메뉴 건너뛰기




Volumn 42, Issue 14, 1999, Pages 2716-2720

(2R,1'S,2'R,3'S)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine (PCCG-13), the first potent and selective competitive antagonist of phospholipase D- coupled metabotropic glutamate receptors: Asymmetric synthesis and preliminary biological properties

Author keywords

[No Author keywords available]

Indexed keywords

2 (2 CARBOXY 3 PHENYLCYCLOPROPYL)GLYCINE; 2 (2' CARBOXY 3' PHENYLCYCLOPROPYL)GLYCINE; GLUTAMATE RECEPTOR ANTAGONIST; METABOTROPIC RECEPTOR; PHOSPHATIDYLETHANOLAMINE; PHOSPHOLIPASE C; PHOSPHOLIPASE D; UNCLASSIFIED DRUG;

EID: 0033566221     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm990128v     Document Type: Article
Times cited : (33)

References (19)
  • 1
    • 0030995878 scopus 로고    scopus 로고
    • Pharmacology and functions of metabotropic glutamate receptors
    • Conn, P. J.; Pin, J.-P. Pharmacology and functions of metabotropic glutamate receptors. Annu. Rev. Pharmacol. Toxicol. 1997, 37, 205-237.
    • (1997) Annu. Rev. Pharmacol. Toxicol. , vol.37 , pp. 205-237
    • Conn, P.J.1    Pin, J.-P.2
  • 2
    • 0026539743 scopus 로고
    • Metabotropic excitatory amino acid receptor activation stimulates phospholipase D in hippocampal slices
    • Boss, V. K.; Conn, P. J. Metabotropic excitatory amino acid receptor activation stimulates phospholipase D in hippocampal slices. J. Neurochem. 1992, 59, 2340-2343.
    • (1992) J. Neurochem. , vol.59 , pp. 2340-2343
    • Boss, V.K.1    Conn, P.J.2
  • 3
    • 0027359582 scopus 로고
    • Glutamate activates phospholipase D in hippocampal slices of newborn and adult rats
    • Holler, T. E.; Cappel, E.; Klein, J.; Löffelholz, K. Glutamate activates phospholipase D in hippocampal slices of newborn and adult rats. J. Neurochem. 1993, 61, 1569-1572.
    • (1993) J. Neurochem. , vol.61 , pp. 1569-1572
    • Holler, T.E.1    Cappel, E.2    Klein, J.3    Löffelholz, K.4
  • 4
    • 0028082161 scopus 로고
    • Protein Kinase C: A question of specificity
    • Dekker, L. V.; Parker, P. J. Protein Kinase C: a question of specificity. Trends Biochem. Sci. 1994, 19, 73-77.
    • (1994) Trends Biochem. Sci. , vol.19 , pp. 73-77
    • Dekker, L.V.1    Parker, P.J.2
  • 5
    • 0030902426 scopus 로고    scopus 로고
    • Ontogenetic and pharmacological studies on metabotropic glutamate receptors coupled to phospholipase D activation
    • Klein, J.; Iovino, M.; Vakil, M.; Shinozaki, H.; Löffelholz, K. Ontogenetic and pharmacological studies on metabotropic glutamate receptors coupled to phospholipase D activation. Neuropharmacology 1997, 36, 305-311.
    • (1997) Neuropharmacology , vol.36 , pp. 305-311
    • Klein, J.1    Iovino, M.2    Vakil, M.3    Shinozaki, H.4    Löffelholz, K.5
  • 6
    • 0031906593 scopus 로고    scopus 로고
    • Glutamatergic activation of hippocampal phospholipase D: Postnatal fading and receptor desensitization
    • Klein, J.; Vakil, M.; Bergman, F.; Holler, T.; Iovino, M.; Löffelholz, K. Glutamatergic activation of hippocampal phospholipase D: postnatal fading and receptor desensitization. J. Neurochem. 1998, 70, 1679-1685.
    • (1998) J. Neurochem. , vol.70 , pp. 1679-1685
    • Klein, J.1    Vakil, M.2    Bergman, F.3    Holler, T.4    Iovino, M.5    Löffelholz, K.6
  • 7
    • 0028319266 scopus 로고
