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Volumn 6, Issue 1, 2009, Pages 29-32

Identification of GCP II inhibitors based on 4-arylmethyl-3-(4- carboxyphenyl)-5-hydroxyisoxazole scaffold

Author keywords

5 hydroxyisoxazole; Glutamate; Glutamate carboxypeptidase II; Lipophilicity; Synthesis

Indexed keywords

ENZYME INHIBITOR; GLUTAMATE CARBOXYPEPTIDASE II; ISOXAZOLE DERIVATIVE; N ACETYLASPARTYLGLUTAMIC ACID;

EID: 61849129674     PISSN: 15701808     EISSN: None     Source Type: Journal    
DOI: 10.2174/157018009787158544     Document Type: Article
Times cited : (1)

References (21)
  • 1
    • 0034934693 scopus 로고    scopus 로고
    • Design of NAALADase Inhibitors: A Novel Neuroprotective Strategy
    • Jackson, P.F.; Slusher, B.S. Design of NAALADase Inhibitors: A Novel Neuroprotective Strategy. Curr. Med. Chem., 2001, 8(8), 949-57.
    • (2001) Curr. Med. Chem , vol.8 , Issue.8 , pp. 949-957
    • Jackson, P.F.1    Slusher, B.S.2
  • 2
    • 23944474406 scopus 로고    scopus 로고
    • The Neurotransmitter N-Aspartyglutamate in the Models of Pain, ALS, Diabetic Neuropathy, CNS injury and Schizophrenia
    • Neale, J.H.; Olszewski, R.T.; Gehl, L..M.; Wroblewska, B.; Bzdega, T. The Neurotransmitter N-Aspartyglutamate in the Models of Pain, ALS, Diabetic Neuropathy, CNS injury and Schizophrenia. Trends in Pharm. Sci., 2005, 26(9), 477-84.
    • (2005) Trends in Pharm. Sci , vol.26 , Issue.9 , pp. 477-484
    • Neale, J.H.1    Olszewski, R.T.2    Gehl, L.M.3    Wroblewska, B.4    Bzdega, T.5
  • 3
    • 33644700192 scopus 로고    scopus 로고
    • NAAG peptidase inhibitors and their potential for diagnosis and therapy
    • Zhou, J.; Neale, J.H.; Pomper, M.G.; Kozikowski, A.P. NAAG peptidase inhibitors and their potential for diagnosis and therapy. Nat. Rev. Drug Discov., 2005, 4(12), 1015-26.
    • (2005) Nat. Rev. Drug Discov , vol.4 , Issue.12 , pp. 1015-1026
    • Zhou, J.1    Neale, J.H.2    Pomper, M.G.3    Kozikowski, A.P.4
  • 5
    • 0023232412 scopus 로고
    • Hydrolysis of the brain dipeptide N-acetyl-L-aspartyl-L-glutamate. Identification and characterization of a novel N-acetylated alpha-linked acidic dipeptidase activity from rat brain
    • Robinson, M.B.; Blakely, R.D.; Couto, R.; Coyle, J. T. Hydrolysis of the brain dipeptide N-acetyl-L-aspartyl-L-glutamate. Identification and characterization of a novel N-acetylated alpha-linked acidic dipeptidase activity from rat brain. J. Biol. Chem., 1987, 262(30), 14498-06.
    • (1987) J. Biol. Chem , vol.262 , Issue.30 , pp. 14498-14506
    • Robinson, M.B.1    Blakely, R.D.2    Couto, R.3    Coyle, J.T.4
  • 8
    • 0035955418 scopus 로고    scopus 로고
    • Neuroprotection mediated by glutamate carboxypeptidase II (NAALADase) inhibition requires TGF-β
    • Thomas, A.G.; Liu, W.; Olkowski, J.L.; Tang, Z.; Lin, Q.; Lu, X.-C. M.; Slusher, B.S. Neuroprotection mediated by glutamate carboxypeptidase II (NAALADase) inhibition requires TGF-β. Eur. J. Pharmacol., 2001, 430(1), 33-40.
    • (2001) Eur. J. Pharmacol , vol.430 , Issue.1 , pp. 33-40
    • Thomas, A.G.1    Liu, W.2    Olkowski, J.L.3    Tang, Z.4    Lin, Q.5    Lu, X.-C.M.6    Slusher, B.S.7
  • 9
    • 0030053446 scopus 로고    scopus 로고
    • Synthesis, and Biological Activity of a Potent Inhibitor of the Neuropeptidase N-Acetylated α-Linked Acidic Dipeptidase
    • Jackson, P.F.; Cole, D.C.; Slusher, B.S.; Stetz, S.L.; Ross, L.E.; Donzanti, B.A.; Trainor, D.A. Design, Synthesis, and Biological Activity of a Potent Inhibitor of the Neuropeptidase N-Acetylated α-Linked Acidic Dipeptidase. J. Med. Chem., 1996, 39(2), 619-22.
    • (1996) J. Med. Chem , vol.39 , Issue.2 , pp. 619-622
