메뉴 건너뛰기




Volumn 3, Issue 10, 2010, Pages 3167-3185

Dual allosteric effect in glycine/NMDA receptor antagonism: A comparative QSAR approach

Author keywords

Allosterism; CMR; Comparative QSAR; Glycine NMDA; Quinoxalines

Indexed keywords

2 CARBOXYTETRAHYDROQUINOLINE DERIVATIVE; 3 NITRO 3,4 DIHYDRO 2(1H) QUINOLONE DERIVATIVE; 3 PHENYL 4 HYDROXY 2 QUINOLONE DERIVATIVE; 3 PHENYLQUINOLIN 2(1H) ONE DERIVATIVE; 4 AMIDO 2 CARBOXYTETRAHYDROQUINOLINE DERIVATIVE; 4 HYDROXYQUINOLIN 2(1H) ONE DERIVATIVE; GLYCINE RECEPTOR ANTAGONIST; N METHYL DEXTRO ASPARTIC ACID RECEPTOR BLOCKING AGENT; NITROQUINOLONE DERIVATIVE; PHENYLHYDROXYQUINOLONE DERIVATIVE; QUINAZOLINE 2 CARBOXYLIC ACID DERIVATIVE; QUINOXALIN 4 ONE DERIVATIVE; QUINOXALINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 78650089226     PISSN: None     EISSN: 14248247     Source Type: Journal    
DOI: 10.3390/ph3103167     Document Type: Article
Times cited : (5)

