The rationale for E2020 as a potent acetylcholinesterase inhibitor

Bioorganic and Medicinal Chemistry

Volumn 4, Issue 9, 1996, Pages 1429-1446

  Kawakami, Yoshiyuki ^a   Inoue, Atsushi ^a   Kawai, Takatoshi ^a   Wakita, Misako ^a   Sugimoto, Hachiro ^a   Hopfinger, Anton J ^b  

^a EISAI CO LTD   (Japan)

^b UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLCHOLINESTERASE; CHOLINESTERASE; CHOLINESTERASE INHIBITOR; DONEPEZIL;

ALZHEIMER DISEASE; ARTICLE; CHOLINESTERASE INHIBITION; COMPUTER SIMULATION; CRYSTAL STRUCTURE; DRUG DESIGN; DRUG STRUCTURE; ENANTIOMER; ENZYME BINDING; ENZYME INHIBITION; HUMAN; MOLECULAR MODEL; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SIMULATION; X RAY CRYSTALLOGRAPHY;

EID: 0029740824     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/0968-0896(96)00137-X     Document Type: Article

References (36)

1. Yamanishi, Y.; Ogura, H.; Kosasa, K.; Araki, S.; Sawa, Y.; Yamatsu, K. Basic Clinical, and Therapeutic Aspects of Alzheimer's and Parkinson's Diseases; Plenum: New York, 1990; Vol. 2, pp 409-413.
2. Bartus, R. T.; Dean, III, R. L.; Beer, B.; Lippa, A. S. Science 1982, 217, 408.
3. Sims, N. R.; Bowen, D. M.; Allen, S. J.; Tomalson, C. C. T.; Neary, D.; Thomas, D. J.; Davision, A. N. J. Neurochem. 1983, 40, 503.
4. Gottfries, C G. Psychopharmacology 1985, 86, 245.
5. Perry, E. K. Br. Med. Bull. 1986, 42, 63.
6. Hulme, E. C.; Birdsall, N. J. M.; Buckley, N. J. Annu. Rev. Pharmacol. Toxicol. 1990, 30, 633.
7. Yamanishi, Y.; Ogura, H.; Kosasa, K.; Araki, S.; Sawa, Y.; Yamatsu, K. Basic Clinical, and Therapeutic Aspects of Alzheimer's and Parkinson's Diseases: Plenum: New York, 1990; Vol. 2, p 409.
8. Sugimuto, H.; Tsuchiya, Y.; Sugumi, H.; Higurashi, K.; Karibe, N.; Iimura, Y.; Sasaki, A.; Kawakami, Y.; Nakamura, T.; Araki, S.; Yamanishi, Y. J. Med. Chem. 1990, 33, 1880.
9. Nochi, S. unpublished results.
10. Homma, A.; Hasegawa, K.; Nishimura, T.; Kameyama, M.; Hariguchi, S.; Imai, Y. In proceedings of 6th Congress of the International Psychogeriatrica Association, 1993.
11. Summers, W. K.; Koehler, A. L.; Marsh, A. M.; Tachiki, K.; Kling, A. Lancet 1989, 729.
12. Ishihara, Y.; Hirai, K.; Miyamoto, M.; Goto, G. J. Med. Chem. 1994, 37, 2292.
13. Villalobos, A.; Blake, J.F.; Biggers, C.K.; Butler, T. W.; Chapin, D. S.; Chen, Y. L.; Ives, J. L.; Jones, S. B.; Liston, D. R.; Nage, A. A.; Nason, D. M.; Nielsen, J. A.; Shalaby, I. A.; White, W. F. J. Med. Chem. 1994, 37, 2721.
14. Dewar, M. J. S.; Thiel, W. J. Am. Chem. Soc. 1977, 99, 4899.
15. Hulme, E. C.; Birdsall, N. J. M.; Buckley, N. J. Annu. Rev. Pharmacol. Toxicol. 1990, 30, 633.
16. Johnson, C. K., ORTEP II. Report ORNL-5138. Oak Ridge National Laboratory, Tennesesee, U.S.A.
17. Hopfinger, A. J.; Malhotra, D.; Battershell, R. D.; Ho, A.; and Chen, J. A. Pest. Sci. 1984, 9, 631.
18. (a) Cardozo, M. G.; Iimura, Y.; Sugimoto, H.; Yamanishi, Y.; Hopfinger, A. J. J. Med. Chem. 1992, 35, 584.
19. (b) Cardozo, M. G.; Kawai, T.; Iimura, Y.; Sugimoto, H.; Yamanishi, Y.; Hopfinger, A. J. J. Med. Chem. 1992, 35, 590.
20. Rhyu, K.-B.; Patel, H. C.; Hopfinger, A. J. J. Chem. Inf. Comput. Sci. 1995, 35, 771.
21. Medicinal Chemistry Software, Medchem Software Manual, Release 3.51; Pomona College: Claremont, California, April 1987.
22. SAS User's Guide: Basics, SAS Release 5.18; SAS Institute, Inc.: Cary, North Carolina, 1986.
23. Holland, J. Adaptation in Artifical and Natural Systems; University of Michigan: Ann Arbor, 1975.
24. Rogers, D.; Hopfinger, A. J. J. Chem. Inf. Comput. Sci. 1994, 34, 854.
25. Hopfinger, A. J.; Burke, B. J. In 3-D QSAR in Drug Design-Theory, Methods and Applications, Kubinyi, H., Ed.; ESCOM Science: Leiden, 1993; pp 276-306.
26. Burke, B. J. Ph.D. Thesis, University of Illinois at Chicago, Illinois, 1992.
27. Sussman, J. L.; Harel, M.; Frolow, F.; Offner, C.; Goldman, A.; Toker, L.; Silman, I. Science 1991, 253, 872.
28. Inoue, A.; Kawai, T.; Wakita, M.; Iimura, Y.; Sugimoto, H.; Kawakami, Y., J. Med. Chem., submitted.
29. Krupka, R. M.; Laidler, K. J. J. Am. Chem. Soc. 1961, 83, 1445.
30. Krupka, R. M.; Laidler K. J. J. Am. Chem. Soc. 1961, 83, 1454.
31. Krupka, R. M. Biochemistry 1965, 4, 429.
32. Nochi, S.; Asakawa, N.; Sato, T. Biol. Pharm. Bull. 1995, 18, 1145.
33. CAVHET is in the original program developed by A. Inoue.
34. Tomioka, N.; Itai, A. J. Comput-Aided Mol. Design 1994, 8, 347.
35. Weiner, S. J.; Kollman, P. A. J. Comp. Chem. 1986, 7, 230.
36. Hopfinger, A. J.; Tokarski, J. J. Chem. Inf. Comput. Sci., submitted.