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Volumn 48, Issue , 2012, Pages 97-107

Analogues of doxanthrine reveal differences between the dopamine D 1 receptor binding properties of chromanoisoquinolines and hexahydrobenzo[a]phenanthridines

Author keywords

Agonist; Dihydrexidine; Dopamine D 1 receptor; Doxanthrine

Indexed keywords

11 METHYL 2,3 DIHYDROXY 6A,7,8,12B TETRAHYDRO 6H CHROMEN[3,4 C]ISOQUINOLINE HYDROBROMIDE; 2 (4 ETHYLPHENYL) 4,4 DIMETHYLOXAZOLINE; 2 (4 TRIFLUOROMETHYLPHENYL) 4,4 DIMETHYLOXAZOLINE; 2,3 DIHYDROXY 11 ETHYL 6A,7,8,12B TETRAHYDRO 6H CHROMEN[3,4 C]ISOQUINOLINE HYDROBROMIDE; 2,3 METHYLENEDIOXY 11 ETHYL 6A,12B DIHYDRO 6H CHROMEN[3,4 C]ISOQUINOLIN 8 ONE; 2,3 METHYLENEDIOXY 11 FLUORO 6A,12B DIHYDRO 6H CHROMEN[3,4 C]ISOQUINOLIN 8 ONE; 2,3 METHYLENEDIOXY 11 METHYL 6A,12B DIHYDRO 6H CHROMEN[3,4 C]ISOQUINOLIN 8 ONE; 2,3 METHYLENEDIOXY 11 METHYL 6A,7,8,12B TETRAHYDRO 6H CHROMEN[3,4 C]ISOQUINOLINE; 2,3 METHYLENEDIOXY 6A,12B DIHYDRO 6H THIOCHROMEN[3,4 C]ISOQUINOLINE; 2,3 METHYLENEDIOXY 6A,7,8,12B TETRAHYDRO 6H THIOCHROMEN[3,4 C]ISOQUINOLINE; 3 NITRO 2H 6,7 METHYLENEDIOXYCHROMENE; 3 NITRO 2H 6,7 METHYLENEDIOXYTHIOCHROMENE; 4 [2 (4,4 DIMETHYL OXAZOLIN 2 YL) 5 ETHYLPHENYL] 6,7 METHYLENEDIOXY 3 NITROCHROMAN; 4 [2 (4,4 DIMETHYL OXAZOLIN 2 YL) 5 TRIFLUOROMETHYLPHENYL] 6,7 METHYLENEDIOXY 3 NITROCHROMAN; 4 [2 (4,4 DIMETHYLOXAZOLIN 2 YL) 5 FLUOROPHENYL] 6,7 METHYLENEDIOXY 3 NITROCHROMAN; 4 [2 (4,4 DIMETHYLOXAZOLIN 2 YL) 5 METHYLPHENYL] 6,7 METHYLENEDIOXY 3 NITROCHROMAN; 6 (O DIMETHYLTHIOCARBAMOYL) 1,3 BENZODIOXOLE; 6 (S DIMETHYLTHIOCARBAMOYL) 1,3 BENZODIOXOLE; 6 HYDROXYBENZO[1,3]DIOXOLE 5 CARBOXALDEHYDE; 9H BIS([1,3]DIOXOLO[4,5B:4',5' I])XANTHYLIUM CHLORIDE; CHROMAN DERIVATIVE; CHROMANOISOQUINOLINE DERIVATIVE; DOPAMINE 1 RECEPTOR; DOPAMINE 2 RECEPTOR; DOXANTHRINE DERIVATIVE; HEXAHYDROBENZO[A]PHENANTHRIDINE DERIVATIVE; ISOQUINOLINE DERIVATIVE; PHENANTHRIDINE DERIVATIVE; TETRALIN DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84856007599     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.11.039     Document Type: Article
Times cited : (8)

