Mechanism of Inactivation of Monoamine Oxidase-B by the Anticonvulsant Agent Milacemide (2-(n-Pentylamino)acetamide)

Journal of the American Chemical Society

Volumn 115, Issue 12, 1993, Pages 4949-4954

  Silverman, Richard B ^a   Nishimura, Kuniko ^b   Lu, Xingliang ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

^b TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE OXIDASE (FLAVIN CONTAINING) ISOENZYME B; CARBON 14; DEUTERIUM; DRUG METABOLITE; MILACEMIDE;

ARTICLE; ENZYME BINDING; ENZYME INHIBITION; ISOTOPE LABELING;

EID: 0027279658     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00065a001     Document Type: Article

References (36)

1. Bach, A. W. J.; Lan, N. C.; Johnson, D. L.; Abell, C. W.; Bembenek, M. E.; Kwan, S.-W.; Seeburg, P. H.; Shih, J. C. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 4934–4938.
2. Ives, J. L.; Heym, J. Annu. Rep. Med. Chem. 1989, 24, 21–29.
3. (a) Tetrud, V. W.; Langston, J. W. Science 1989, 245, 519–522.
4. b) Palfreyman, M. G.; McDonald, I. A.; Bey, P.; Schechter, P. J.; Sjoerdsma, A. Prog. Neuro-Psychopharmacol. Biol. Psychiatry 1988, 12, 967–987.
5. (a) van Dorsser, W.; Barris, D.; Cordi, A.; Roba, J. Arch. Int. Pharmacodyn. Ther. 1983, 266, 239–249.
6. b) Albertson, T. E.; Stark, L. G.; Joy, R. M. Neuropharmacology 1984, 23, 967–970.
7. (a) Norton, L. C.; Laxer, K. D.; Schomer, D.; Osborn, P. Epilepsia 1986, 27, 648.
8. b) Houtkooper, M. A.; VanOorschot, C. A. E. H.; Rentneester, T. W.; Hoeppener, P. J. E. A.; Onkelinx, C. Epilepsia 1986, 27, 255–262.
9. Saletu, B.; Gruenberger, J.; Linzmayer, L. Arch. Gerontol. Geriatr. 1986, 5, 165–181.
10. Roba, J.; Cavalier, R.; Cordi, A.; Gorissen, H.; Herin, M.; Janssens de Varebeke, P.; Onkelinx, C.; Remade, M.; van Dorsser, W. In Current Problems in Epilepsy, New Anticonvulsant Drugs; Meldrum, B. S.; Porter, R. J., Eds.; John Libbey: London, 1986; pp 179–190.
11. (a) Christophe, J.; Kutzner, R.; Nguyen-Bui, N. S.; Damien, C.; Chatelain, P.; Gillet, C. Life Sci. 1983, 33, 533–541.
12. b) Cavalier, R.; Herin, M.; Franz, M. Arch. Int. Phamacodyn. Ther. 1983, 270, 169.
13. c) Dress, A.; Chevolet, C.; Delapierre, D.; Masset, H.; Cavalier, R.; Herin, M.; de Suray, J.-M.; Onkelinx, C. Arch. Int. Pharmacodyn. Theor. 1983, 270, 170–171.
14. Janssens de Varebeke, P.; Cavalier, R.; David-Remacle, M.; Youdim, M. B. H. J. Neurochem. 1988, 50, 1011–1016.
15. O'Brien, E.; Tipton, K. F.; Strolin Benedetti, M.; Bonsignori, A.; Marrari, P.; Dostert, P. Biochem. Pharmacol. 1991, 41, 1731–1737.
16. Janssens de Varebeke, P.; Pauwels, G.; Buyse, C.; David-Remacle, M.; De May, J.; Roba, J.; Youdim, M. B. H. J. Neurochem. 1989, 53, 1109–1116.
17. Gates, K. S.; Silverman, R. B. J. Am. Chem. Soc. 1990, 112, 9364–9372 and references therein.
18. Banik, G. M.; Silverman, R. B. J. Am. Chem. Soc. 1990, 112, 4499–4507.
19. Belleau, B.; Moran, J. Ann. N. Y. Acad. Sci. 1963, 107, 822–839.
20. (a) Yu, P. H.; Bailey, B. A.; Durdin, D. A.; Boulton, A. A. Biochem. Pharmacol. 1986, 35, 1027–1036.
21. b) Yu, P. H.; Kazakoff, C.; Davis, B. A.; Boulton, A. A. Biochem. Pharmacol. 1982, 31, 3697–3698.
22. Cavalier, R. G.; Lesne, M. L.; Lavis, A.; Herin, M. F. Eur. J. Pharmacol. 1990, 183, 401–402.
23. (a) Fitzpatrick, P. F.; Villafranca, J. J. J. Biol. Chem. 1986, 261, 4510–4518.
24. b) Fitzpatrick, P. F.; Flory, D. R., Jr.; Villafranca, J. J. Biochemistry 1985, 24, 2108–2114.
25. Ding, Z.; Silverman, R. B. J. Med. Chem. 1992, 35, 885–889.
26. Ding, C. Z.; Silverman, R. B. J. Enzyme Inhib. 1992, 6, 223–231.
27. (a) Ding, C. Z.; Lu, X.; Nishimura, K.; Silverman, R. B. J. Med. Chem., in press
28. b) See also Hiebert, C. K.; Silverman, R. B. J. Med. Chem. 1988, 31, 1566–1570.
29. c) Williams, C. H.; Lawson, J.; Colette Blackwell, F. R. Biochim. Biophys. Acta 1992, 1119, 111–117.
30. Nishimura, K.; Lu, X.; Silverman, R. B. J. Med. Chem. 1993, 36, 446–448.
31. Shriner, R. L.; Fuson, R. C.; Curtin, D. Y.; Morrill, T. C. The Systematic Identification of Organic Compounds, 6th ed.; John Wiley & Sons: New York, 1980; p 162.
32. Lee, Y. B.; Goo, Y. M.; Lee, Y. Y.; Lee, J. K. Tetrahedron Lett. 1990, 31, 1169–1170.
33. Mottola, H. A.; Simpson, B. E.; Gorin, G. Anal. Chem. 1970, 42, 410–411.
34. (a) Penefsky, H. J. Biol. Chem. 1977, 252, 2891–2899.
35. b) Penefsky, H. Methods Enzymol. 1979, 56, 527–530.
36. Cleland, W. W. Methods Enzymol. 1979, 63, 103–138.