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Volumn 39, Issue 24, 1996, Pages 4756-4761

Synthesis and selective monoamine oxidase B-inhibiting properties of 1-methyl-1,2,3,6-tetrahydropyrid-4-yl carbamate derivatives: Potential prodrugs of (R)- and (S)-nordeprenyl

Author keywords

[No Author keywords available]

Indexed keywords

AMINE OXIDASE (FLAVIN CONTAINING) ISOENZYME B; CARBAMIC ACID DERIVATIVE; MONOAMINE OXIDASE INHIBITOR;

EID: 0030449506     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm960477e     Document Type: Article
Times cited : (28)

References (22)
  • 1
    • 0021276089 scopus 로고
    • Metabolism of the Neurotoxic Tertiary Amine MPTP by Brain Monoamine Oxidase
    • Chiba, K.; Trevor, A. J.; Castagnoli, N., Jr. Metabolism of the Neurotoxic Tertiary Amine MPTP by Brain Monoamine Oxidase. Biochem. Biophys. Res. Commun. 1984, 120, 574-578.
    • (1984) Biochem. Biophys. Res. Commun. , vol.120 , pp. 574-578
    • Chiba, K.1    Trevor, A.J.2    Castagnoli Jr., N.3
  • 2
    • 0021736752 scopus 로고
    • Oxidation of the Neurotoxic Amine 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), by MAO a and B and Suicide Inactivation of the Enzymes by MPTP
    • Salach, J. I.; Singer, T. P.; Castagnoli, N., Jr.; Trevor, A. Oxidation of the Neurotoxic Amine 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), by MAO A and B and Suicide Inactivation of the Enzymes by MPTP. Biochem. Biophys. Res. Commun. 1984, 125, 831-835.
    • (1984) Biochem. Biophys. Res. Commun. , vol.125 , pp. 831-835
    • Salach, J.I.1    Singer, T.P.2    Castagnoli Jr., N.3    Trevor, A.4
  • 3
    • 0026450944 scopus 로고
    • Design, Synthesis, and Biological Evaluation of Novel 4-Substituted 1-Methyl-1,2,3,6-tetrahydropyridine Analogs of MPTP
    • Zhao, Z.; Dalvie, D.; Naiman, N.; Castagnoli, K.; Castagnoli, N., Jr. Design, Synthesis, and Biological Evaluation of Novel 4-Substituted 1-Methyl-1,2,3,6-tetrahydropyridine Analogs of MPTP. J. Med. Chem. 1992, 35, 4473-4478.
    • (1992) J. Med. Chem. , vol.35 , pp. 4473-4478
    • Zhao, Z.1    Dalvie, D.2    Naiman, N.3    Castagnoli, K.4    Castagnoli Jr., N.5
  • 4
    • 0028997415 scopus 로고
    • Studies on the Monoamine Oxidase (MAO)-catalyzed Oxidation of Phenyl-substituted 1-Methyl-4-phenoxy-1,2,3,6-tetrahydropyridine Derivatives: Factors Contributing to MAO-A and MAO-B Selectivity
    • Wang, Y.-X.; Castagnoli, N., Jr. Studies on the Monoamine Oxidase (MAO)-catalyzed Oxidation of Phenyl-substituted 1-Methyl-4-phenoxy-1,2,3,6-tetrahydropyridine Derivatives: Factors Contributing to MAO-A and MAO-B Selectivity. J. Med. Chem. 1995, 38, 1904-1910.
    • (1995) J. Med. Chem. , vol.38 , pp. 1904-1910
    • Wang, Y.-X.1    Castagnoli Jr., N.2
  • 5
    • 5544257558 scopus 로고
    • See Methods in Enzymology (1985, Part A 112, pp 309-396) for a thorough review of prodrug theory and design.
    • (1985) Methods in Enzymology , Issue.112 PART A , pp. 309-396
  • 6
    • 0028278638 scopus 로고
    • The Functional Role of Monoamine Oxidases A and B in the Mammalian Central Nervous System
