 1, 251.
8. 8. Gutierrez, M. C.; Delgado-Coello, B. A. Neurochem. Res. 1989, 14, 405.
9. 9. Chang, Y. F.; Hargest, V.; Chen, J. S. Life Sci. 1988, 43, 1177.
10. 10. Takahama, K.; Miyata, T.; Okano, Y.; Kataoka, M.; Hitoshi, T.; Kase, Y. Eur. J. Pharmacol. 1982, 81, 327.
11. 11. Mihalik, S. J.; McGuinness, M.; Watkins, P. A. J. Biol. Chem. 1991, 266, 4822.
12. 12. Zabriskie, T. M. J. Med. Chem. 1996, 39, 3046.
13. 13. Zabriskie, T. M.; Liang, X. Bioorg. Med. Chem. Lett., 1997, 7, 457.
14. 14. Silverman, R. B. Acc. Chem. Res. 1995, 28, 335.
15. 15. Edmondson, D. E. Xenobiotica 1995, 25, 735.
16. 16. Snyder, K. R.; Murray, T. F.; Delander, G. E.; Aldrich, J. V. J. Med. Chem. 1993, 36, 1100.
17. 3: 144.0660].
18. 3: 187.0831].
19. 19. Kitz, R.; Wilson, I. B. J. Biol. Chem. 1962, 237, 3245.
20. 3: 130.0504]. Dihedral angles used to predict coupling constants were estimated from models built using the Chem3D Pro software package (CambridgeSoft Corporation).