References (42)
  • 1
    • 0028799654 scopus 로고
    • Calcium; still center-stage in hypoxic-ischemic neuronal death
    • Choi, D.W. Calcium; still center-stage in hypoxic-ischemic neuronal death, TINS 1995, 18, 58-60.
    • (1995) TINS , vol.18 , pp. 58-60
    • Choi, D.W.1
  • 2
    • 0028872674 scopus 로고
    • Excitatoxicity and the NMDA receptor-still lethal after eight years
    • Rothman, S.M.; Onley, J.W. Excitatoxicity and the NMDA receptor-still lethal after eight years. TINS 1995, 18, 57-58.
    • (1995) TINS , vol.18 , pp. 57-58
    • Rothman, S.M.1    Onley, J.W.2
  • 3
    • 0024334022 scopus 로고
    • Structure- function studies on N-oxalyl-diamino-dicarboxylic acids excitatory amino acids receptor; evidence that beta-L-ODAP is a selective non-NMDA agonist
    • Bridges, R.J.; Stevens, D.R.; Kahle, J.S.; Nunn, P.B.; Kadri, M.; Cotman, C.W. Structure- function studies on N-oxalyl-diamino-dicarboxylic acids excitatory amino acids receptor; evidence that beta-L-ODAP is a selective non-NMDA agonist. J. Neurosci. 1989, 9, 2073-2079.
    • (1989) J. Neurosci , vol.9 , pp. 2073-2079
    • Bridges, R.J.1    Stevens, D.R.2    Kahle, J.S.3    Nunn, P.B.4    Kadri, M.5    Cotman, C.W.6
  • 4
    • 0027527126 scopus 로고
    • Excitotoxicity and selective neuronal loss in epilepsy
    • Meldrum, B.S. Excitotoxicity and selective neuronal loss in epilepsy. Brain Pathol. 1993, 3, 405-412.
    • (1993) Brain Pathol. , vol.3 , pp. 405-412
    • Meldrum, B.S.1
  • 5
    • 0023089706 scopus 로고
    • Excitatory amino acids receptors and ischemic brain damage in the rat
    • Westerberg, E.; Monaghan, D.T.; Cotman, C.W.; Wieloch, T. Excitatory amino acids receptors and ischemic brain damage in the rat. Neurosci. Lett. 1987, 73, 119-124.
    • (1987) Neurosci. Lett. , vol.73 , pp. 119-124
    • Westerberg, E.1    Monaghan, D.T.2    Cotman, C.W.3    Wieloch, T.4
  • 6
    • 0022344980 scopus 로고
    • Hypoglycemia- induced neuronal damage prevented by an N-methyl-D-aspartate antagonists
    • Wieloch, T. Hypoglycemia- induced neuronal damage prevented by an N-methyl-D-aspartate antagonists. Science 1985, 230, 681-683.
    • (1985) Science , vol.230 , pp. 681-683
    • Wieloch, T.1
  • 7
    • 0027988561 scopus 로고
    • The glycine site on the NMDA receptor: Structure-activity relationships and therapeutic potential
    • Leeson, P.D.; Iversen, L.L. The glycine site on the NMDA receptor: structure-activity relationships and therapeutic potential. J. Med. Chem. 1994, 37, 4053-4067.
    • (1994) J. Med. Chem. , vol.37 , pp. 4053-4067
    • Leeson, P.D.1    Iversen, L.L.2
  • 8
    • 0028179069 scopus 로고
    • N-methyl-D-aspartic acid receptor structure and function
    • McBain, C.J.; Mayer M.L. N-methyl-D-aspartic acid receptor structure and function. Physiol. Rev. 1994, 74, 723-760.
    • (1994) Physiol. Rev. , vol.74 , pp. 723-760
    • McBain, C.J.1    Mayer, M.L.2
  • 12
    • 0043236359 scopus 로고    scopus 로고
    • Motoneuron-specific expression of nr3b, a novel nmda-type glutamate receptor subunit that works in a dominant-negative manner
    • Nishi, M.; Hinds, H.; Lu, H.P.; Kawata, M.; Hayashi, Y. Motoneuron-specific expression of nr3b, a novel nmda-type glutamate receptor subunit that works in a dominant-negative manner. J. Neurosci. 2001, 21, 1-6.
    • (2001) J. Neurosci. , vol.21 , pp. 1-6
    • Nishi, M.1    Hinds, H.2    Lu, H.P.3    Kawata, M.4    Hayashi, Y.5
  • 14
    • 0041656063 scopus 로고    scopus 로고
    • Antagonists and agonists at the glycine site of the NMDA receptor for therapeutic interventions
    • Jansen, M.; Dannhardt, G. Antagonists and agonists at the glycine site of the NMDA receptor for therapeutic interventions. Eur. J. Med. Chem. 2003, 38, 661-670.
    • (2003) Eur. J. Med. Chem. , vol.38 , pp. 661-670
    • Jansen, M.1    Dannhardt, G.2
  • 15
    • 0000652554 scopus 로고    scopus 로고
    • Comparative QSAR: Toward a deeper understanding of chemicobiological interactions
    • Hansch, C.; Hoekman, D.; Gao, H. Comparative QSAR: toward a deeper understanding of chemicobiological interactions. Chem. Rev. 1996, 96, 1045-1075.
    • (1996) Chem. Rev. , vol.96 , pp. 1045-1075