    • Jackson, P.F.1    Cole, D.C.2    Slusher, B.S.3    Stetz, S.L.4    Ross, L.E.5    Donzanti, B.A.6    Trainor7    Design, D.A.8
  • 10
    • 0034624744 scopus 로고    scopus 로고
    • Dual Function Glutamate-Related Ligands: Discovery of a Novel, Potent Inhibitor of Glutamate Carboxypeptidase II Possessing mGluR3 Agonist Activity
    • Nan, F.; Bzdega, T.; Pshenichkin, S.; Wroblewski, J.T.; Wroblewska, B.; Neale, J.H.; Kozikowski, A.P. Dual Function Glutamate-Related Ligands: Discovery of a Novel, Potent Inhibitor of Glutamate Carboxypeptidase II Possessing mGluR3 Agonist Activity. J. Med. Chem., 2000, 43(5), 772-74.
    • (2000) J. Med. Chem , vol.43 , Issue.5 , pp. 772-774
    • Nan, F.1    Bzdega, T.2    Pshenichkin, S.3    Wroblewski, J.T.4    Wroblewska, B.5    Neale, J.H.6    Kozikowski, A.P.7
  • 17
    • 33750824279 scopus 로고    scopus 로고
    • Recently in vivo microdialysis experiments have showed that compound 1 (PMPA) reaches very high brain extracelular fluid concentration probably via active transport through BBB: Nagel, J.; Belozertseva, I.; Greco, S.; Kashkin, V.; Malyshkin, A.; Jirgensons, A.; Shekunova, E.; Eilbacher, B.; Bespalov, A.; Danysz, W. Effects of NAAG peptidase inhibitor 2-PMPA in model chronic pain - relation to brain concentration. Neuropharmacology, 2006, 51(7-8), 1163-71.
    • Recently in vivo microdialysis experiments have showed that compound 1 (PMPA) reaches very high brain extracelular fluid concentration probably via active transport through BBB: Nagel, J.; Belozertseva, I.; Greco, S.; Kashkin, V.; Malyshkin, A.; Jirgensons, A.; Shekunova, E.; Eilbacher, B.; Bespalov, A.; Danysz, W. Effects of NAAG peptidase inhibitor 2-PMPA in model chronic pain - relation to brain concentration. Neuropharmacology, 2006, 51(7-8), 1163-71.
  • 18
    • 61849127077 scopus 로고    scopus 로고
    • The GCP II inhibitory activity of compounds 5-7 was quantified by assessing the rate of hydrolysis of [3H]-NAAG (NEN Life Science Products) as previously described.5,9 Briefly, the total reaction of 500 μl contained rat forebrain membrane protein 20-40 μg; Tris-HCl 50 mM containing 1 mM ZnCl2, pH 7.4; 4 nM, 3H]-NAAG; inhibitor 10 μM (for IC50 7 point DRC, 37° C; 40-45 min. The reactions were terminated by adding ice cold phosphate buffer (100 mM, pH 7.4, Nonspesific/background activity was determined in the presence of 10 μM 2-PMPA, 3H]-Glutamate was separated from residual [3H]-NAAG on the Dowex AG 1-X8 anion exchange resin. After that the scintillation cocktail OptiPhase Supermix (Perkin Elmer) was added to the respective fractions and the elute radioactivity was determined by scintillation spectrometry [1, 9
    • 3H]-NAAG on the Dowex AG 1-X8 anion exchange resin. After that the scintillation cocktail OptiPhase "Supermix" (Perkin Elmer) was added to the respective fractions and the elute radioactivity was determined by scintillation spectrometry [1, 9].
  • 19
    • 0002572565 scopus 로고    scopus 로고
    • Beccalli, E.M.; Benincori, T.; Marchesini, A. 3,4-Disubstituted lsoxazolin-5-ones by Sodium Borohydride Reduction of 4-Arylmethylene- and 4-Alkylideneisoxazol-5(4H)-ones. Synthesis, 1988, 11, 886-88.
    • Beccalli, E.M.; Benincori, T.; Marchesini, A. 3,4-Disubstituted lsoxazolin-5-ones by Sodium Borohydride Reduction of 4-Arylmethylene- and 4-Alkylideneisoxazol-5(4H)-ones. Synthesis, 1988, 11, 886-88.
  • 20
    • 7744243992 scopus 로고    scopus 로고
    • Patani, G.A.; LaVoie, E.J. Bioisosterism: A Rational Approach in Drug Design. Chem. Rev., 1996, 96, 3147-76.
    • Patani, G.A.; LaVoie, E.J. Bioisosterism: A Rational Approach in Drug Design. Chem. Rev., 1996, 96, 3147-76.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.