메뉴 건너뛰기




Volumn 393, Issue 1-3, 2000, Pages 171-177

The identification of novel structural compound classes exhibiting high affinity for neuronal nicotinic acetylcholine receptors and analgesic efficacy in preclinical models of pain

Author keywords

A 85380; ABT 594; Analgesia; Antinociception; Epibatidine; Molecular model; Nicotinic acetylcholine receptor

Indexed keywords

2 AZABICYCLO[2.2.1]CYCLOHEPTANE DERIVATIVE; 5 (2 AZETIDINYLMETHOXY) 2 CHLOROPYRIDINE; A 84543; ANALGESIC AGENT; EPIBATIDINE; FURO[2,3 B]PYRIDINE DERIVATIVE; FURO[3,2 C]PYRIDINE DERIVATIVE; NICOTINE; NICOTINIC AGENT; NICOTINIC RECEPTOR; RECEPTOR SUBUNIT; UNCLASSIFIED DRUG;

EID: 0034732362     PISSN: 00142999     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-2999(00)00041-8     Document Type: Article
Times cited : (42)

References (36)
  • 2
    • 0028230727 scopus 로고
    • Epibatidine, a potent analgetic and nicotinic agonist
    • Badio B., Daly J.W. Epibatidine, a potent analgetic and nicotinic agonist. Mol. Pharmacol. 45:1994;563-569.
    • (1994) Mol. Pharmacol. , vol.45 , pp. 563-569
    • Badio, B.1    Daly, J.W.2
  • 3
    • 0028846006 scopus 로고
    • Antinociceptive effects of the alkaloid epibatidine: Further studies on involvement of nicotinic receptors
    • Badio B., Shi D., Garraffo M., Daly J.W. Antinociceptive effects of the alkaloid epibatidine: further studies on involvement of nicotinic receptors. Drug Dev. Res. 36:1995;46-59.
    • (1995) Drug Dev. Res. , vol.36 , pp. 46-59
    • Badio, B.1    Shi, D.2    Garraffo, M.3    Daly, J.W.4
  • 7
    • 0014934202 scopus 로고
    • Structure and activity of acetylcholine
    • Beers W.H., Reich E. Structure and activity of acetylcholine. Nature. 228:1970;917-922.
    • (1970) Nature , vol.228 , pp. 917-922
    • Beers, W.H.1    Reich, E.2
  • 8
    • 0031912620 scopus 로고    scopus 로고
    • The heterocyclic substituted pyridine derivative (±)-2-(-3-pyridinyl)-1-azabicyclo[2.2.2]octane (RJR-2429): A selective ligand at nicotinic acetylcholine receptors
    • Bencherif M., Schmitt J.D., Bhatti B.S., Crooks P., Caldwell W.S., Lovette M.E., Fowler K., Reeves L., Lippiello P.M. The heterocyclic substituted pyridine derivative (±)-2-(-3-pyridinyl)-1-azabicyclo[2.2.2]octane (RJR-2429): a selective ligand at nicotinic acetylcholine receptors. J. Pharmacol. Exp. Ther. 284:1998;886-894.
    • (1998) J. Pharmacol. Exp. Ther. , vol.284 , pp. 886-894
    • Bencherif, M.1    Schmitt, J.D.2    Bhatti, B.S.3    Crooks, P.4    Caldwell, W.S.5    Lovette, M.E.6    Fowler, K.7    Reeves, L.8    Lippiello, P.M.9
  • 9
    • 0001529774 scopus 로고    scopus 로고
    • I.C.V. infusion of an antisense oligonucleotide against the alpha-4 subunit of the nicotinic acetylcholine receptor attenuates antinociception produced by the nicotinic agonist A-85380 in rat
    • Bitner R., Donnelly-Roberts D., Nikkel A., Curzon P., Decker M. I.C.V. infusion of an antisense oligonucleotide against the alpha-4 subunit of the nicotinic acetylcholine receptor attenuates antinociception produced by the nicotinic agonist A-85380 in rat. Soc. Neurosci. Abstr. 24:1998;335.
    • (1998) Soc. Neurosci. Abstr. , vol.24 , pp. 335
    • Bitner, R.1    Donnelly-Roberts, D.2    Nikkel, A.3    Curzon, P.4    Decker, M.5
  • 10
    • 0032527594 scopus 로고    scopus 로고
    • Role of the nucleus raphe magnus in antinociception produced by ABT-594: Immediate early gene responses possibly linked to neuronal nicotinic acetylcholine receptors on serotonergic neurons
    • Bitner R.S., Nikkel A.L., Curzon P., Arneric S.P., Bannon A.W., Decker M.W. Role of the nucleus raphe magnus in antinociception produced by ABT-594: immediate early gene responses possibly linked to neuronal nicotinic acetylcholine receptors on serotonergic neurons. J. Neurosci. 18:1998;5426-5432.
    • (1998) J. Neurosci. , vol.18 , pp. 5426-5432
    • Bitner, R.S.1    Nikkel, A.L.2    Curzon, P.3    Arneric, S.P.4    Bannon, A.W.5    Decker, M.W.6
  • 12
    • 0032254323 scopus 로고    scopus 로고