    • Hansch, C.1    Hoekman, D.2    Gao, H.3
  • 16
    • 84958472483 scopus 로고
    • On the connection between chemical constitution and physiological action. Part 1. On the physiological action of the ammonium bases, derived from Strychia, Brucia, Thebaia, Codeia, Morphia and Nicotia
    • Crum-Brown, A.; Fraser, T. On the connection between chemical constitution and physiological action. Part 1. On the physiological action of the ammonium bases, derived from Strychia, Brucia, Thebaia, Codeia, Morphia and Nicotia. Trans. R. Soc. Edinburgh 1868, 25, 151-203.
    • (1868) Trans. R. Soc. Edinburgh , vol.25 , pp. 151-203
    • Crum-Brown, A.1    Fraser, T.2
  • 17
    • 0008869816 scopus 로고
    • QSAR and Strategies in the Design of Bioactive Compounds
    • In; Seydel, J.K., Ed.; VCH: Weinheem, Germany
    • Verloop, A. QSAR and Strategies in the Design of Bioactive Compounds. In Proceedings of the 5th European Symposium on QSAR; Seydel, J.K., Ed.; VCH: Weinheem, Germany, 1985; pp. 98-104.
    • (1985) Proceedings of the 5th European Symposium on QSAR , pp. 98-104
    • Verloop, A.1
  • 18
  • 19
    • 73649152457 scopus 로고
    • Allosteric proteins and cellular control systems
    • Monod, J.; Changeux, J.P; Jacob, F. Allosteric proteins and cellular control systems. J. Mol. Biol. 1963, 6, 306-329.
    • (1963) J. Mol. Biol. , vol.6 , pp. 306-329
    • Monod, J.1    Changeux, J.P.2    Jacob, F.3
  • 20
    • 0011554489 scopus 로고    scopus 로고
    • In; Devillers, J., Ed.; Taylor and Francis: New York
    • Selassie, C.D.; Klein, T.E. In Comparative QSAR; Devillers, J., Ed.; Taylor and Francis: New York, 1998; pp. 235-284.
    • (1998) Comparative QSAR , pp. 235-284
    • Selassie, C.D.1    Klein, T.E.2
  • 21
    • 84987100711 scopus 로고
    • E.; Frank, I.E. Crossvalidation, bootstrapping, and partial least squares. compared with multiple regression in conventional. QSAR studies
    • Cramer III, R.D.; Bunce, J.D.; Patterson, D. E.; Frank, I.E. Crossvalidation, bootstrapping, and partial least squares. compared with multiple regression in conventional. QSAR studies. Quant. Struct. Act. Relat. 1988, 7, 18-25.
    • (1988) Quant. Struct. Act. Relat. , vol.7 , pp. 18-25
    • Cramer III, R.D.1    Bunce, J.D.2    Patterson, D.3
  • 22
    • 47249142414 scopus 로고    scopus 로고
    • Taxane analogues against breast cancer: A quantitative structure-activity relationship study
    • Verma, R.P.; Hansch, C. Taxane analogues against breast cancer: a quantitative structure-activity relationship study. Chem. Med. Chem. 2008, 3, 642-652.
    • (2008) Chem. Med. Chem. , vol.3 , pp. 642-652
    • Verma, R.P.1    Hansch, C.2
  • 23
    • 27744590591 scopus 로고    scopus 로고
    • QSAR applicability domain estimation by projection of the training set in descriptor space: A review
    • Jaworska, J.; Nikolova-Jeliazkova, N.; Aidenberg, T. QSAR applicability domain estimation by projection of the training set in descriptor space: a review. ATLA 2005, 33, 445-459.
    • (2005) ATLA , vol.33 , pp. 445-459
    • Jaworska, J.1    Nikolova-Jeliazkova, N.2    Aidenberg, T.3
  • 29
    • 0026779905 scopus 로고
    • 3-phenyl-4-hydroxyquinoline- 2(1h)-ones: Potent and selective antagonists at the strychnine-insensitive glycine site on the n-methyl-d-aspartate receptor complex
    • McQuaid, L.A.; Smith, E.C.R.; Lodge, D.; Pralong, E.; Wikel, J.H.; Calligaro, D.O.; O'Malley, P.J. 3-phenyl-4-hydroxyquinoline- 2(1h)-ones: potent and selective antagonists at the strychnine-insensitive glycine site on the n-methyl-d-aspartate receptor complex. J. Med. Chem. 1992, 35, 3423-3425.
    • (1992) J. Med. Chem. , vol.35 , pp. 3423-3425
    • McQuaid, L.A.1    Smith, E.C.R.2    Lodge, D.3    Pralong, E.4    Wikel, J.H.5    Calligaro, D.O.6    O'Malley, P.J.7
  • 32
    • 13944275873 scopus 로고    scopus 로고
    • CoMFA, synthesis, and pharmacological evaluation of (E)-3-(2-carboxy-2-arylvinyl)-4,6-dichloro-1H-indole-2-carboxylic acids: 3-[2-(3-aminophenyl)-2-carboxyvinyl]-4,6-dichloro-1H-indole-2-carboxylic acid, a potent selective glycine-site NMDA receptor antagonist