    • L-cysteine sulfinic acid as an endogenous agonist of a novel metabotropic receptor coupled to phospholipase D activity
    • Boss, V. K.; Nutt, M.; Conn, P. J. L-cysteine sulfinic acid as an endogenous agonist of a novel metabotropic receptor coupled to phospholipase D activity. Mol. Pharmacol. 1994, 45, 1177-1182.
    • (1994) Mol. Pharmacol. , vol.45 , pp. 1177-1182
    • Boss, V.K.1    Nutt, M.2    Conn, P.J.3
  • 8
    • 0029779307 scopus 로고    scopus 로고
    • Pharmacological characterization of metabotropic glutamate receptors coupled to phospholipase D in the rat hippocampus
    • Pellegrini-Giampietro, D. E.; Albani Torregrossa, S.; Moroni, F. Pharmacological characterization of metabotropic glutamate receptors coupled to phospholipase D in the rat hippocampus. Br. J. Pharmacol. 1996, 118, 1035-1043.
    • (1996) Br. J. Pharmacol. , vol.118 , pp. 1035-1043
    • Pellegrini-Giampietro, D.E.1    Albani Torregrossa, S.2    Moroni, F.3
  • 9
    • 0032923165 scopus 로고    scopus 로고
    • Antagonist pharmacology of metabotropic glutamate receptors coupled to phospholipase D activation in adult rat hippocampus: Focus on (2R,1'S, 2'R,3'S)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine versus 2,3-dihydroxyphenylglycine
    • Albani Torregrossa, S.; Attucci, S.; Marinozzi, M.; Pellicciari, R.; Moroni, F.; Pellegrini-Giampietro, D. E. Antagonist pharmacology of metabotropic glutamate receptors coupled to phospholipase D activation in adult rat hippocampus: focus on (2R,1'S, 2'R,3'S)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine versus 2,3-dihydroxyphenylglycine. Mol. Pharmacol. 1999, 55, 699-707.
    • (1999) Mol. Pharmacol. , vol.55 , pp. 699-707
    • Albani Torregrossa, S.1    Attucci, S.2    Marinozzi, M.3    Pellicciari, R.4    Moroni, F.5    Pellegrini-Giampietro, D.E.6
  • 11
    • 0027934857 scopus 로고
    • 3,5-Dihydroxyphenylglycine is a highly selective agonist for phosphoinositide-linked metabotropic glutamate receptors in the rat hippocampus
    • Schoepp, D. D.; Goldsworthy, J.; Johnson, B. J.; Salhoff, C. R.; Baker, S. R. 3,5-Dihydroxyphenylglycine is a highly selective agonist for phosphoinositide-linked metabotropic glutamate receptors in the rat hippocampus. J. Neurochem. 1994, 63, 769-772.
    • (1994) J. Neurochem. , vol.63 , pp. 769-772
    • Schoepp, D.D.1    Goldsworthy, J.2    Johnson, B.J.3    Salhoff, C.R.4    Baker, S.R.5
  • 12
    • 0029956082 scopus 로고    scopus 로고
    • Synthesis and pharmacological characterization of all sixteen stereoisomers of 2-(2'-carboxy-3'-phenylcyclopropyl)glycine. Focus on (2S,1'S,2'S,-3'R)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine, a novel and selective group II metabotropic glutamate receptor antagonist
    • Pellicciari, R.; Marinozzi, M.; Natalini, B.; Costantino, G.; Luneia, R.; Giorgi, G.; Moroni, F.; Thomsen, C. Synthesis and pharmacological characterization of all sixteen stereoisomers of 2-(2'-carboxy-3'-phenylcyclopropyl)glycine. Focus on (2S,1'S,2'S,-3'R)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine, a novel and selective group II metabotropic glutamate receptor antagonist. J. Med. Chem. 1996, 39, 2259-2269.
    • (1996) J. Med. Chem. , vol.39 , pp. 2259-2269
    • Pellicciari, R.1    Marinozzi, M.2    Natalini, B.3    Costantino, G.4    Luneia, R.5    Giorgi, G.6    Moroni, F.7    Thomsen, C.8
  • 13
    • 0030591706 scopus 로고    scopus 로고
