메뉴 건너뛰기




Volumn 39, Issue 4, 1996, Pages 817-825

Novel 3-pyridyl ethers with subnanomolar affinity for central neuronal nicotinic acetylcholine receptors

Author keywords

[No Author keywords available]

Indexed keywords

1 METHYL 2 PYRROLIDINONE; 3 (2 AZETIDINYLMETHOXY)PYRIDINE; 3 [(1 METHYL 2 PYRROLIDINYL)METHOXY]PYRIDINE FUMARATE; A 84543; AZETIDINE; AZETIDINE 2 CARBOXYLIC ACID; BRAIN RECEPTOR; EPIBATIDINE; NICOTINE; NICOTINIC RECEPTOR; PYRIDINE DERIVATIVE; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG;

EID: 13344282051     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9506884     Document Type: Article
Times cited : (231)

References (38)
  • 1
    • 0018179005 scopus 로고
    • Cholinergic Underactivity in Human Memory Disorders
    • Davis, K.; Yamamura, H. Cholinergic Underactivity in Human Memory Disorders. Life Sci. 1978, 23, 1729-1734.
    • (1978) Life Sci. , vol.23 , pp. 1729-1734
    • Davis, K.1    Yamamura, H.2
  • 4
    • 0025374749 scopus 로고
    • Nicotine Receptors in the Mammalian Brain
    • Luetje, C. W.; Patrick, J.; Seguela, P. Nicotine Receptors in the Mammalian Brain. FASEB J. 1990, 4, 2753-2760.
    • (1990) FASEB J. , vol.4 , pp. 2753-2760
    • Luetje, C.W.1    Patrick, J.2    Seguela, P.3
  • 5
    • 0027398069 scopus 로고
    • The Diversity of Neuronal Nicotinic Acetylcholine Receptors
    • Sargent, P. B. The Diversity of Neuronal Nicotinic Acetylcholine Receptors. Annu. Rev. Neurosci. 1993, 16, 403-43.
    • (1993) Annu. Rev. Neurosci. , vol.16 , pp. 403-443
    • Sargent, P.B.1
  • 6
    • 0028965629 scopus 로고
    • Physiological Diversity of Nicotinic Acetylcholine Receptors Expressed by Vertebrate Neurons
    • McGehee, D. S.; Role, L. W. Physiological Diversity of Nicotinic Acetylcholine Receptors Expressed By Vertebrate Neurons. Annu. Rev. Physiol. 1995, 57, 521-546.
    • (1995) Annu. Rev. Physiol. , vol.57 , pp. 521-546
    • McGehee, D.S.1    Role, L.W.2
  • 8
    • 0027362017 scopus 로고
    • Nicotinic Agonists Modulate Basal Forebrain Control of Cortical Cerebral Blood Flow
    • Linville, D. G.; Williams, S.; Raszkiewicz, J. R.; Arneric, S. P. Nicotinic Agonists Modulate Basal Forebrain Control of Cortical Cerebral Blood Flow. J. Pharmacol. Exp. Ther. 1993, 267, 440-448.
    • (1993) J. Pharmacol. Exp. Ther. , vol.267 , pp. 440-448
    • Linville, D.G.1    Williams, S.2    Raszkiewicz, J.R.3    Arneric, S.P.4
  • 9
    • 0026593533 scopus 로고
    • A Subtype of Nicotinic Cholinergic Receptor in Rat Brain is Composed of α4 and β2 Subunits and Is Up-regulated by Chronic Nicotine Treatment
    • Flores, C. M.; Rogers, S. W.; Pabreza, L. A.; Wolfe, B. B.; Kellar, K. J. A Subtype of Nicotinic Cholinergic Receptor in Rat Brain is Composed of α4 and β2 Subunits and Is Up-regulated by Chronic Nicotine Treatment. Mol. Pharmacol. 1991, 41, 31-37.
    • (1991) Mol. Pharmacol. , vol.41 , pp. 31-37
    • Flores, C.M.1    Rogers, S.W.2    Pabreza, L.A.3    Wolfe, B.B.4    Kellar, K.J.5
  • 10
    • 0027375195 scopus 로고
    • Expression of Ganglia-Type Nicotinic Acetylcholine Receptors and Nicotinic Binding Sites by Cells of the IMR-32 Human Neuroblastoma Clonal Line
    • Lukas, R. J. Expression of Ganglia-Type Nicotinic Acetylcholine Receptors and Nicotinic Binding Sites by Cells of the IMR-32 Human Neuroblastoma Clonal Line. J. Pharmacol. Exp. Ther. 1993, 265, 294-302.