References (32)
  • 1
    • 0030896968 scopus 로고    scopus 로고
    • A neural substrate of prediction and reward
    • DOI 10.1126/science.275.5306.1593
    • W. Schultz, P. Dayan, and P.R. Montague A neural substrate of prediction and reward Science 275 1997 1593 1599 (Pubitemid 27120526)
    • (1997) Science , vol.275 , Issue.5306 , pp. 1593-1599
    • Schultz, W.1    Dayan, P.2    Montague, P.R.3
  • 2
    • 0024550622 scopus 로고
    • The dopamine motor system
    • G.F. Wooten, and J.M. Trugman The dopamine motor system Mov. Disord. 4 Suppl. 1 1989 S38 S47
    • (1989) Mov. Disord. , vol.4 , Issue.SUPPL. 1
    • Wooten, G.F.1    Trugman, J.M.2
  • 3
    • 0029995617 scopus 로고    scopus 로고
    • Neurobehavioural mechanisms of reward and motivation
    • DOI 10.1016/S0959-4388(96)80077-8
    • T.W. Robbins, and B.J. Everitt Neurobehavioural mechanisms of reward and motivation Curr. Opin. Neurobiol. 6 1996 228 236 (Pubitemid 26168482)
    • (1996) Current Opinion in Neurobiology , vol.6 , Issue.2 , pp. 228-236
    • Robbins, T.W.1    Everitt, B.J.2
  • 5
    • 0017079279 scopus 로고
    • The dopamine hypothesis of schizophrenia: A review
    • H.Y. Meltzer, and S.M. Stahl The dopamine hypothesis of schizophrenia: a review Schizophr. Bull. 2 1976 19 76
    • (1976) Schizophr. Bull. , vol.2 , pp. 19-76
    • Meltzer, H.Y.1    Stahl, S.M.2
  • 6
    • 0032169803 scopus 로고    scopus 로고
    • Neuroscience of addiction
    • DOI 10.1016/S0896-6273(00)80557-7
    • G.F. Koob, P.P. Sanna, and F.E. Bloom Neuroscience of addiction Neuron 21 1998 467 476 (Pubitemid 28475499)
    • (1998) Neuron , vol.21 , Issue.3 , pp. 467-476
    • Koob, G.F.1    Sanna, P.P.2    Bloom, F.E.3
  • 7
    • 0023621145 scopus 로고
    • Effect of β-alkyl substitution on D-1 doapmine agonist activity: Absolute configuration of β-methyldopamine
    • R.M. Riggs, A.T. McKenzie, S.R. Byrn, D.E. Nichols, M.M. Foreman, and L.L. Truex Effect of beta-alkyl substitution on D-1 dopamine agonist activity: absolute configuration of beta-methyldopamine J. Med. Chem. 30 1987 1914 1918 (Pubitemid 18020927)
    • (1987) Journal of Medicinal Chemistry , vol.30 , Issue.10 , pp. 1914-1918
    • Riggs, R.M.1    McKenzie, A.T.2    Byrn, S.R.3    Nichols, D.E.4    Foreman, M.M.5    Truex, L.L.6
  • 8
    • 33846905526 scopus 로고    scopus 로고
    • Recent progress in development of dopamine receptor subtype-selective agents: Potential therapeutics for neurological and psychiatric disorders
    • DOI 10.1021/cr050263h
    • A. Zhang, J.L. Neumeyer, and R.J. Baldessarini Recent progress in development of dopamine receptor subtype-selective agents: potential therapeutics for neurological and psychiatric disorders Chem. Rev. 107 2007 274 302 (Pubitemid 46237370)
    • (2007) Chemical Reviews , vol.107 , Issue.1 , pp. 274-302
    • Zhang, A.1    Neumeyer, J.L.2    Baldessarini, R.J.3
  • 11
    • 1542301679 scopus 로고    scopus 로고
