Synthesis and in vivo and in vitro evaluation of isoarecolone and derivatives

Medicinal Chemistry Research

Volumn 8, Issue 9, 1998, Pages 510-522

  Beach, J Warren ^a   Damaj, M Imad ^c   Jonnala, Ramamohana R ^d   Terry Jr , Alvin V ^b,d   Buccafusco, Jerry J ^d  

^a Dept of Pharmaceut/Biomed Sci ^*  (United States)

^b UNIVERSITY OF GEORGIA   (United States)

^c VIRGINIA COMMONWEALTH UNIVERSITY SCHOOL OF MEDICINE   (United States)

^d MEDICAL COLLEGE OF GEORGIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 [1,2,3,6 TETRAHYDRO 1 (2 PHENYLETHYL) 4 PYRIDINYL]ETHANONE; ACETYLCHOLINESTERASE; CHOLINESTERASE INHIBITOR; EPIBATIDINE; ISOARECOLONE; LOBELINE; MECAMYLAMINE; NICOTINE; NICOTINE DERIVATIVE; NICOTINIC RECEPTOR; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ANTINOCICEPTION; ARTICLE; BINDING SITE; CONTROLLED STUDY; DOSE RESPONSE; DRUG ACTIVITY; DRUG CONFORMATION; DRUG DESIGN; DRUG INHIBITION; DRUG MECHANISM; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG SELECTIVITY; DRUG SYNTHESIS; MALE; MOUSE; NONHUMAN; RAT; REACTION ANALYSIS; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; THERMOREGULATION;

EID: 0032430161     PISSN: 10542523     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (51)

