메뉴 건너뛰기




Volumn 31, Issue 1, 2004, Pages 111-123

Synthesis and evaluation of iodinated TZTP-derivatives as potential radioligands for imaging of muscarinic M2 receptors with SPET

Author keywords

Alzheimer's disease; Cholinergic system; Muscarinic M2 receptor subtype; SPET; TZTP

Indexed keywords

5 [4 [(3 IODO 2 PROPENYL)THIO] 1,2,5 THIADIAZOL 3 YL] 1,2,3,6 TETRAHYDRO 1 METHYLPYRIDINE; 5 [4 [(4 IODO 3 BUTENYL)THIO] 1,2,5 THIADIAZOL 3 YL] 1,2,3,6 TETRAHYDRO 1 METHYLPYRIDINE; 5 [4 [(5 IODO 4 PENTENYL)THIO] 1,2,5 THIADIAZOL 3 YL] 1,2,3,6 TETRAHYDRO 1 METHYLPYRIDINE I 123; IODINE DERIVATIVE; KETANSERIN; MUSCARINIC M2 RECEPTOR; NICOTINE; PYRIDINE DERIVATIVE; RADIOLIGAND; SCOPOLAMINE; THIADIAZOLE DERIVATIVE; TRACER; UNCLASSIFIED DRUG;

EID: 1642451801     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0969-8051(03)00095-7     Document Type: Article
Times cited : (3)

References (42)
  • 3
    • 0020686674 scopus 로고
    • Alzheimer's disease: A disorder of cortical cholinergic innervation
    • Coyle J.T., Price D.L., DeLong M.R. Alzheimer's disease a disorder of cortical cholinergic innervation . Science. 219:1983;1184-1190.
    • (1983) Science , vol.219 , pp. 1184-1190
    • Coyle, J.T.1    Price, D.L.2    Delong, M.R.3
  • 5
    • 0025269152 scopus 로고
    • Synapse loss in frontal cortex biopsies in Alzheimer's disease: Correlation with cognitive severity
    • DeKosky S.T., Scheff S.W. Synapse loss in frontal cortex biopsies in Alzheimer's disease correlation with cognitive severity . Ann Neurol. 27:1990;457-464.
    • (1990) Ann Neurol , vol.27 , pp. 457-464
    • Dekosky, S.T.1    Scheff, S.W.2
  • 6
    • 0034975446 scopus 로고    scopus 로고
    • Radiolabeled muscarinic radioligands for in vivo studies
    • Eckelman W.C. Radiolabeled muscarinic radioligands for in vivo studies. Nucl Med Biol. 28:2001;485-491.
    • (2001) Nucl Med Biol , vol.28 , pp. 485-491
    • Eckelman, W.C.1
  • 7
    • 0027321216 scopus 로고
    • 3 receptors in guinea-pig ileum and atria in vitro
    • 3 receptors in guinea-pig ileum and atria in vitro. Br J Pharmacol. 109:1993;946-952.
    • (1993) Br J Pharmacol , vol.109 , pp. 946-952
    • Eglen, R.M.1    Harris, G.C.2
  • 8
    • 0030731982 scopus 로고    scopus 로고
    • Region-specific and agent-specific dilation of intracerebral microvessels by volatile anesthetics in rat brain slices
    • Farber N.E., Harkin C.P., Niedfeldt J., Hudetz A.G., Kampine J.P., Schmeling W.T. Region-specific and agent-specific dilation of intracerebral microvessels by volatile anesthetics in rat brain slices. Anesthesiology. 87:1997;1191-1198.
    • (1997) Anesthesiology , vol.87 , pp. 1191-1198
    • Farber, N.E.1    Harkin, C.P.2    Niedfeldt, J.3    Hudetz, A.G.4    Kampine, J.P.5    Schmeling, W.T.6
  • 9
    • 0034676312 scopus 로고    scopus 로고
    • Therapeutic opportunities for muscarinic receptors in the central nervous system
    • Felder C.C., Bymaster F.P., Ward J., DeLapp N. Therapeutic opportunities for muscarinic receptors in the central nervous system. J Med Chem. 43:2000;4333-4353.
