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Volumn 6, Issue 3, 2015, Pages 318-323

Synthesis and evaluation of heterocyclic catechol mimics as inhibitors of catechol-o-methyltransferase (COMT)

Author keywords

catechol mimic; Catechol O methyl transferase; cognition; schizophrenia

Indexed keywords

3 HYDROXY 4 PYRIDINONE DERIVATIVE; 5 HYDROXY 4 PYRIMIDINONE DERIVATIVE; CATECHOL DERIVATIVE; CATECHOL METHYLTRANSFERASE INHIBITOR; ENTACAPONE; HETEROCYCLIC CATECHOL; MAGNESIUM; S ADENOSYLMETHIONINE; TOLCAPONE; UNCLASSIFIED DRUG;

EID: 84924679675     PISSN: None     EISSN: 19485875     Source Type: Journal    
DOI: 10.1021/ml500502d     Document Type: Article
Times cited : (34)

References (36)
  • 1
    • 22144432283 scopus 로고    scopus 로고
    • A systematic review of the prevalence of schizophrenia
    • Saha, S.; Chant, D.; Welham, J.; McGrath, J. A systematic review of the prevalence of schizophrenia PLoS Med. 2005, 2, 413-433
    • (2005) PLoS Med. , vol.2 , pp. 413-433
    • Saha, S.1    Chant, D.2    Welham, J.3    McGrath, J.4
  • 2
    • 2942648152 scopus 로고    scopus 로고
    • Schizophrenia
    • Mueser, K. T.; McGurk, S. R. Schizophrenia Lancet 2004, 363, 2063-2072
    • (2004) Lancet , vol.363 , pp. 2063-2072
    • Mueser, K.T.1    McGurk, S.R.2
  • 3
    • 79551477891 scopus 로고    scopus 로고
    • The effect of cognitive impairment on mental healthcare costs for individuals with severe psychiatric illness
    • Mackin, R. S.; Delucchi, K. L.; Bennett, R. W.; Arean, P. A. The effect of cognitive impairment on mental healthcare costs for individuals with severe psychiatric illness Am. J. Geriatr. Psychiatry 2011, 19, 176-184
    • (2011) Am. J. Geriatr. Psychiatry , vol.19 , pp. 176-184
    • Mackin, R.S.1    Delucchi, K.L.2    Bennett, R.W.3    Arean, P.A.4
  • 4
    • 79955401302 scopus 로고    scopus 로고
    • Prospects for neurodegenerative and psychiatric disorder drug discovery
    • Williams, M.; Enna, S. J. Prospects for neurodegenerative and psychiatric disorder drug discovery Expert Opin. Drug Discovery 2011, 6, 457-463
    • (2011) Expert Opin. Drug Discovery , vol.6 , pp. 457-463
    • Williams, M.1    Enna, S.J.2
  • 5
    • 65349120160 scopus 로고    scopus 로고
    • The dopamine hypothesis of schizophrenia: Version III - The final common pathway
    • Howes, O. D.; Kapur, S. The dopamine hypothesis of schizophrenia: version III-the final common pathway Schizophrenia Bull. 2009, 35, 549-562
    • (2009) Schizophrenia Bull. , vol.35 , pp. 549-562
    • Howes, O.D.1    Kapur, S.2
  • 9
    • 34548813860 scopus 로고    scopus 로고
    • Site-specific role of catechol-O-methyltransferase in dopamine overflow within prefrontal cortex and dorsal striatum
    • Yavich, L.; Forsberg, M. M.; Karayiorgou, M.; Gogos, J. A.; Mannisto, P. T. Site-specific role of catechol-O-methyltransferase in dopamine overflow within prefrontal cortex and dorsal striatum J. Neurosci. 2007, 27, 10196-10202
    • (2007) J. Neurosci. , vol.27 , pp. 10196-10202
    • Yavich, L.1    Forsberg, M.M.2    Karayiorgou, M.3    Gogos, J.A.4    Mannisto, P.T.5
  • 10
    • 34248572733 scopus 로고    scopus 로고
    • The role of selegiline in the treatment of negative symptoms associated with schizophrenia
    • Fohey, K. D.; Hieber, R.; Nelson, L. A. The role of selegiline in the treatment of negative symptoms associated with schizophrenia Ann. Pharmacother. 2007, 41, 851-856
    • (2007) Ann. Pharmacother. , vol.41 , pp. 851-856
    • Fohey, K.D.1    Hieber, R.2    Nelson, L.A.3
  • 11
    • 0035193009 scopus 로고    scopus 로고