    • (1993) J. Pharmacol. Exp. Ther. , vol.265 , pp. 294-302
    • Lukas, R.J.1
  • 11
    • 0026583615 scopus 로고
    • The Health Consequences of Smoking
    • McBride, P. E. The Health Consequences of Smoking. Med. Clin. North Am. 1992, 76, 333-353.
    • (1992) Med. Clin. North Am. , vol.76 , pp. 333-353
    • McBride, P.E.1
  • 12
    • 0028968934 scopus 로고
    • Dissociations between the Locomotor Stimulant and Depressant Effects of Nicotinic Agonists in Rats
    • Stolerman, I. P.; Garcha, H. S.; Mirza, N. R. Dissociations Between the Locomotor Stimulant and Depressant Effects of Nicotinic Agonists in Rats. Psychopharmacology (Berlin) 1995, 117, 430-437.
    • (1995) Psychopharmacology (Berlin) , vol.117 , pp. 430-437
    • Stolerman, I.P.1    Garcha, H.S.2    Mirza, N.R.3
  • 15
    • 0028230727 scopus 로고
    • Epibatidine, a Potent Analgetic and Nicotinic Agonist
    • Badio, B.; Daly, J. W. Epibatidine, a Potent Analgetic and Nicotinic Agonist. Mol. Pharmacol. 1994, 45, 563-569.
    • (1994) Mol. Pharmacol. , vol.45 , pp. 563-569
    • Badio, B.1    Daly, J.W.2
  • 16
    • 0000605665 scopus 로고
    • Phosphonamide Stabilized Allylic Carbanions. New Homoenolate Anion Equivalents
    • Evans, D. A.; Takacs, J. M.; Hurst, K. M. Phosphonamide Stabilized Allylic Carbanions. New Homoenolate Anion Equivalents. J. Am. Chem. Soc. 1979, 101, 371-378.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 371-378
    • Evans, D.A.1    Takacs, J.M.2    Hurst, K.M.3
  • 17
    • 0008803011 scopus 로고
    • Synthetic Studies of Detoxin Complex II: Synthesis of Detoxin B1 and B3
    • Harris, B. D.; Bhat, K. L.; Joullie, M. M. Synthetic Studies of Detoxin Complex II: Synthesis of Detoxin B1 and B3. Heterocycles 1986, 24, 1045-1060.
    • (1986) Heterocycles , vol.24 , pp. 1045-1060
    • Harris, B.D.1    Bhat, K.L.2    Joullie, M.M.3
  • 19
    • 0000541123 scopus 로고
    • Convenient Method of Synthesizing Protected α-Amino-γ-butyrolactones
    • Sugano, H.; Miyoshi, M. A Convenient Method of Synthesizing Protected α-Amino-γ-butyrolactones. Bull. Chem. Soc. Jpn. 1973, 46, 669-670.
    • (1973) Bull. Chem. Soc. Jpn. , vol.46 , pp. 669-670
    • Sugano, H.1    Miyoshi, M.A.2
  • 20
    • 0041021545 scopus 로고
    • Resolution of DL-Azetidine-2-Carboxylic Acid
    • Rodebaugh, R. M.; Cromwell, N. H. Resolution of DL-Azetidine-2-Carboxylic Acid. J. Heterocycl. Chem. 1969, 6, 993-994.
    • (1969) J. Heterocycl. Chem. , vol.6 , pp. 993-994
    • Rodebaugh, R.M.1    Cromwell, N.H.2
  • 21
    • 13344268222 scopus 로고    scopus 로고
    • note
    • Assays for chiral purity were conducted using a Chiralcel-OD column (Daicel Industries). The eluting solvent was i-PrOH/ hexane (5:95) at a flow rate of 1 mL/min, with detection at 254 nM.
  • 22
  • 24
    • 13344265206 scopus 로고
    • Tripos Inc., 1699 S. Hanley Rd., suite 303, St. Louis, MO
    • SYBYL, vesion 6.2, Tripos Inc., 1699 S. Hanley Rd., suite 303, St. Louis, MO, 1994.
    • (1994) SYBYL, Vesion 6.2
  • 26
    • 0027548454 scopus 로고
    • A Fast New Approach to Pharmacophore Mapping and Its Application to Dopaminergic and Benzodiazepine Agonists
    • Martin, Y. C.; Bures, M. G.; Danaher, E. A.; DeLazzer, J.; Lico, I.; Pavlik, P. A Fast New Approach to Pharmacophore Mapping and Its Application to Dopaminergic and Benzodiazepine Agonists. J. Comput.-Aided Mol. Design 1993, 7, 83-102.