    • (2000) J Med Chem , vol.43 , pp. 4333-4353
    • Felder, C.C.1    Bymaster, F.P.2    Ward, J.3    Delapp, N.4
  • 10
    • 0028925434 scopus 로고
    • Differential alterations in muscarinic receptor subtypes in Alzheimer's disease: Implications for cholinergic-based therapies
    • Flynn D.D., Ferrari-DiLeo G., Levey A.I., Mash D.C. Differential alterations in muscarinic receptor subtypes in Alzheimer's disease implications for cholinergic-based therapies . Life Sci. 56:1995;869-876.
    • (1995) Life Sci , vol.56 , pp. 869-876
    • Flynn, D.D.1    Ferrari-Dileo, G.2    Levey, A.I.3    Mash, D.C.4
  • 11
    • 0024994954 scopus 로고
    • Identification of three muscarinic receptor subtypes in rat lung using binding studies with selective antagonists
    • Fryer A.D., el Fakahany E.E. Identification of three muscarinic receptor subtypes in rat lung using binding studies with selective antagonists. Life Sci. 47:1990;611-618.
    • (1990) Life Sci , vol.47 , pp. 611-618
    • Fryer, A.D.1    El Fakahany, E.E.2
  • 12
    • 0031904324 scopus 로고    scopus 로고
    • Abnormalities of neural circuitry in Alzheimer's disease: Hippocampus and cortical cholinergic innervation
    • Geula C. Abnormalities of neural circuitry in Alzheimer's disease hippocampus and cortical cholinergic innervation . Neurology. 51:1998;S18-S29.
    • (1998) Neurology , vol.51
    • Geula, C.1
  • 13
    • 0032078728 scopus 로고    scopus 로고
    • Invited review: Cholinesterase inhibitors for Alzheimer's disease therapy: From tacrine to future applications
    • Giacobini E. Invited review Cholinesterase inhibitors for Alzheimer's disease therapy: from tacrine to future applications . Neurochem Int. 32:1998;413-419.
    • (1998) Neurochem Int , vol.32 , pp. 413-419
    • Giacobini, E.1
  • 14
    • 0028337480 scopus 로고
    • Synthesis and characterization of radioiodinated N-(3-iodopropen-1-yl)- 2 beta-carbomethoxy-3 beta-(4-chlorophenyl)tropanes: Potential dopamine reuptake site imaging agents
    • Goodman M.M., Kung M.P., Kabalka G.W., Kung H.F., Switzer R. Synthesis and characterization of radioiodinated N-(3-iodopropen-1-yl)- 2 beta-carbomethoxy-3 beta-(4-chlorophenyl)tropanes potential dopamine reuptake site imaging agents . J Med Chem. 37:1994;1535-1542.
    • (1994) J Med Chem , vol.37 , pp. 1535-1542
    • Goodman, M.M.1    Kung, M.P.2    Kabalka, G.W.3    Kung, H.F.4    Switzer, R.5
  • 15
    • 0023721746 scopus 로고
    • Distribution of cerebral blood flow during halothane versus isoflurane anesthesia in rats
    • Hansen T.D., Warner D.S., Todd M.M., Vust L.J., Trawick D.C. Distribution of cerebral blood flow during halothane versus isoflurane anesthesia in rats. Anesthesiology. 69:1988;332-337.
    • (1988) Anesthesiology , vol.69 , pp. 332-337
    • Hansen, T.D.1    Warner, D.S.2    Todd, M.M.3    Vust, L.J.4    Trawick, D.C.5
  • 17
    • 0001441665 scopus 로고
    • Preparation of iodoallylic alcohols via hydrostannylation: Spectroscopic proof of structures
    • Jung M.E., Light L.A. Preparation of iodoallylic alcohols via hydrostannylation spectroscopic proof of structures . Tetrahedron Lett. 23:1982;3851-3854.