    • Differences between the antinociceptive effects of the cholinergic channel activators A-85380 and (±)-epibatidine in rats
    • Curzon P., Nikkel A.L., Bannon A.W., Arneric S.P., Decker M.W. Differences between the antinociceptive effects of the cholinergic channel activators A-85380 and (±)-epibatidine in rats. J. Pharmacol. Exp. Ther. 287:1998;847-853.
    • (1998) J. Pharmacol. Exp. Ther. , vol.287 , pp. 847-853
    • Curzon, P.1    Nikkel, A.L.2    Bannon, A.W.3    Arneric, S.P.4    Decker, M.W.5
  • 15
    • 0030033588 scopus 로고    scopus 로고
    • Cation-π interactions in chemistry and biology: A new view of benzene, Phe, Tyr, and Trp
    • Dougherty D.A. Cation-π interactions in chemistry and biology: a new view of benzene, Phe, Tyr, and Trp. Science. 271:1996;163-168.
    • (1996) Science , vol.271 , pp. 163-168
    • Dougherty, D.A.1
  • 18
    • 0000949429 scopus 로고
    • Epibatidine-aided studies toward definition of a nicotine receptor pharmacophore
    • Glennon R.A., Herndon J.L., Dukat M. Epibatidine-aided studies toward definition of a nicotine receptor pharmacophore. Med. Chem. Res. 4:1994;461-473.
    • (1994) Med. Chem. Res. , vol.4 , pp. 461-473
    • Glennon, R.A.1    Herndon, J.L.2    Dukat, M.3
  • 19
    • 0000576502 scopus 로고    scopus 로고
    • An epoxide rearrangement. Radical rearrangement approach to 6-substituted 2-azabicyclo[2.2.1]-5-heptenes. Synthesis of an epibatidine analog
    • Hodgson D.M., Maxwell C.R., Matthews I.R. An epoxide rearrangement. Radical rearrangement approach to 6-substituted 2-azabicyclo[2.2.1]-5-heptenes. Synthesis of an epibatidine analog. Synlett. 1998;1349-1350.
    • (1998) Synlett , pp. 1349-1350
    • Hodgson, D.M.1    Maxwell, C.R.2    Matthews, I.R.3
  • 20
    • 0030011258 scopus 로고    scopus 로고
    • The emerging three-dimensional structure of a receptor: The nicotinic acetylcholine receptor
    • Hucho F., Tsetlin V.I., Machold J. The emerging three-dimensional structure of a receptor: the nicotinic acetylcholine receptor. Eur. J. Biochem. 239:1996;539-557.
    • (1996) Eur. J. Biochem. , vol.239 , pp. 539-557
    • Hucho, F.1    Tsetlin, V.I.2    MacHold, J.3
  • 21
    • 0027368222 scopus 로고
    • Adrenergic, serotonerigc and cholinergic components of nicotinic antinociception in rats
    • Iwamoto I., Marion L. Adrenergic, serotonerigc and cholinergic components of nicotinic antinociception in rats. J. Pharmacol. Exp. Ther. 265:1993;777-789.
    • (1993) J. Pharmacol. Exp. Ther. , vol.265 , pp. 777-789
    • Iwamoto, I.1    Marion, L.2
  • 22
    • 0023902144 scopus 로고
    • Synthesis and biological characterization of pyridohomotropanes. Structure-activity relationships of conformationally restricted nicotinoids
    • Kanne D.B., Abood L.G. Synthesis and biological characterization of pyridohomotropanes. Structure-activity relationships of conformationally restricted nicotinoids. J. Med. Chem. 31:1988;506-509.
    • (1988) J. Med. Chem. , vol.31 , pp. 506-509
    • Kanne, D.B.1    Abood, L.G.2
  • 23
    • 0032500164 scopus 로고    scopus 로고
    • Regiochemistry of the reductive Heck coupling of 2-azabicyclo[2.2.1]hept-5-ene. Synthesis of epibatidine analogs
    • Kasyan A., Wagner C., Maier M.E. Regiochemistry of the reductive Heck coupling of 2-azabicyclo[2.2.1]hept-5-ene. Synthesis of epibatidine analogs. Tetrahedron. 54:1998;8047-8054.
    • (1998) Tetrahedron , vol.54 , pp. 8047-8054
    • Kasyan, A.1    Wagner, C.2    Maier, M.E.3
  • 24
    • 0032505152 scopus 로고    scopus 로고
    • 2-, 5-, and 6-Halo-3-(2(S)-azetidinylmethoxy)pyridines: Synthesis, affinity for nicotinic acetylcholine receptors, and molecular modeling
    • Koren A.O., Horti A.G., Mukhin A.G., Guendisch D., Kimes A.S., Dannals R.F., London E.D. 2-, 5-, and 6-Halo-3-(2(S)-azetidinylmethoxy)pyridines: synthesis, affinity for nicotinic acetylcholine receptors, and molecular modeling. J. Med. Chem. 41:1998;3690-3698.
    • (1998) J. Med. Chem. , vol.41 , pp. 3690-3698
