Crónicas de autores

Pedro Nuno Palma *

Autor invitado por SIIC


FACTORES QUE CONTROLAM A INACTIVAÇÃO METABOLICA DE INIBIDORES DA COMT, POR O-METILAÇÃO

Exploramos os efeitos de alterações estruturais em inibidores da COMT, sobre a sua interacção molecular com o centro catalítico da enzima e sobre a regioselectividade da reacção de O-metilação dos mesmos. É apresentada e discutida a estrutura cristalográfica do complexo entre a COMT e um desses inibidores.

*Pedro Nuno Palma
describe para SIIC los aspectos relevantes de su trabajo
COMPARATIVE STUDY OF ORTHO- AND META-NITRATED INHIBITORS OF CATECHOL-O-METHYLTRANSFERASE: INTERACTIONS WITH THE ACTIVE SITE AND REGIOSELECTIVITY OF O-METHYLATION
Molecular Pharmacology,
70(1):143-153 Jul, 2006

Esta revista, clasificada por SIIC Data Bases, integra el acervo bibliográfico
de la Biblioteca Biomédica (BB) SIIC.

Institución principal de la investigación
*BIAL, S. Mamede do Coronado, Trofa, Portugal
Imprimir nota
Referencias bibliográficas
1. Bonifácio MJ, Archer M, Rodrigues ML, Matias PM, Learmonth DA, Carrondo MA, Soares Da Silva P. Kinetics and crystal structure of catechol-O-methyltransferase complex with co-substrate and a novel inhibitor with potential therapeutic application. Molecular Pharmacology 2002; 62:795-805.
2. Bonifacio MJ, Vieira Coelho MA, Soares Da Silva P. Kinetic inhibitory profile of BIA 3-202, a novel fast tight-binding, reversible and competitive catechol-O-methyltransferase inhibitor. European Journal of Pharmacology 2003; 460:163-70.
3. Bonifati V, Meco G. New, selective catechol-O-methyltransferase inhibitors as therapeutic agents in Parkinson's disease. Pharmacology & Therapeutics 1999; 81:1-36.
4. Fukui K, Yonezawa T, Nagata C. Theory of substitution in conjugated molecules. Bulletin of the Chemical Society of Japan 1954; 27:423-427.
5. Jones G, Willett P, Glen RC. A genetic algorithm for flexible molecular overlay and pharmacophore elucidation. Journal of Computer-Aided Molecular Design 1995; 9:532-49.
6. Jones G, Willett P, Glen RC, Leach AR, Taylor R. Development and validation of a genetic algorithm for flexible docking. Journal of Molecular Biology 1997; 267:727-48.
7. Kellogg GE, Joshi GS, Abraham DJ. New tools for modeling and understanding hydrophobicity and hydrophobic interactions. Medicinal Chemistry Reviews 1992; 1:444-453.
8. Kuhn B, Kollman PA. QM-FE and molecular dynamics calculations on catechol-O-methyltransferase: Free energy of activation in the enzyme and in aqueous solution and regioselectivity of the enzyme-catalyzed reaction. Journal of the American Chemical Society 2000; 122:2586-2596.
9. Lau EY, Bruice TC. Importance of correlated motions in forming highly reactive near attack conformations in catechol-O-methyltransferase. Journal of the American Chemical Society 1998; 120:12387-12394.
10. Learmonth DA, Bonifacio MJ, Soares Da Silva P. Synthesis and biological evaluation of a novel series of "Ortho-Nitrated" inhibitors of catechol-O-methyltransferase. Journal of Medicinal Chemistry 2005; 48, 8070-8.
11. Learmonth DA, Palma PN, Vieira Coelho MA, Soares da Silva P. Synthesis, biological evaluation, and molecular modeling studies of a novel, peripherally selective inhibitor of catechol-O-methyltransferase. Journal of Medicinal Chemistry 2004; 47:6207-17.
12. Learmonth DA, Vieira Coelho MA, Benes J, Alves PC, Borges N, Freitas AP, Soares da Silva P. Synthesis of 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenyl-ethanone and derivatives as potent and long-acting peripheral inhibitors of catechol-O-methyltransferase. Journal of Medicinal Chemistry 2002; 45, 685-95.
13. Lotta T, Vidgren J, Tilgmann C, Ulmanen I, Melen K, Julkunen I, Taskinen J. Kinetics of human soluble and membrane-bound catechol-O-methyltransferase: a revised mechanism and description of the thermolabile variant of the enzyme. Biochemistry 1995; 34:4202-10.
14. Männistö PT, Kaakkola S. New selective COMT inhibitors: useful adjuncts for Parkinson's disease? Trends in Pharmacological Sciences 1989; 10:54-6.
15. Männistö PT, Kaakkola S. Rationale for selective COMT inhibitors as adjuncts in the drug treatment of Parkinson's disease. Pharmacology & Toxicology 1990; 66:317-23.
16. Palma PN, Bonifacio MJ, Loureiro AI, Wright LC, Learmonth DA, Soares Da Silva P. Molecular modeling and metabolic studies of the interaction of catechol-O-methyltransferase and a new nitrocatechol inhibitor. Drug Metabolism and Disposition 2003; 31:250-8.
17. Rodrigues ML, Bonifacio MJ, Soares da Silva P, Carrondo MA, Archer M. Crystallisation and preliminary X-ray diffraction studies of a catechol-O-methyltransferase/inhibitor complex. Acta Crystallographica Section D: Biological Crystallography 2005; F61:118-120.
18. Vidgren J, Svensson LA, Liljas A. Crystal structure of catechol-O-methyltransferase. Nature 1994; 368:354-8.
19. Zheng YJ, Bruice TC. A Theoretical examination of the factors controlling the catalytic efficiency of a transmethylation enzyme - Catechol-O-methyltransferase. Journal of the American Chemical Society 1997; 119:8137-8145.
Otros artículos de Pedro Nuno Palma