    • 8,9-Dihydroxy-1,2,3,11b-tetrahydrochromeno[4,3,2,-de]isoquinoline (dinoxyline), a high affinity and potent agonist at all dopamine receptor isoforms
    • DOI 10.1016/j.bmc.2004.01.008, PII S0968089604000410
    • R.A. Grubbs, M.M. Lewis, C. Owens-Vance, E.A. Gay, A.K. Jassen, R.B. Mailman, and D.E. Nichols 8,9-Dihydroxy-1,2,3,11b-tetrahydrochromeno[4,3,2,-de] isoquinoline (dinoxyline), a high affinity and potent agonist at all dopamine receptor isoforms Bioorg. Med. Chem. 12 2004 1403 1412 (Pubitemid 38296531)
    • (2004) Bioorganic and Medicinal Chemistry , vol.12 , Issue.6 , pp. 1403-1412
    • Grubbs, R.A.1    Lewis, M.M.2    Owens-Vance, C.3    Gay, E.A.4    Jassen, A.K.5    Mailman, R.B.6    Nichols, D.E.7
  • 16
    • 0028172230 scopus 로고
    • 1 receptor mechanisms in the cognitive performance of young adult and aged monkeys
    • DOI 10.1007/BF02245056
    • 1 receptor mechanisms in the cognitive performance of young adult and aged monkeys Psychopharmacology (Berl) 116 1994 143 151 (Pubitemid 24317040)
    • (1994) Psychopharmacology , vol.116 , Issue.2 , pp. 143-151
    • Arnsten, A.F.T.1    Cai, J.X.2    Murphy, B.L.3    Goldman-Rakic, P.S.4
  • 17
    • 0018143604 scopus 로고
    • Facile syntheses of potent dopaminergic agonists and their effects on neurotransmitter release
    • A.S. Horn, C.J. Grol, D. Dijkstra, and A.H. Mulder Facile syntheses of potent dopaminergic agonists and their effect on neurotransmitter release J. Med. Chem. 21 1978 825 828 (Pubitemid 8391130)
    • (1978) Journal of Medicinal Chemistry , vol.21 , Issue.8 , pp. 825-828
    • Horn, A.S.1    Grol, C.J.2    Dijkstra, D.3    Mulder, A.H.4
  • 20
    • 33845182845 scopus 로고
    • Electrophilic reactions of xanthylium carbocations produced by flash-photolysis of 9-xanthenols
    • R.A. McClelland, N. Banait, and S. Steenken Electrophilic reactions of xanthylium carbocations produced by flash-photolysis of 9-xanthenols J. Am. Chem. Soc. 111 1989 2929 2935
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 2929-2935
    • McClelland, R.A.1    Banait, N.2    Steenken, S.3
  • 23
    • 84988078646 scopus 로고
    • A convenient one-pot synthesis of 2-unsubstituted 3-nitro-2H-chromenes
    • D. Dauzone, and R. Royer A convenient one-pot synthesis of 2-unsubstituted 3-nitro-2H-chromenes Synthesis-Stuttgart 1984
    • (1984) Synthesis-Stuttgart
    • Dauzone, D.1    Royer, R.2
  • 24
    • 0026574079 scopus 로고
    • Directed ortho-metalation of O-aryl and O-pyridyl thiocarbamates - A versatile synthetic method for substituted phenol into thiophenol conversion
    • F. Beaulieu, and V. Snieckus Directed ortho-metalation of O-aryl and O-pyridyl thiocarbamates - a versatile synthetic method for substituted phenol into thiophenol conversion Synthesis-Stuttgart 1992 112 118
    • (1992) Synthesis-Stuttgart , pp. 112-118
    • Beaulieu, F.1    Snieckus, V.2
  • 25
    • 79957588855 scopus 로고    scopus 로고
    • Mapping the catechol binding site in dopamine D(1) receptors: Synthesis and evaluation of two parallel series of bicyclic dopamine analogues