    • Berry, M. D.; Juorio, A. V.; Paterson, I. A. The Functional Role of Monoamine Oxidases A and B in the Mammalian Central Nervous System. Prog. Neurobiol. 1994, 42, 375-391.
    • (1994) Prog. Neurobiol. , vol.42 , pp. 375-391
    • Berry, M.D.1    Juorio, A.V.2    Paterson, I.A.3
  • 7
    • 0028452911 scopus 로고
    • The Brain-targeted Delivery of Dopamine Using a Redox-based Chemical Delivery System
    • Simpkins, J. W.; Bodor, N. The Brain-targeted Delivery of Dopamine Using a Redox-based Chemical Delivery System. Adv. Drug Delivery Rev. 1994, 14, 243-249.
    • (1994) Adv. Drug Delivery Rev. , vol.14 , pp. 243-249
    • Simpkins, J.W.1    Bodor, N.2
  • 8
    • 0028294989 scopus 로고
    • Novel 4-(Aryloxy)tetrahydropyridine Analogs of MPTP as Monoamine Oxidase A & B Substrates
    • Kalgutkar, A.; Castagnoli, K.; Hall, A.; Castagnoli, N., Jr. Novel 4-(Aryloxy)tetrahydropyridine Analogs of MPTP as Monoamine Oxidase A & B Substrates. J. Med. Chem. 1994, 37, 944-949.
    • (1994) J. Med. Chem. , vol.37 , pp. 944-949
    • Kalgutkar, A.1    Castagnoli, K.2    Hall, A.3    Castagnoli Jr., N.4
  • 9
    • 0027500750 scopus 로고
    • Treatment of Parkinson's Disease
    • Calne, D. B. Treatment of Parkinson's Disease. N. Engl. J. Med. 1993, 14, 1021-1027.
    • (1993) N. Engl. J. Med. , vol.14 , pp. 1021-1027
    • Calne, D.B.1
  • 10
    • 0025583426 scopus 로고
    • Kinetic Evaluation of MAO-B Activity Following Oral Administration of Selegiline and Desmethyl-selegiline in the Rat
    • Borbe, H. O.; Niebch, G.; Nickel, B. Kinetic Evaluation of MAO-B Activity Following Oral Administration of Selegiline and Desmethyl-selegiline in the Rat. J. Neural Transm. Suppl. 1990, 32, 131-137.
    • (1990) J. Neural Transm. Suppl. , vol.32 , pp. 131-137
    • Borbe, H.O.1    Niebch, G.2    Nickel, B.3
  • 11
    • 0029609422 scopus 로고
    • Selegiline in Parkinson's Disease - No neuroprotective effect: Increased Mortality
    • Calne, D. B. Selegiline in Parkinson's Disease - No neuroprotective effect: Increased Mortality. Br. Med. J. 1995, 311, 1583-1584.
    • (1995) Br. Med. J. , vol.311 , pp. 1583-1584
    • Calne, D.B.1
  • 12
    • 84988073705 scopus 로고
    • Synthesis of Suicide Inhibitors of Monoamine Oxidase: Carbon-11 Labeled Clorgyline, L-Deprenyl and D-Deprenyl
    • MacGregor, K. R.; Fowler, J. S.; Wolf, A. F. Synthesis of Suicide Inhibitors of Monoamine Oxidase: Carbon-11 Labeled Clorgyline, L-Deprenyl and D-Deprenyl. J. Labelled Compd. Radiopharm. 1988, 25, 1-9.
    • (1988) J. Labelled Compd. Radiopharm. , vol.25 , pp. 1-9
    • MacGregor, K.R.1    Fowler, J.S.2    Wolf, A.F.3
  • 13
    • 0014962720 scopus 로고
    • The Metabolism of Rat Brain Mitochondria. Preparation and Characterization
    • Clark, J. B.; Nicklas, W. J. The Metabolism of Rat Brain Mitochondria. Preparation and Characterization. J. Biol. Chem. 1970, 245, 4724-4731.
    • (1970) J. Biol. Chem. , vol.245 , pp. 4724-4731
    • Clark, J.B.1    Nicklas, W.J.2
  • 15