    • Catecholamine metabolism in the brain by membrane-bound and soluble catechol-o-methyltransferase (COMT) estimated by enzyme kinetic values
    • Reenila, I.; Mannisto, P. T. Catecholamine metabolism in the brain by membrane-bound and soluble catechol-o-methyltransferase (COMT) estimated by enzyme kinetic values Med. Hypotheses 2001, 57, 628-632
    • (2001) Med. Hypotheses , vol.57 , pp. 628-632
    • Reenila, I.1    Mannisto, P.T.2
  • 12
    • 2942614921 scopus 로고    scopus 로고
    • Catechol-O-methyltransferase inhibition improves set-shifting performance and elevates stimulated dopamine release in the rat prefrontal cortex
    • Tunbridge, E. M.; Bannerman, D. M.; Sharp, T.; Harrison, P. J. Catechol-O-methyltransferase inhibition improves set-shifting performance and elevates stimulated dopamine release in the rat prefrontal cortex J. Neurosci. 2004, 24, 5331-5335
    • (2004) J. Neurosci. , vol.24 , pp. 5331-5335
    • Tunbridge, E.M.1    Bannerman, D.M.2    Sharp, T.3    Harrison, P.J.4
  • 16
    • 84923796794 scopus 로고    scopus 로고
    • Medicinal chemistry of catechol O-methyltransferase (COMT) inhibitors and their therapeutic utility
    • Kiss, L. E.; Soares-da Silva, P. Medicinal chemistry of catechol O-methyltransferase (COMT) inhibitors and their therapeutic utility J. Med. Chem. 2014, 57, 8692-8717
    • (2014) J. Med. Chem. , vol.57 , pp. 8692-8717
    • Kiss, L.E.1    Soares-Da Silva, P.2
  • 17
    • 34748819354 scopus 로고    scopus 로고
    • Catechol-O-methyltransferase and its inhibitors in Parkinsons disease
    • Bonifacio, M. J.; Palma, P. N.; Almeida, L.; Soares-Da-Silva, P. Catechol-O-methyltransferase and its inhibitors in Parkinsons disease CNS Drug Rev. 2007, 13, 352-379
    • (2007) CNS Drug Rev. , vol.13 , pp. 352-379
    • Bonifacio, M.J.1    Palma, P.N.2    Almeida, L.3    Soares-Da-Silva, P.4
  • 20
    • 2942588394 scopus 로고    scopus 로고
    • Frequency, reasons, and risk factors of entacapone discontinuation in Parkinson disease
    • Parashos, S. A.; Wielinski, C. L.; Kern, J. A. Frequency, reasons, and risk factors of entacapone discontinuation in Parkinson disease Clin. Neuropharmacol. 2004, 27, 119-123
    • (2004) Clin. Neuropharmacol. , vol.27 , pp. 119-123
    • Parashos, S.A.1    Wielinski, C.L.2    Kern, J.A.3
  • 22
    • 80053421300 scopus 로고    scopus 로고
    • Orientation and cellular distribution of membrane-bound catechol-o-methyltransferase in cortical neurons: Implications for drug development
    • Chen, J.; Song, J.; Yuan, P.; Tian, Q.; Ji, Y.; Ren-Patterson, R.; Liu, G.; Sei, Y.; Weinberger, D. R. Orientation and cellular distribution of membrane-bound catechol-o-methyltransferase in cortical neurons: implications for drug development J. Biol. Chem. 2011, 286, 34752-34760
    • (2011) J. Biol. Chem. , vol.286 , pp. 34752-34760
    • Chen, J.1    Song, J.2    Yuan, P.3    Tian, Q.4    Ji, Y.5    Ren-Patterson, R.6    Liu, G.7    Sei, Y.8    Weinberger, D.R.9
  • 23
    • 3042753797 scopus 로고    scopus 로고
    • Microplate screening assay to identify inhibitors of human catechol-O-methyltransferase
    • Kurkela, M.; Siiskonen, A.; Finel, M.; Tammela, P.; Taskinen, J.; Vuorela, P. Microplate screening assay to identify inhibitors of human catechol-O-methyltransferase Anal. Biochem. 2004, 331, 198-200
    • (2004) Anal. Biochem. , vol.331 , pp. 198-200
    • Kurkela, M.1    Siiskonen, A.2    Finel, M.3    Tammela, P.4    Taskinen, J.5    Vuorela, P.6
  • 24
    • 0015620896 scopus 로고