    • Baron, B.M.; Cregge, R.J.; Farr, R.A.; Friedrich, D.; Gross, R.S.; Harrison, B.L.; Janowick, D.A.; Matthews, D.; McCloskey, T.C.; Meikrantz, S.; Nyce, P.L.; Vaz, R.; Metz, W.A. CoMFA, synthesis, and pharmacological evaluation of (E)-3-(2-carboxy-2-arylvinyl)-4,6-dichloro-1H-indole-2-carboxylic acids: 3-[2-(3-aminophenyl)-2-carboxyvinyl]-4,6-dichloro-1H-indole-2-carboxylic acid, a potent selective glycine-site NMDA receptor antagonist. J. Med. Chem. 2005, 48, 995-1018.
    • (2005) J. Med. Chem. , vol.48 , pp. 995-1018
    • Baron, B.M.1    Cregge, R.J.2    Farr, R.A.3    Friedrich, D.4    Gross, R.S.5    Harrison, B.L.6    Janowick, D.A.7    Matthews, D.8    McCloskey, T.C.9    Meikrantz, S.10    Nyce, P.L.11    Vaz, R.12    Metz, W.A.13
  • 33
    • 0141566733 scopus 로고    scopus 로고
    • Selectivity fields: Comparative molecular field analysis (CoMFA) of the Glycine/NMDA and AMPA receptors
    • Baskin, I.I.; Tikhonova, I.G.; Palyulin, V.A.; Zefirov, N.S. Selectivity fields: comparative molecular field analysis (CoMFA) of the Glycine/NMDA and AMPA receptors. J. Med. Chem. 2003, 46, 4063-4069.
    • (2003) J. Med. Chem. , vol.46 , pp. 4063-4069
    • Baskin, I.I.1    Tikhonova, I.G.2    Palyulin, V.A.3    Zefirov, N.S.4
  • 34
    • 0037464483 scopus 로고    scopus 로고
    • CoMFA and homology-based models of the glycine binding site of N-methyl-D-aspartate receptor
    • Tikhonova, I.G.; Baskin, I. I.; Palyulin, V. A; Zefirov, N. S. CoMFA and homology-based models of the glycine binding site of N-methyl-D-aspartate receptor. J. Med. Chem. 2003, 46, 1609-1616.
    • (2003) J. Med. Chem. , vol.46 , pp. 1609-1616
    • Tikhonova, I.G.1    Baskin, I.I.2    Palyulin, V.A.3    Zefirov, N.S.4
  • 36
    • 0036708521 scopus 로고    scopus 로고
    • Prediction of glycine/NMDA receptor antagonist inhibition from molecular structure
    • Patankar, S.J.; Jurs P.C. Prediction of glycine/NMDA receptor antagonist inhibition from molecular structure. J. Chem. Inf. Comput. Sci. 2002, 42, 1053-1068.
    • (2002) J. Chem. Inf. Comput. Sci. , vol.42 , pp. 1053-1068
    • Patankar, S.J.1    Jurs, P.C.2
  • 37
    • 0034708654 scopus 로고    scopus 로고
    • Probing the size of a hydrophobic binding pocket within the allosteric site of muscarinic acetylcholine M2-receptors
    • Bender, W.; Staudt, M.; Trankle, C.; Mohr, K. Probing the size of a hydrophobic binding pocket within the allosteric site of muscarinic acetylcholine M2-receptors. Life Sci. 2000, 66, 1675-1682.
    • (2000) Life Sci , vol.66 , pp. 1675-1682
    • Bender, W.1    Staudt, M.2    Trankle, C.3    Mohr, K.4
  • 38
    • 0035081649 scopus 로고    scopus 로고
    • Searching for allosteric effects via QSARS
    • Hansch, C.; Garg, R.; Kurup, A. Searching for allosteric effects via QSARS. Bioorg. Med. Chem. 2001, 9, 283-289.
    • (2001) Bioorg. Med. Chem. , vol.9 , pp. 283-289
    • Hansch, C.1    Garg, R.2    Kurup, A.3
  • 39
    • 78651189765 scopus 로고
    • On the nature of allosteric transitions: A plausible model
    • Monod, J.; Wyman, J.; Changeux, J.-P. On the nature of allosteric transitions: a plausible model. J. Mol. Biol. 1965, 12, 88-118.
    • (1965) J. Mol. Biol. , vol.12 , pp. 88-118
    • Monod, J.1    Wyman, J.2    Changeux, J.-P.3
  • 40
    • 0032215090 scopus 로고    scopus 로고
    • Allosteric Receptors after 30 Years
    • Changeux, J.P.; Edelstein, S.J. Allosteric Receptors after 30 Years. Neuron, 1998, 21, 959-980.
    • (1998) Neuron , vol.21 , pp. 959-980
    • Changeux, J.P.1    Edelstein, S.J.2
  • 41
    • 0001858251 scopus 로고
    • Application of a theory of enzyme specificity to protein synthesis
    • Koshland, D.E., Jr. Application of a theory of enzyme specificity to protein synthesis. Proc. Natl. Acad. Sci. USA 1958, 44, 98-104.
    • (1958) Proc. Natl. Acad. Sci. USA , vol.44 , pp. 98-104
    • Koshland Jr., D.E.1
  • 42
    • 0036490942 scopus 로고    scopus 로고
    • Allosteric binding sites on cell-surface receptors: Novel targets for drug discovery
    • Christopoulos, A. Allosteric binding sites on cell-surface receptors: novel targets for drug discovery. Nature Rev. Drug Dis. 2002, 1, 198-210.
    • (2002) Nature Rev. Drug Dis. , vol.1 , pp. 198-210
    • Christopoulos, A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.