    • (1982) Tetrahedron Lett , vol.23 , pp. 3851-3854
    • Jung, M.E.1    Light, L.A.2
  • 19
    • 0033534654 scopus 로고    scopus 로고
    • Using single photon emission tomography (SPECT) and positron emission tomography (PET) to trace the distribution of muscarinic acetylcholine receptor (MACHR) binding radioligands
    • Kiesewetter D.O., Carson R.E., Jagoda E.M., Herscovitch P., Eckelman W.C. Using single photon emission tomography (SPECT) and positron emission tomography (PET) to trace the distribution of muscarinic acetylcholine receptor (MACHR) binding radioligands. Life Sci. 64:1999;511-518.
    • (1999) Life Sci , vol.64 , pp. 511-518
    • Kiesewetter, D.O.1    Carson, R.E.2    Jagoda, E.M.3    Herscovitch, P.4    Eckelman, W.C.5
  • 21
    • 0032931885 scopus 로고    scopus 로고
    • Cholinesterase inhibitors: A therapeutic strategy for Alzheimer disease
    • Krall W.J., Sramek J.J., Cutler N.R. Cholinesterase inhibitors a therapeutic strategy for Alzheimer disease . Ann Pharmacother. 33:1999;441-450.
    • (1999) Ann Pharmacother , vol.33 , pp. 441-450
    • Krall, W.J.1    Sramek, J.J.2    Cutler, N.R.3
  • 22
    • 0030467247 scopus 로고    scopus 로고
    • Muscarinic acetylcholine receptor expression in memory circuits: Implications for treatment of Alzheimer disease
    • Levey A.I. Muscarinic acetylcholine receptor expression in memory circuits implications for treatment of Alzheimer disease . Proc Natl Acad Sci USA. 93:1996;13541-13546.
    • (1996) Proc Natl Acad Sci USA , vol.93 , pp. 13541-13546
    • Levey, A.I.1
  • 23
    • 0025837511 scopus 로고
    • Distribution of m2 muscarinic receptors in rat brain using antisera selective for m2 receptors
    • Li M., Yasuda R.P., Wall S.J., Wellstein A., Wolfe B.B. Distribution of m2 muscarinic receptors in rat brain using antisera selective for m2 receptors. Mol Pharmacol. 40:1991;28-35.
    • (1991) Mol Pharmacol , vol.40 , pp. 28-35
    • Li, M.1    Yasuda, R.P.2    Wall, S.J.3    Wellstein, A.4    Wolfe, B.B.5
  • 24
    • 0021962590 scopus 로고
    • Loss of M2 muscarine receptors in the cerebral cortex in Alzheimer's disease and experimental cholinergic denervation
    • Mash D.C., Flynn D.D., Potter L.T. Loss of M2 muscarine receptors in the cerebral cortex in Alzheimer's disease and experimental cholinergic denervation. Science. 228:1985;1115-1117.
    • (1985) Science , vol.228 , pp. 1115-1117
    • Mash, D.C.1    Flynn, D.D.2    Potter, L.T.3
  • 25
    • 0022869345 scopus 로고
    • Autoradiographic localization of M1 and M2 muscarine receptors in the rat brain
    • Mash D.C., Potter L.T. Autoradiographic localization of M1 and M2 muscarine receptors in the rat brain. Neuroscience. 19:1986;551-564.
    • (1986) Neuroscience , vol.19 , pp. 551-564
    • Mash, D.C.1    Potter, L.T.2
  • 27
    • 0035251677 scopus 로고    scopus 로고
    • Nicotinic receptor abnormalities of Alzheimer's disease: Therapeutic implications
    • Nordberg A. Nicotinic receptor abnormalities of Alzheimer's disease therapeutic implications . Biol Psychiatry. 49:2001;200-210.
