The chemistry of catechol-O-methyltransferase inhibitors.

No abstract is available for this paper.

• Publication year

  2010

• Venue

  International review of neurobiology

• Publication date

  Unknown publication date

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1016/B978-0-12-381326-8.00006-5PMID 21095461
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• CATECHOL-O-METHYL TRANSFERASE INHIBITORS. IN VIVO INHIBITION IN MICE.

  2009cited by this paper
• The in vivo effect of tropolone on noradrenaline metabolism and catechol-O-methyl transferase activity in tissues of the rat.

  2009cited by this paper
• Convenient Synthesis of Tolcapone, a Selective Catechol‐O‐methyltransferase Inhibitor

  2008cited by this paper
• The Lipophilicity Behavior of Three Catechol-O-methyltransferase (COMT) Inhibitors and Simple Analogues

  2006cited by this paper
• Human Metabolism of Nebicapone (BIA 3-202), a Novel Catechol-O-Methyltransferase Inhibitor: Characterization of in Vitro Glucuronidation

  2006cited by this paper
• Comparative Study of ortho- and meta-Nitrated Inhibitors of Catechol-O-methyltransferase: Interactions with the Active Site and Regioselectivity of O-Methylation

  2006cited by this paper
• Synthesis and biological evaluation of a novel series of "ortho-nitrated" inhibitors of catechol-O-methyltransferase.

  2005cited by this paper
• Synthesis and evaluation of bifunctional nitrocatechol inhibitors of pig liver catechol-O-methyltransferase.

  2005cited by this paper
• Tolcapone in Parkinson’s disease: liver toxicity and clinical efficacy

  2005cited by this paper
• Inhibition of human liver catechol-O-methyltransferase by tea catechins and their metabolites: structure-activity relationship and molecular-modeling studies.

  2005cited by this paper
• CoMFA Modeling of Human Catechol O-Methyltransferase Enzyme Kinetics

  2004cited by this paper
• Inhibition of soluble catechol-O-methyltransferase and single-dose pharmacokinetics after oral and intravenous administration of entacapone

  2004cited by this paper
• Bisubstrate Inhibitors of the Enzyme Catechol O‐Methyltransferase (COMT): Efficient Inhibition Despite the Lack of a Nitro Group

  2004cited by this paper
• Differences in toxicity of the catechol-O-methyl transferase inhibitors, tolcapone and entacapone to cultured human neuroblastoma cells.

  2004cited by this paper
• Synthesis, biological evaluation, and molecular modeling studies of a novel, peripherally selective inhibitor of catechol-O-methyltransferase.

  2004cited by this paper
• In vitro metabolism of tolcapone to reactive intermediates: relevance to tolcapone liver toxicity.

  2003cited by this paper
• Pharmacokinetic–pharmacodynamic interaction between BIA 3-202, a novel COMT inhibitor, and levodopa/benserazide

  2003cited by this paper
• Molecular modeling and metabolic studies of the interaction of catechol-O-methyltransferase and a new nitrocatechol inhibitor.

  2003cited by this paper
• Pharmacokinetic and Pharmacodynamic Profiles of BIA 3–202, a Novel Catechol‐O‐Methyltransferase (COMT) Inhibitor, during Multiple‐Dose Administration to Healthy Subjects

  2003cited by this paper
• Kinetic inhibitory profile of BIA 3-202, a novel fast tight-binding, reversible and competitive catechol-O-methyltransferase inhibitor.

  2003cited by this paper
• Pharmacokinetics and Pharmacodynamics of BIA 3-202, a Novel COMT Inhibitor, during First Administration to Humans

  2003cited by this paper
• Bisubstrate inhibitors for the enzyme catechol-O-methyltransferase (COMT): influence of inhibitor preorganisation and linker length between the two substrate moieties on binding affinity.

  2003cited by this paper
• Design and synthesis of a novel L-dopa-entacapone codrug.

  2002cited by this paper
• Kinetics and crystal structure of catechol-o-methyltransferase complex with co-substrate and a novel inhibitor with potential therapeutic application.

  2002cited by this paper
• Synthesis of 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenyl-ethanone and derivatives as potent and long-acting peripheral inhibitors of catechol-O-methyltransferase.

  2002cited by this paper
• Effects of entacapone and tolcapone on mitochondrial membrane potential.

  2002cited by this paper
• Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.

  2001cited by this paper
• Synthesis and in‐vitro/in‐vivo evaluation of orally administered entacapone prodrugs

  2001cited by this paper
• X-ray Crystal Structure of a Bisubstrate Inhibitor Bound to the Enzyme Catechol-O-methyltransferase: A Dramatic Effect of Inhibitor Preorganization on Binding Affinity.