    • L.A. Bonner, U. Laban, B.R. Chemel, J.I. Juncosa, M.A. Lill, V.J. Watts, and D.E. Nichols Mapping the catechol binding site in dopamine D(1) receptors: synthesis and evaluation of two parallel series of bicyclic dopamine analogues ChemMedChem. 2011
    • (2011) ChemMedChem.
    • Bonner, L.A.1    Laban, U.2    Chemel, B.R.3    Juncosa, J.I.4    Lill, M.A.5    Watts, V.J.6    Nichols, D.E.7
  • 28
    • 0345368009 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of flavanones and flavones related to podophyllotoxin
    • A. Gonzalez de Peredo, S. Leonce, C. Monneret, and D. Dauzone Synthesis and biological evaluation of flavonones and flavones related to podophyllotoxin Chem. Pharm. Bull. 46 1998 79 83 (Pubitemid 28099430)
    • (1998) Chemical and Pharmaceutical Bulletin , vol.46 , Issue.1 , pp. 79-83
    • De Peredo, A.G.1    Leonce, S.2    Monneret, C.3    Dauzonne, D.4
  • 29
    • 0030931247 scopus 로고    scopus 로고
    • Phenacenes: A family of graphite ribbons. 2. Syntheses of some [7]phenacenes and an [11]phenacene by stilbene-like photocyclizations
    • DOI 10.1021/ja9638418, PII S0002786396038413
    • F.B. Mallory, K.E. Butler, A.C. Evans, E.J. Brondyke, C.W. Mallory, C. Yang, and A. Ellenstein Phenacenes: a family of graphite ribbons. 2. Syntheses of some [7]phenacenes and an [11]phenacene by stilbene-like photocyclizations J. Am. Chem. Soc. 119 1997 2119 2124 (Pubitemid 27159978)
    • (1997) Journal of the American Chemical Society , vol.119 , Issue.9 , pp. 2119-2124
    • Mallory, F.B.1    Butler, K.E.2    Evans, A.C.3    Brondyke, E.J.4    Mallory, C.W.5    Yang, C.6    Ellenstein, A.7
  • 30
    • 0345001394 scopus 로고
    • Syntheses of 8-fluorobenzo[a]pyrenes and 9-fluorobenzo[a]pyrenes and 9-fluoro-7,12-dimethybenz[a]anthracenes and 10-fluoro-7,12-dimethylbenz[a] anthracenes
    • M.S. Newman, and R. Kannan Syntheses of 8-fluorobenzo[a]pyrenes and 9-fluorobenzo[a]pyrenes and 9-fluoro-7,12-dimethybenz[a]anthracenes and 10-fluoro-7,12-dimethylbenz[a]anthracenes J. Org. Chem. 44 1979 3388 3390
    • (1979) J. Org. Chem. , vol.44 , pp. 3388-3390
    • Newman, M.S.1    Kannan, R.2
  • 31
    • 1542789725 scopus 로고
    • Oxazolines. X. Synthesis of gamma-butyrolactones
    • A.I. Meyers, E.D. Mihelich, and R.L. Nolen Oxazolines. X. Synthesis of gamma-butyrolactones J. Org. Chem. 39 1974 2783 2787
    • (1974) J. Org. Chem. , vol.39 , pp. 2783-2787
    • Meyers, A.I.1    Mihelich, E.D.2    Nolen, R.L.3
  • 32
    • 0345477920 scopus 로고
    • Syntheses of 9-(trifluoromethyl)- and 10-(trifluoromethyl)-7,12- dimethylbenz[a]anthracenes
    • M.S. Newman, and S. Veeraraghavan Syntheses of 9-(trifluoromethyl)- and 10-(trifluoromethyl)-7,12-dimethylbenz[a]anthracenes J. Org. Chem. 48 1983 3246 3248
    • (1983) J. Org. Chem. , vol.48 , pp. 3246-3248
    • Newman, M.S.1    Veeraraghavan, S.2


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