    • (2001) Biol Psychiatry , vol.49 , pp. 200-210
    • Nordberg, A.1
  • 28
    • 0028890920 scopus 로고
    • Alteration in nicotine binding sites in Parkinson's disease, Lewy body dementia and Alzheimer's disease: Possible index of early neuropathology
    • Perry E.K., Morris C.M., Court J.A., Cheng A., Fairbairn A.F., McKeith I.G., Irving D., Brown A., Perry R.H. Alteration in nicotine binding sites in Parkinson's disease, Lewy body dementia and Alzheimer's disease possible index of early neuropathology . Neuroscience. 64:1995;385-395.
    • (1995) Neuroscience , vol.64 , pp. 385-395
    • Perry, E.K.1    Morris, C.M.2    Court, J.A.3    Cheng, A.4    Fairbairn, A.F.5    McKeith, I.G.6    Irving, D.7    Brown, A.8    Perry, R.H.9
  • 31
    • 0023274110 scopus 로고
    • Decreased muscarinic receptor binding in cerebral cortex and hippocampus in Alzheimer's disease
    • Reinikainen K.J., Riekkinen P.J., Halonen T., Laakso M. Decreased muscarinic receptor binding in cerebral cortex and hippocampus in Alzheimer's disease. Life Sci. 41:1987;453-461.
    • (1987) Life Sci , vol.41 , pp. 453-461
    • Reinikainen, K.J.1    Riekkinen, P.J.2    Halonen, T.3    Laakso, M.4
  • 32
    • 0029957116 scopus 로고    scopus 로고
    • In vitro and in vivo characterization of newly developed iodinated 1-[2- [bis(4-fluorophenyl)methoxy]ethyl]piperazine derivatives in rats: Limited value as dopamine transporter SPECT ligands
    • Rijks L.J., Booij J., Doornbos T., Boer G.J., Ronken E., de Bruin K., Vermeulen R.J., Janssen A.G., Van Royen E.A. In vitro and in vivo characterization of newly developed iodinated 1-[2- [bis(4-fluorophenyl)methoxy] ethyl]piperazine derivatives in rats limited value as dopamine transporter SPECT ligands . Synapse. 23:1996;201-207.
    • (1996) Synapse , vol.23 , pp. 201-207
    • Rijks, L.J.1    Booij, J.2    Doornbos, T.3    Boer, G.J.4    Ronken, E.5    De Bruin, K.6    Vermeulen, R.J.7    Janssen, A.G.8    Van Royen, E.A.9
  • 33
    • 1842407763 scopus 로고    scopus 로고
    • Autoradiographic distribution of M1, M2, M3, and M4 muscarinic receptor subtypes in Alzheimer's disease
    • Rodriguez-Puertas R., Pascual J., Vilaro T., Pazos A. Autoradiographic distribution of M1, M2, M3, and M4 muscarinic receptor subtypes in Alzheimer's disease. Synapse. 26:1997;341-350.
    • (1997) Synapse , vol.26 , pp. 341-350
    • Rodriguez-Puertas, R.1    Pascual, J.2    Vilaro, T.3    Pazos, A.4
  • 34
    • 0034724784 scopus 로고    scopus 로고
    • 2 muscarinic acetylcholine receptor protein in cholinergic and non-cholinergic terminals in rat hippocampus
    • 2 muscarinic acetylcholine receptor protein in cholinergic and non-cholinergic terminals in rat hippocampus. Neurosci Lett. 284:2000;182-186.
    • (2000) Neurosci Lett , vol.284 , pp. 182-186
    • Rouse, S.T.1    Edmunds, S.M.2    Yi, H.3    Gilmor, M.L.4    Levey, A.I.5
  • 35
    • 0030894832 scopus 로고    scopus 로고
    • Muscarinic acetylcholine receptor subtype, m2: Diverse functional implications of differential synaptic localization
    • Rouse S.T., Thomas T.M., Levey A.I. Muscarinic acetylcholine receptor subtype, m2 diverse functional implications of differential synaptic localization . Life Sci. 60:1997;1031-1038.