    • Asymmetric synthesis of enantiomerically Pure (2S,1'S,2'S,3'R)-phenylcarboxycyclopropylglycine (PCCG-4): A potent and selective ligand at Group II metabotropic glutamate receptors
    • Marinozzi, M.; Natalini, B.; Costantino, G.; Tijskens, P.; Thornsen, C.; Pellicciari, R. Asymmetric synthesis of enantiomerically Pure (2S,1'S,2'S,3'R)-phenylcarboxycyclopropylglycine (PCCG-4): A potent and selective ligand at Group II metabotropic glutamate receptors. Bioorg. Med. Chem. Lett. 1996, 6, 2243-2247.
    • (1996) Bioorg. Med. Chem. Lett. , vol.6 , pp. 2243-2247
    • Marinozzi, M.1    Natalini, B.2    Costantino, G.3    Tijskens, P.4    Thornsen, C.5    Pellicciari, R.6
  • 14
    • 0024230497 scopus 로고
    • Phospholipase D catalyzes phospholipid metabolism in chemotactic peptidestimulated HL-60 granulocytes
    • Pai, J.-K.; Siegel, M. I.; Egan, R. W.; Billah, M. M. Phospholipase D catalyzes phospholipid metabolism in chemotactic peptidestimulated HL-60 granulocytes. J. Biol. Chem. 1988, 263, 12472-12477.
    • (1988) J. Biol. Chem. , vol.263 , pp. 12472-12477
    • Pai, J.-K.1    Siegel, M.I.2    Egan, R.W.3    Billah, M.M.4
  • 15
    • 0026759568 scopus 로고
    • 1-Adrenergic receptor-mediated activation of phospholipase D in rat cerebral cortex
    • 1-Adrenergic receptor-mediated activation of phospholipase D in rat cerebral cortex. J. Biol. Chem. 1992, 267, 3679-3685.
    • (1992) J. Biol. Chem. , vol.267 , pp. 3679-3685
    • Llahi, S.1    Fain, J.N.2
  • 16
    • 0000657078 scopus 로고
    • Stereocontrolled addition to a penaldic acid equivalent: An asymmetric synthesis of threo-β-hydroxy-L-glutamic acid
    • Garner, P. Stereocontrolled addition to a penaldic acid equivalent: an asymmetric synthesis of threo-β-hydroxy-L-glutamic acid. Terahedron Lett. 1984, 25, 5855-5858.
    • (1984) Terahedron Lett. , vol.25 , pp. 5855-5858
    • Garner, P.1
  • 17
    • 0003161893 scopus 로고
    • 1,1-Dimethylethyl-(S)- or -(R)-4-formil-2,2-dimethyl-3-oxazolidine carboxylate: A useful serinal derivative
    • Garner, P.; Park, J. M. 1,1-Dimethylethyl-(S)- or -(R)-4-formil-2,2-dimethyl-3-oxazolidine carboxylate: a useful serinal derivative. Org. Synth. 1991, 70, 18-26.
    • (1991) Org. Synth. , vol.70 , pp. 18-26
    • Garner, P.1    Park, J.M.2
  • 18
    • 0025023564 scopus 로고
    • D-3,4-"Cyclopropylglutamate" isomers as NMDA receptor ligands: Synthesis and enantioselective activity
    • Pellicciari, R.; Natalini, B.; Marinozzi, M.; Monahan, J. B.; Snyder, J. P. D-3,4-"Cyclopropylglutamate" isomers as NMDA receptor ligands: synthesis and enantioselective activity. Tetrahedron Lett. 1990, 31, 139-142.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 139-142
    • Pellicciari, R.1    Natalini, B.2    Marinozzi, M.3    Monahan, J.B.4    Snyder, J.P.5
  • 19
    • 0010640653 scopus 로고
    • α-Methoxy-α-trifluoromethylphenylacetic acid, a versatile reagent for the determination of enentiomeric composition of alcohols and amines
    • Dale, J. A.; Dull, D. L.; Mosher, H. S. α-Methoxy-α-trifluoromethylphenylacetic acid, a versatile reagent for the determination of enentiomeric composition of alcohols and amines. J. Org. Chem. 1969, 34, 2543-2549.
    • (1969) J. Org. Chem. , vol.34 , pp. 2543-2549
    • Dale, J.A.1    Dull, D.L.2    Mosher, H.S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.