1. 1. Levin, E. D. Psychopharmacology. 1992, 108, 417-431 .
2. 2. Sacaan, A.I.; Reid, R.T.; Santori, E.M.; Adams, P.; Correa, L.D.; Mahaffy, L.S.; Bleicher, L.; Cosford, N.P.; Stauderman, K.A.; McDonald, I.A.; Rao, R.S.; Lloyd, G.K.J. Pharmacol. Exp. Ther. 1997 280, 373-383.
3. 3. Manderscheid, P.Z.; Sanberg, P.R.; Norman, A.B.; Lancet 1988 1, 592,.
4. 4. McConville, B.J.; Fogelson, M.H.; Norman, A.B.; Klykylo, W.M.; Manderscheid, P.Z.; Parker, K.W.; Sanberg, P.R. Am. J. Psychiatry 1991 148, 793-794.
5. 5 Brioni, J.D.; Decker, M.W.; Sullivan, J.P.; Arneric, S.P. Adv. Pharmacol. 1997 37, 153-213.
6. 6. Gilbert, D.G.; Robinson, J.H.; Chamberlin, C.L.; Spielberger, C.D. Psychophysiology 1989, 26, 311-319,.
7. 7. Freedman, R.; Hall, M.; Adler, L.E.; Leonard, S. Biol. Psychiatry 1995 38, 22-33,.
8. 8. Badio, B.; Daly, J.W. Mol. Phamracol. 1994, 45, 563-569,.
9. 9. Damaj, M.I; Creasy, K.R; Grove, A.D.; Martin B.R. Brain Res. 1994, 664, 34-40)
10. 10. Bannon, A.W.; Decker, M.W.; Holladay, M.W.; Curzon, P.; Donnelly-Roberts, D.; Puttfarcken, P.S.; Bitner, R.S.; Diaz, A.; Dickenson, A.H.; Porsolt, R.D.; Williams, M.; Arneric, S.P.; Science 1998 279, 77-81,.
11. 11. Holladay, M.W.; Wasicak, J.T.; Lin, N.; He, Y.; Ryther, K.B.; Bannon, A.W.; Buckley, M.J.; Kim, D.J.B.; Decker, M.W.; Anderson, D.J.; Campbell, J.E.; Kuntzweiler, T.A.; Donnelly-Roberts, D.L.; Piattoni-Kaplan, M.; Briggs, C.A.; Williams, M.; Arneric, S.P. J. Med. Chem. 1998 41, 407-412,.
12. 12. Damaj, M.I.; Fei-Yan, M.; Dukat, W.; Glassco, R.A.; Glennon, R.A.; Martin, B.R. J. Pharmacol. Exp.Ther. 1998, 284, 1058-1065.
13. 13. Deneris, E.S.; Connolly, J.; Rogers, S.W.; Duvoisin, R., Trends Pharmacol. Sci. 1991, 12, 34-40.
14. 14. Sargent, P.B., Ann Rev Neurosci. 1993, 16, 403-443.
15. 15. Elgoyhen, A.B.; Johnson, D.; Boulter, J.; Vetter, D.; Heinemann, S.F., In: Int Symposium on Nicotine: The Effects of Nicotine on Biological Systems II., p. P7 Clarke, P.B.S.; Quick, M.; Thuran, K.; Adlkofer, F., Eds.; Birkhauser Berlag, Basel, 1994.
16. 16. Anand, R.; Linstrom, J.; Nucleic Acids Res. 1990, 18, 4272-4278.
17. 17. Chini, B.; Clementi, F.; Hukovic, N.; Sher, E.; Proc Natl Acad Sci USA. 1992, 89, 1572-1576.
18. 18. Doucette-Stamm, L.; Monteggia, L.; Donnelly-Roberts, D.; Wang, W.T.; Tian, J.L.; Giordano, J. Drug Devel Res. 1993, 30, 252-256.
19. 19. Tarroni, P.; Rubboli, F.; Chini, B.; Clementi, F.; FEBS Lett. 1992, 312, 66-70.
20. 20. Schwartz, R.D.; McGee, R.; Keller, K.J., Mol Pharmacol. 1982, 22, 56-62.
21. 21. Marks, M.J.; Stiezel, A. Romme, E.; Wehner, J.M.; Collins, A.C., Mol Pharmacol. 1986, 30, 427-436.
22. 22. Pabreza, L.A.; Dhawan, S.; Kellar, K.J., Mol Pharmacol. 1991, 39, 9-12.
23. 23. Sequela, P.; Wadiche, J.; Dineley-Miller, K.; Dani, J.A.; Patrick, J.W., J Neurosci. 1993, 13, 596-604.
24. 24. Clarke, P.B.S.; Schwartz, R.D.; Paul, S.M.; Pert, C.D.; Pert, A., J Neurosci. 1985, 5, 1307-1315.
25. 25. Schulz, D.W.; Loring, R.H.; Aizenman, E.; Zigmond, R.E., J Neurosci. 1991,11, 287-297.
26. 26. Flores, C.M.; Rogers, S.W.; Pabreza, L.A.; Wolfe, B.; Kellar, K.J., Mol Pharmacol. 1992, 41, 31-37.
27. 27. P. Whiteaker, H. S. Garcha, S. Wonnacott and I. P. Stolerman, Brit. J. Pharmacol. ,1995, 116, 2097-2105.
28. 28. Mirza, N. R., Pei, Q.; Stolerman, I. P.; Zetterstrom, T. S. C. Eur. J. Pharmacol.. 1996, 295, 207-210 .
29. 29. Reavill, C.; Spivak, C. E.; Stolerman, I. P.; Waters, J. A. Neuropharmacology, 1987, 26 789-792 .
30. 30. Waters, J. A.; Spivak, C. E.; Hermsmeir, M.; Yadav, J. S.; Liang, R. F.; Gund, T. M. J. Med. Chem., 1988 31, 545-554).
31. 31. Spivak, C. E.; Gund, T. M.; Liang, R. F.; Waters, J. A. Eur. J. Pharmacol., 1986, 120, 127-131 .
32. 32. Buccafusco, J.J.; Jackson, W.J.; Gattu, M.; Terry, A.V., Jr., NeuroReport , 1995, 6, 1223-1227
33. 33. Clarke, P.B.S.; Reuben, M. Brit J. Pharmacol. 1996, 117, 595-606.
34. 34. Spande, T.F.; Garraffo, H.M.; Edwards, M.W.; Yeh, H.J.C.; Pannell, L. And Daly, J.W. J. Am. Chem. Soc. 1992 114, 3475-3478,.
35. 35. Dávila-García, M.I.; Musachio, J.L.; Perry, D.C.; Xiao Y.; Horti, A.; London, E.D.; Dannals, R.F.; Kellar, K.J. J. Pharmacol. Exp. Ther. 1997 282, 445-451,.
36. 36. Long, JP.; Eichler, O.; Farah A. Handbuch Der Experimentellen Pharmakologie. ed. Long JP. (chapter 8):393-425, 1966.
37. 37. Terry, A.V. Jr.; Williamson, R.; Gattu, M.; Beach, J.W.; McCurdy, C.R.; Sparks, J.A.; Pauly, J.R. Neuropharmacology, 1998, 37 (1) 93-102
38. 38. Beach, J.W., J. Heterocyclic Chem. 1997, 34, 1861-1863
39. 39. Coffen, D. L.; Hengarter, U.; Katonak, D. A.; Mulligan. M. E.; Burdick, D. C.; Olson G L.; Todaro. J.L. J. Org. Chem., 1984, 49, 5109-5113 .
40. 40. Hussy, N. Ballivet, M.; Bertrand, D. Neurophysiol. 72:1317-1326 1994
41. 41. Cachelin, A.B.; Rust, G. Pflugers Arch-Eur J. Physiol. 1995, 429, 449-451
42. 42. Chavez-Noriega, L.E.; Crona, J.H.; Washburn, M.S.; Urrutia, A.; Elliot, K.J. Johnson, E.C. J. Pharmacol. Exp. Ther. 1997, 280, 346-356.
43. 43. Terry, A.V. Jr.; Buccafusco, J.J.; Decker, M.W. Drug Development Research 1997, 40, 304-312
44. 44. Levin, E.D. Drug Development Reseach 1996, 38, 188-195
45. 45. Terry, A.V.; Jr.; Buccafusco, J.J.; Jackson, W.J.; Zagrodnik, S.; Exans-Martin, F.F. Decker, M.W. Pyschopharmacology 1996, 123, 172-181
46. 46 J.A. Scimeca, B.R. Martin, J. Pharm. Pharmacol. 40, 793-797 (1988)
47. 47. Cheng, Y.C.; Prusoff, W.H.. Biochem. Pharmacol. 1973, 22, 3099-3108.
48. 48. Ellman, G.L.; Courtney K.D.; Andres, V.; Jr .; Featherstone RB. Biochem. Pharmac. 1961, 7, 88-95.
49. 49. D'Amour, F.E. Smith, D.L. J. Pharmacol. Exp. Ther. 1941, 72, 74-79
50. 50. Dewey, W.L.; Harris, L.S.; Howes, J.S.; Nutte, J.A. J. Pharmacol. Exp. Ther. 1970, 175, 435-442.
51. 51. Tallarda, R.J.; Murray, R.B. Manual of Pharmcological Calculations with Computer Programs, Springer-Verlag, New York, 1987