  2001cited by this paper
• Crystallization and preliminary crystallographic characterization of catechol-O-methyltransferase in complex with its cosubstrate and an inhibitor.

  2001cited by this paper
• Synthesis and in vitro/in vivo evaluation of novel oral N-alkyl- and N,N-dialkyl-carbamate esters of entacapone.

  2000cited by this paper
• 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

  2000cited by this paper
• Tolcapone and Hepatotoxic Effects

  2000cited by this paper
• Synthesis of a water-soluble prodrug of entacapone.

  2000cited by this paper
• O-Methylation of tea polyphenols catalyzed by human placental cytosolic catechol-O-methyltransferase.

  2000cited by this paper
• Effects of aqueous solubility and dissolution characteristics on oral bioavailability of entacapone

  2000cited by this paper
• Structure-based design, synthesis, and in vitro evaluation of bisubstrate inhibitors for catechol O-methyltransferase (COMT).

  2000cited by this paper
• Transition-State and Ground-State Structures and Their Interaction with the Active-Site Residues in Catechol O-Methyltransferase

  2000cited by this paper
• In vivo effects of new inhibitors of catechol‐O‐methyl transferase

  1999cited by this paper
• Metabolism and excretion of tolcapone, a novel inhibitor of catechol-O-methyltransferase.

  1999cited by this paper
• Pharmacokinetics and pharmacodynamics after oral and intravenous administration of tolcapone, a novel adjunct to Parkinson's disease therapy

  1998cited by this paper
• Selection of development candidates based on in vitro permeability measurements

  1997cited by this paper
• A THEORETICAL EXAMINATION OF THE FACTORS CONTROLLING THE CATALYTIC EFFICIENCY OF A TRANSMETHYLATION ENZYME : CATECHOL O-METHYLTRANSFERASE

  1997cited by this paper
• Synthesis of [18F]Ro41-0960, a potent catechol-O-methyltransferase inhibitor, for pet studies

  1997cited by this paper
• Synthesis and in vitro evaluation of two progressive series of bifunctional polyhydroxybenzamide catechol-O-methyltransferase inhibitors.

  1997cited by this paper
• Entacapone, a novel catechol-O-methyltransferase inhibitor for Parkinson's disease, does not impair mitochondrial energy production.

  1997cited by this paper
• Extraneuronal uptake inhibitor U-0521 decreases contractile responses in rat vas deferens.

  1997cited by this paper
• A Mild and Simple Method for the Preparation of Isocyanates from Aliphatic Amines Using Trichloromethyl Chloroformate. Synthesis of an Isocyanate Containing an Activated Disulfide.

  1996cited by this paper
• Conformationally constrained phosphotyrosyl mimetics designed as monomeric Src homology 2 domain inhibitors.

  1995cited by this paper
• Kinetics of human soluble and membrane-bound catechol O-methyltransferase: a revised mechanism and description of the thermolabile variant of the enzyme.

  1995cited by this paper
• Crystal structure of catechol O-methyltransferase

  1994cited by this paper
• Kinetics of the reversible tight-binding inhibition of pig liver catechol-O-methyltransferase by [2-(3,4-dihydroxy-2- nitrophenyl)vinyl]phenyl ketone.

  1994cited by this paper
• Identification of major metabolites of the catechol-O-methyltransferase inhibitor entacapone in rats and humans.

  1993cited by this paper
• Inhibition of catechol-O-methyltransferase by 1-vinyl derivatives of nitrocatechols and nitroguaiacols. Kinetics of the irreversible inhibition by 3-(3-hydroxy-4-methoxy-5-nitro benzylidene)-2,4-pentanedione.

  1993cited by this paper
• Potent COMT inhibition by Ro 40-7592 in the periphery and in the brain. Preclinical and clinical findings.

  1993cited by this paper
• Dihydroxynitrobenzaldehydes and hydroxymethoxynitrobenzaldehydes: synthesis and biological activity as catechol-O-methyltransferase inhibitors.

  1992cited by this paper
• PLS modelling of structure—activity relationships of catechol O-methyltransferase inhibitors

  1992cited by this paper
• Effects of COMT inhibitors on striatal dopamine metabolism: a microdialysis study.

  1992cited by this paper
• Biochemical and pharmacological properties of a peripherally acting catechol-O-methyltransferase inhibitor entacapone

  1992cited by this paper
• Different in vivo properties of three new inhibitors of catechol O‐methyltransferase in the rat

  1992cited by this paper
• Crystallization and preliminary X‐ray investigation of a recombinant form of rat catechol O‐methyltransferase

  1991cited by this paper
• Rationale for selective COMT inhibitors as adjuncts in the drug treatment of Parkinson's disease.