Palma PN, Rodrigues ML, Archer M, Bonifácio MJ, Loureiro AI, Learmonth DA, Carrondo MA, Soares da Silva P. Comparative study of ortho- and meta-nitrated inhibitors of catechol-O-methyltransferase: Interactions with the active site and regioselectivity of O-methylation. Mol Pharmacol 2006; 70(1):143-153.
Palma PN, Bonifácio MJ, Loureiro AI, Wright IC, Learmonth DA, Soares da Silva P. Molecular modeling and metabolic studies of the interaction of catechol-o-methyltransferase and a new nitrocatechol inhibitor. Drug Metabolism and Disposition 2003; 31(3):250-258.
Learmonth DA, Palma PN, Vieira Coelho MA, Soares da Silva P. Synthesis, biological evaluation and molecular modeling studies of a novel, peripherally-selective inhibitor of catechol-O-methyltransferase. J Med Chem 2004; 47(25):6207-6217.
Palma PN, Krippahl L, Wampler JE, Moura JJ. BiGGER: a new (soft) docking algorithm for predicting protein interactions. Proteins: Structure, Function and Genetics 2000; 39:372-84.
Krippahl L, Moura JJ, Palma PN. Modeling protein complexes with BiGGER. Proteins 2003; 52:19-23.
Palma PN, Lagoutte B, Krippahl L, Moura JJ, Guerlesquin F. Synechocystis ferredoxin/ferredoxin-NADP(+)-reductase/NADP+ complex: Structural model obtained by NMR-restrained docking. FEBS 2005; Lett 579, 4585-90.
Morelli XJ, Palma PN, Guerlesquin F, Rigby AC. A novel approach for assessing macromolecular complexes combining soft docking calculations with NMR data. Protein Science 2001; 10:2131-37.
Morelli X, Dolla A, Czjzek M, Palma PN, Blasco F, Krippahl L, Moura JJ, Guerlesquin F. Heteronuclear NMR and soft docking: an experimental approach for a structural model of the cytochrome c553 / ferredoxin complex. Biochemistry 2000; 39(10):2530-2537.
Domingos A, Grancho AP, Iley J, Moreira R, Neres J, Palma PN, Santana AB, Valente E. Design, synthesis and stability of N-acyloxymethyl- and N-aminocarbonyloxymethyl-2-azetidinones as human leukocyte elastase inhibitors. Bioorg Med Chem Lett 2001; 11:1065-68.
Palma PN, Moura I, LeGall J, Van Beeumen J, Wampler JE, Moura JJ. Evidence for a ternary complex formed between flavodoxin and cytochrome c3: 1H-NMR and molecular modeling studies. Biochemistry 1994; 33: 6394-407.

Para comunicarse con Pedro Nuno Palma mencionar a SIIC como referencia:
nuno.palma@bial.com

Autor invitado
3 de agosto, 2006
Descripción aprobada
16 de marzo, 2007
Reedición siicsalud
7 de junio, 2021

Acerca del trabajo completo
FACTORES QUE CONTROLAM A INACTIVAÇÃO METABOLICA DE INIBIDORES DA COMT, POR O-METILAÇÃO

Título original en castellano
ESTUDO COMPARATIVO DE INIBIDORES ORTO- E META-NITRADOS DA CATECOL-O-METHYLTRANSFERASE: INTERACÇÕES COM O CENTRO ACTIVO E REGIOSELECTIVIDADE DE O-METILAÇÃO

Autor
Pedro Nuno Palma1, Maria Luísa Rodrigues2, Maria João Bonifácio3, Ana Loureiro4, Ana Loureiro5, Maria Arménia Carrondo6, Patrício Soares da Silva7
1 Bioquímico, Department of Research & Development, BIAL, S. Mamede do Coronado, Trofa, Portugal
2, Instituto de Tecnilogia Química e Biológica, Oeiras, Portugal
3, Bial
4, Bial
5, Bial
6, Instituto de Tecnilogia Química e Biológica
7, Bial

Acceso a la fuente original
Molecular Pharmacology
http://molpharm.aspetjournals.org/
Acceso al texto original completo (full text)
http://molpharm.aspetjournals.org/cgi/gca?sendit=Get+All+Checked+Abstract%28s%29&SEARCHID=1&AUTHOR1=palma%252C%2Bpn&FIRSTINDEX=0&hits=10&RESULTFORMAT=&gca=molpharm%3B70%2F1%2F143
Acceso al resumen/abstract original
http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=pubmed&cmd=Retrieve&dopt=AbstractPlus&list_uids=16618795&query_hl=5&itool=pubmed_docsum
El artículo se relaciona estrictamente con las especialidades de siicsalud
El artículo se conecta secundariamente con las especialidades
   


ua40317