    • Koren, A.O.1    Horti, A.G.2    Mukhin, A.G.3    Guendisch, D.4    Kimes, A.S.5    Dannals, R.F.6    London, E.D.7
  • 25
    • 0033547945 scopus 로고    scopus 로고
    • Synthesis of 5- And 6-chloropyridyl-substituted 2-azabicyclo[2.2.1]heptanes; Novel epibatidine isomers
    • Malpass J.R., Cox C.D. Synthesis of 5- and 6-chloropyridyl-substituted 2-azabicyclo[2.2.1]heptanes; novel epibatidine isomers. Tetrahedron Lett. 40:1999;1419-1422.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 1419-1422
    • Malpass, J.R.1    Cox, C.D.2
  • 27
    • 0032967642 scopus 로고    scopus 로고
    • Nicotinic acetylcholine receptor at 4.6 Å resolution: Transverse tunnels in the channel wall
    • Miyazawa A., Fujiyoshi Y., Stowell M., Unwin N. Nicotinic acetylcholine receptor at 4.6 Å resolution: transverse tunnels in the channel wall. J. Mol. Biol. 288:1999;765-786.
    • (1999) J. Mol. Biol. , vol.288 , pp. 765-786
    • Miyazawa, A.1    Fujiyoshi, Y.2    Stowell, M.3    Unwin, N.4
  • 28
    • 0343609658 scopus 로고    scopus 로고
    • The locus coeruleus is a potential site of action for antinociception produced by the nicotinic agonist A-85380: C-FOS induction and DSP-4 lesion studies in the rat
    • Nikkel A., Bitner R., Zhu D., Curzon P., Decker M. The locus coeruleus is a potential site of action for antinociception produced by the nicotinic agonist A-85380: C-FOS induction and DSP-4 lesion studies in the rat. Soc. Neurosci. Abstr. 24:1998;335.
    • (1998) Soc. Neurosci. Abstr. , vol.24 , pp. 335
    • Nikkel, A.1    Bitner, R.2    Zhu, D.3    Curzon, P.4    Decker, M.5
  • 29
    • 84992232169 scopus 로고    scopus 로고
    • Spinal mechanisms underlying A-85380-induced effects on acute thermal pain
    • Rueter L.E., Meyer M.D., Zhu X.-D., Decker M.W. Spinal mechanisms underlying A-85380-induced effects on acute thermal pain. Soc. Neurosci. Abstr. 25:1999;2239.
    • (1999) Soc. Neurosci. Abstr. , vol.25 , pp. 2239
    • Rueter, L.E.1    Meyer, M.D.2    Zhu, X.-D.3    Decker, M.W.4
  • 30
    • 0033549847 scopus 로고    scopus 로고
    • Molecular recognition in nicotinic acetylcholine receptors: The importance of π-cation interactions
    • Schmitt J.D., Sharpless C.G.V., Caldwell W.S. Molecular recognition in nicotinic acetylcholine receptors: the importance of π-cation interactions. J. Med. Chem. 42:1999;3066-3074.
    • (1999) J. Med. Chem. , vol.42 , pp. 3066-3074
    • Schmitt, J.D.1    Sharpless, C.G.V.2    Caldwell, W.S.3
  • 31
    • 0022485091 scopus 로고
    • The ensemble approach to distance geometry: Application to the nicotinic pharmacophore
    • Sheridan R.P., Nilakantan R., Dixon J.S., Venkataraghavan R. The ensemble approach to distance geometry: application to the nicotinic pharmacophore. J. Med. Chem. 29:1986;899-906.
    • (1986) J. Med. Chem. , vol.29 , pp. 899-906
    • Sheridan, R.P.1    Nilakantan, R.2    Dixon, J.S.3    Venkataraghavan, R.4
  • 32
    • 0029970913 scopus 로고    scopus 로고
    • Anionic residue in the α-subunit of the nicotinic acetylcholine receptor contributing to subunit assembly and ligand binding
    • Sugiyama N., Boyd A.E., Taylor P. Anionic residue in the α-subunit of the nicotinic acetylcholine receptor contributing to subunit assembly and ligand binding. J. Biol. Chem. 271:1996;26575-26581.
    • (1996) J. Biol. Chem. , vol.271 , pp. 26575-26581
    • Sugiyama, N.1    Boyd, A.E.2    Taylor, P.3
  • 36
    • 0032514762 scopus 로고    scopus 로고
    • From ab initio quantum mechanics to molecular neurobiology: A cation-π binding site in the nicotinic receptor
    • Zhong W., Gallivan J.P., Zhang Y., Li L., Lester H.A., Dougherty D.A. From ab initio quantum mechanics to molecular neurobiology: a cation-π binding site in the nicotinic receptor. Proc. Natl. Acad. Sci. 95:1998;12088-12093.
    • (1998) Proc. Natl. Acad. Sci. , vol.95 , pp. 12088-12093
    • Zhong, W.1    Gallivan, J.P.2    Zhang, Y.3    Li, L.4    Lester, H.A.5    Dougherty, D.A.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.