    • 0026655680 scopus 로고
    • Aliphatic Propargylamines: Potent, Selective, Irreversible Monoamine Oxidase B Inhibitors
    • Yu, P. H.; Davis, B. A.; Boulton, A. A. Aliphatic Propargylamines: Potent, Selective, Irreversible Monoamine Oxidase B Inhibitors. J. Med. Chem. 1992, 20, 3705-3713.
    • (1992) J. Med. Chem. , vol.20 , pp. 3705-3713
    • Yu, P.H.1    Davis, B.A.2    Boulton, A.A.3
  • 18
    • 0001354778 scopus 로고
    • Monoamine Oxidase
    • Boulton, A. A., Baker, G. B., Yu, P. H., Eds.; Humana Press: Clifton, NJ
    • Yu, P. H. Monoamine Oxidase. In Neuromethods 5; Neurotransmitter Enzymes; Boulton, A. A., Baker, G. B., Yu, P. H., Eds.; Humana Press: Clifton, NJ, 1986; pp 235-272.
    • (1986) Neuromethods 5; Neurotransmitter Enzymes , pp. 235-272
    • Yu, P.H.1
  • 19
    • 0024463565 scopus 로고
    • Oxidation of Analogs of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine by Monoamine Oxidases A and B and the Inhibition of Monoamine Oxidases by the Oxidation Products
    • Youngster, S. K.; McKeown, K. A.; Jin, Y. Z.; Ramsay, R. R.; Heikkila, R. E.; Singer, T. P. Oxidation of Analogs of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine by Monoamine Oxidases A and B and the Inhibition of Monoamine Oxidases by the Oxidation Products. J. Neurochem. 1989, 53, 1837-1842.
    • (1989) J. Neurochem. , vol.53 , pp. 1837-1842
    • Youngster, S.K.1    McKeown, K.A.2    Jin, Y.Z.3    Ramsay, R.R.4    Heikkila, R.E.5    Singer, T.P.6
  • 20
    • 0018065974 scopus 로고
    • Preparation of Monoamine Oxidase from Beef Liver Mitochondria
    • Salach, J. I. Preparation of Monoamine Oxidase from Beef Liver Mitochondria. Methods Enzymol. 1978, 53, 495-459.
    • (1978) Methods Enzymol. , vol.53 , pp. 495-1459
    • Salach, J.I.1
  • 21
    • 0029001364 scopus 로고
    • Probing the Mechanism of Bioactivation of MPTP Type Analogs by Monoamine Oxidase B: Structure-Activity Studies on Substituted 4-Phenoxy-, 4-Phenyl-, and 4-Thiophenoxy-1-cyclopropyl-1,2,3,6-tetrahydropyridines
    • Rimoldi, J. M.; Wang, Y.-X.; Nimkar, S. K.; Kuttab, S. H.; Anderson, A. H.; Burch, H.; Castagnoli, N., Jr. Probing the Mechanism of Bioactivation of MPTP Type Analogs by Monoamine Oxidase B: Structure-Activity Studies on Substituted 4-Phenoxy-, 4-Phenyl-, and 4-Thiophenoxy-1-cyclopropyl-1,2,3,6-tetrahydropyridines. Chem. Res. Toxicol. 1995, 8, 703-710.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 703-710
    • Rimoldi, J.M.1    Wang, Y.-X.2    Nimkar, S.K.3    Kuttab, S.H.4    Anderson, A.H.5    Burch, H.6    Castagnoli Jr., N.7
  • 22
    • 0017184389 scopus 로고
    • A Rapid and Sensitive Method for the Quantitation of Microgram Quantities of Protein Utilizing the Principle of Protein-dye Binding
    • Bradford, M. M. A Rapid and Sensitive Method for the Quantitation of Microgram Quantities of Protein Utilizing the Principle of Protein-dye Binding. Anal. Biochem. 1976, 72, 247-254.
    • (1976) Anal. Biochem. , vol.72 , pp. 247-254
    • Bradford, M.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.