    • (1993) J. Comput.-Aided Mol. Design , vol.7 , pp. 83-102
    • Martin, Y.C.1    Bures, M.G.2    Danaher, E.A.3    Delazzer, J.4    Lico, I.5    Pavlik, P.6
  • 27
    • 0028846006 scopus 로고
    • Antinociceptive Effects of the Alkaloid Epibatidine: Further Studies on Involvement of Nicotinis Receptors
    • Badio, B.; Shi, D.; Garrafo, M.; Daly, J. W. Antinociceptive Effects of the Alkaloid Epibatidine: Further Studies on Involvement of Nicotinis Receptors. Drug Dev. Res. 1995, 36, 46-59.
    • (1995) Drug Dev. Res. , vol.36 , pp. 46-59
    • Badio, B.1    Shi, D.2    Garrafo, M.3    Daly, J.W.4
  • 28
    • 0023845177 scopus 로고
    • Methyllycaconitine and (+)-Anatoxin-a Differentiate between Nicotinic Receptors in Vertebrate and Invertebrate Nervous Systems
    • Macallan, D. R. E.; Lunt, G. G.; Wonnacott, S.; Swanson, K. L.; Rapoport, H.; Albuquerque, E. X. Methyllycaconitine and (+)-Anatoxin-a Differentiate Between Nicotinic Receptors in Vertebrate and Invertebrate Nervous Systems. FEBS Lett. 1988, 226, 357-363.
    • (1988) FEBS Lett. , vol.226 , pp. 357-363
    • Macallan, D.R.E.1    Lunt, G.G.2    Wonnacott, S.3    Swanson, K.L.4    Rapoport, H.5    Albuquerque, E.X.6
  • 29
  • 31
    • 0014934202 scopus 로고
    • Structure and Activity of Acetylcholine
    • Beers, W. H.; Reich, E. Structure and Activity of Acetylcholine. Nature 1970, 228, 917-922.
    • (1970) Nature , vol.228 , pp. 917-922
    • Beers, W.H.1    Reich, E.2
  • 32
    • 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. 1986, 29, 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
  • 33
    • 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. 1994, 4, 461-473.
    • (1994) Med. Chem. Res. , vol.4 , pp. 461-473
    • Glennon, R.A.1    Herndon, J.L.2    Dukat, M.3
  • 34
    • 0028852622 scopus 로고
    • Structure of the Nicotinic Receptor Acetylcholine-Binding Site. Identification of Acidic Residues in the δ Subunit Within 0.9 nm of the α Subunit-Binding Site Disulfide
    • Czajkowski, C.; Karlin, A. Structure of The Nicotinic Receptor Acetylcholine-Binding Site. Identification of Acidic Residues In the δ Subunit Within 0.9 nm of the α Subunit-Binding Site Disulfide. J. Biol.Chem. 1995, 270, 3160-3164.
    • (1995) J. Biol.Chem. , vol.270 , pp. 3160-3164
    • Czajkowski, C.1    Karlin, A.2
  • 37
    • 0025778840 scopus 로고
    • Atomic Structure of Acetylcholinesterase from Torpedo californica: A Prototypic Acetylcholine-Binding Protein
    • Sussman, J. L.; Harel, M.; Frolow, F.; Oefner, C.; Goldman, A.; Toker, L.; Silman, I. Atomic Structure of Acetylcholinesterase from Torpedo californica: A Prototypic Acetylcholine-Binding Protein. Science 1991, 253, 872-879.
    • (1991) Science , vol.253 , pp. 872-879
    • Sussman, J.L.1    Harel, M.2    Frolow, F.3    Oefner, C.4    Goldman, A.5    Toker, L.6    Silman, I.7
  • 38
    • 0020730224 scopus 로고
    • Preparation and Analytical Data of Some Unusual t-Butyloxycarbonyl-amino Acids
    • Perseo, P.; Piani, S.; Castiglione, R. D. Preparation and Analytical Data of Some Unusual t-Butyloxycarbonyl-amino Acids. Int. J. Pept. Protein Res. 1983, 21, 227-230.
    • (1983) Int. J. Pept. Protein Res. , vol.21 , pp. 227-230
    • Perseo, P.1    Piani, S.2    Castiglione, R.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.