    • Catechol O-Methyltransferase 4. In-Vitro Inhibition by 3-hydroxy-4-pyrones, 3-hydroxy-2-pyridones, and 3-hydroxy-4-pyridones
    • Borchard, R. T. Catechol O-Methyltransferase 4. In-Vitro Inhibition by 3-hydroxy-4-pyrones, 3-hydroxy-2-pyridones, and 3-hydroxy-4-pyridones J. Med. Chem. 1973, 16, 581-583
    • (1973) J. Med. Chem. , vol.16 , pp. 581-583
    • Borchard, R.T.1
  • 25
    • 0035996571 scopus 로고    scopus 로고
    • The metabolism and toxicity of quinones, quinonimines, quinone methides, and quinone-thioethers
    • Monks, T. J.; Jones, D. C. The metabolism and toxicity of quinones, quinonimines, quinone methides, and quinone-thioethers Curr. Drug Metab. 2002, 3, 425-438
    • (2002) Curr. Drug Metab. , vol.3 , pp. 425-438
    • Monks, T.J.1    Jones, D.C.2
  • 29
    • 0036809645 scopus 로고    scopus 로고
    • New analgesic and antiinflammatory agents 4(1H)-pyridinone derivatives
    • Ozturk, G.; Erol, D. D.; Aytemir, M. D.; Uzbay, T. New analgesic and antiinflammatory agents 4(1H)-pyridinone derivatives Eur. J. Med. Chem. 2002, 37, 829-834
    • (2002) Eur. J. Med. Chem. , vol.37 , pp. 829-834
    • Ozturk, G.1    Erol, D.D.2    Aytemir, M.D.3    Uzbay, T.4
  • 31
    • 45349113049 scopus 로고
    • Synthesis of a 3-acetoxy-6-phenylpyrone and its conversion to a pyrido[1,4]benzodiazepine
    • Wustrow, D. J.; Wierenga, W. Synthesis of a 3-acetoxy-6-phenylpyrone and its conversion to a pyrido[1,4]benzodiazepine Heterocycles 1989, 29, 1721-1728
    • (1989) Heterocycles , vol.29 , pp. 1721-1728
    • Wustrow, D.J.1    Wierenga, W.2
  • 32
    • 35848931672 scopus 로고    scopus 로고
    • Biochemical and molecular modeling studies of the O-methylation of various endogenous and exogenous catechol substrates catalyzed by recombinant human soluble and membrane-bound catechol-O-methyltransferases
    • Bai, H. W.; Shim, J. Y.; Yu, J.; Zhu, B. T. Biochemical and molecular modeling studies of the O-methylation of various endogenous and exogenous catechol substrates catalyzed by recombinant human soluble and membrane-bound catechol-O-methyltransferases Chem. Res. Toxicol. 2007, 20, 1409-1425
    • (2007) Chem. Res. Toxicol. , vol.20 , pp. 1409-1425
    • Bai, H.W.1    Shim, J.Y.2    Yu, J.3    Zhu, B.T.4
  • 33
    • 0028210328 scopus 로고
    • Crystal structure of catechol O -methyltransferase
    • Vidgren, J.; Svensson, L. A.; Liljas, A. Crystal structure of catechol O -methyltransferase Nature 1994, 368, 354-358
    • (1994) Nature , vol.368 , pp. 354-358
    • Vidgren, J.1    Svensson, L.A.2    Liljas, A.3
  • 34
    • 79952191452 scopus 로고    scopus 로고
    • Boronic acids in medicinal chemistry: Anticancer, antibacterial and antiviral applications
    • Trippier, P. C.; McGuigan, C. Boronic acids in medicinal chemistry: anticancer, antibacterial and antiviral applications Med. Chem. Commun. 2010, 1, 183-198
    • (2010) Med. Chem. Commun. , vol.1 , pp. 183-198
    • Trippier, P.C.1    McGuigan, C.2
  • 35
    • 4243664295 scopus 로고
    • A survey of Hammett substituent constants and resonance and field parameters
    • Hansch, C.; Leo, A.; Taft, R. W. A survey of Hammett substituent constants and resonance and field parameters Chem. Rev. 1991, 91, 165-195
    • (1991) Chem. Rev. , vol.91 , pp. 165-195
    • Hansch, C.1    Leo, A.2    Taft, R.W.3
  • 36
    • 84924667878 scopus 로고    scopus 로고
    • Cerecor Acquires Rights to Merck COMT Inhibitors.
    • Cerecor Acquires Rights to Merck COMT Inhibitors. http://www.cerecor.com/news-publications/news-3-20-2013.php.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.