    • (1997) Life Sci , vol.60 , pp. 1031-1038
    • Rouse, S.T.1    Thomas, T.M.2    Levey, A.I.3
  • 36
    • 0026611521 scopus 로고
    • Novel functional M1 selective muscarinic agonists. Synthesis and structure-activity relationships of 3-(1,2,5-thiadiazolyl)-1,2,5,6- tetrahydro-1-methylpyridines
    • Sauerberg P., Olesen P.H., Nielsen S., Treppendahl S., Sheardown M.J., Honore T., Mitch C.H., Ward J.S., Pike A.J., Bymaster F.P. Novel functional M1 selective muscarinic agonists. Synthesis and structure-activity relationships of 3-(1,2,5-thiadiazolyl)-1,2,5,6- tetrahydro-1-methylpyridines. J Med Chem. 35:1992;2274-2283.
    • (1992) J Med Chem , vol.35 , pp. 2274-2283
    • Sauerberg, P.1    Olesen, P.H.2    Nielsen, S.3    Treppendahl, S.4    Sheardown, M.J.5    Honore, T.6    Mitch, C.H.7    Ward, J.S.8    Pike, A.J.9    Bymaster, F.P.10
  • 38
    • 0032590008 scopus 로고    scopus 로고
    • 3H]epibatidine binding in relation to vesicular acetylcholine transport sites in the temporal cortex in Alzheimer's disease
    • 3H]epibatidine binding in relation to vesicular acetylcholine transport sites in the temporal cortex in Alzheimer's disease. Neuroscience. 94:1999;685-696.
    • (1999) Neuroscience , vol.94 , pp. 685-696
    • Sihver, W.1    Gillberg, P.G.2    Svensson, A.L.3    Nordberg, A.4
  • 39
    • 0025987048 scopus 로고
    • Physical basis of cognitive alterations in Alzheimer's disease: Synapse loss is the major correlate of cognitive impairment
    • Terry R.D., Masliah E., Salmon D.P., Butters N., DeTeresa R., Hill R., Hansen L.A., Katzman R. Physical basis of cognitive alterations in Alzheimer's disease synapse loss is the major correlate of cognitive impairment . Ann Neurol. 30:1991;572-580.
    • (1991) Ann Neurol , vol.30 , pp. 572-580
    • Terry, R.D.1    Masliah, E.2    Salmon, D.P.3    Butters, N.4    Deteresa, R.5    Hill, R.6    Hansen, L.A.7    Katzman, R.8
  • 40
    • 0034649440 scopus 로고    scopus 로고
    • The decline in synapses and cholinergic activity is asynchronous in Alzheimer's disease
    • Tiraboschi P., Hansen L.A., Alford M., Masliah E., Thal L.J., Corey-Bloom J. The decline in synapses and cholinergic activity is asynchronous in Alzheimer's disease. Neurology. 55:2000;1278-1283.
    • (2000) Neurology , vol.55 , pp. 1278-1283
    • Tiraboschi, P.1    Hansen, L.A.2    Alford, M.3    Masliah, E.4    Thal, L.J.5    Corey-Bloom, J.6
  • 42
    • 0001422052 scopus 로고
    • Physical-chemical properties and biological activity
    • W.O. Foye. Philadelphia: Lea & Febiger
    • Zimmerman J.J., Feldman S. Physical-chemical properties and biological activity. Foye W.O. Principles of medicinal chemistry. 1989;7-37 Lea & Febiger, Philadelphia.
    • (1989) Principles of Medicinal Chemistry , pp. 7-37
    • Zimmerman, J.J.1    Feldman, S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.