  1990cited by this paper
• CGP 28014, a new inhibitor of cerebral catechol-O-methylation with a non-catechol structure

  1990cited by this paper
• Ro 40-7592: inhibition of COMT in rat brain and extracerebral tissues.

  1990cited by this paper
• Effects of the COMT inhibitor, CGP 28014, on plasma homovanillic acid and O-methylation of exogenous L-dopa in the rat.

  1990cited by this paper
• QSAR and Binding Model for Inhibition of Rat Liver Catechol-O-Methyl-Transferase by 1,5-Substituted-3,4-Dihydroxybenzenes

  1989cited by this paper
• Synthesis of some novel potent and selective catechol O-methyltransferase inhibitors.

  1989cited by this paper
• Catechol-O-methyltransferase-inhibiting pyrocatechol derivatives: synthesis and structure-activity studies

  1989cited by this paper
• Inhibition of catechol-O-methyltransferase activity by two novel disubstituted catechols in the rat.

  1988cited by this paper
• Catechol-O-methyltransferase and Parkinson's disease.

  1984cited by this paper
• A Simple Preparation of O-Phospho-L-tyrosine

  1983cited by this paper
• Stereochemical course of the transmethylation catalyzed by catechol O-methyltransferase.

  1980cited by this paper
• Catechol-O-methyl transferase: pharmacological aspects and physiological role.

  1975cited by this paper
• Catechol O-methyltransferase. 4. In vitro inhibition by 3-hydroxy-4-pyrones, 3-hydroxy-2-pyridones, and 3-hydroxy-4-pyridones.

  1973cited by this paper
• Catechol O-methyltransferase. 2. In vitro inhibition by substituted 8-hydroxyquinolines.

  1973cited by this paper
• The in vivo effect of tropolone on dopamine metabolism and the catechol-O-methyl transferase activity in the striatum of the rat.

  1972cited by this paper
• Sulfur analogs of dopamine and norepinephrine. Inhibition of catechol-O-methyltransferase.

  1972cited by this paper
• Dopa and 3-O-methyldopa in cerebrospinal fluid of Parkinsonism patients during treatment with oral L-dopa.

  1971cited by this paper
• The catechol-O-methyl transferase activity and endogenous catecholamine content of various tissues in the rat and the effect of administration of U-0521 (3',4'-dihydroxy-2-methyl propiophenone).

  1967cited by this paper
• Effects of long-term administration of pyrogallol on tissue catecholamine levels, monoamine oxidase and catechol-O-methyl-transferase activities in the rat

  1966cited by this paper
• OCCUPANCY OF ADRENERGIC RECEPTORS AND INHIBITION OF CATECHOL O-METHYL TRANSFERASE BY TROPOLONES.

  1963cited by this paper
• Tropolones: a unique class of potent non-competitive inhibitors of S-adenosylmethionine-catechol methyltransferase.

  1961cited by this paper
• Norepinephrine metabolism in rat brain and heart.

  1961cited by this paper
• The enzymic methylation of pyrogallol.

  1960cited by this paper
• Inhibition of O-Methyltransferase by Catechol and Sensitization to Epinephrine

  1959cited by this paper
• Inhibitor of O-Methylation of Epinephrine and Norepinephrine in vitro and in vivo

  1959cited by this paper
• The metabolic fate of gallic acid and related compounds.

  1959cited by this paper
• Enzymatic O-methylation of epinephrine and other catechols.

  1958cited by this paper
• O-Methylation of catechol amines in vivo.

  1958cited by this paper
• Structural Biology and Crystallization Communications Crystallization and Preliminary X-ray Diffraction Studies of a Catechol-o-methyltransferase/inhibitor Complex

  year unknowncited by this paper

• Structural characterization and extended substrate scope analysis of two Mg2+-dependent O-methyltransferases from bacteria

  2023cites this paper
• Natürliche und synthetische Katecholamine

  2021cites this paper
• Label-Free LC/HRMS-Based Enzymatic Activity Assay for the Detection of DDC, MAO and COMT Inhibitors in Natural Extracts

  2021cites this paper
• Molecular modeling and phenoloxidase inhibitory activity of arbutin and arbutin undecylenic acid ester.

  2021cites this paper
• The preclinical discovery and development of opicapone for the treatment of Parkinson’s disease

  2020influential citation
• Synthesis and Evaluation of Bicyclic Hydroxypyridones as Inhibitors of Catechol O-Methyltransferase

  2019cites this paper
• Pharmacodynamic evaluation of novel Catechol‐O‐methyltransferase inhibitors

  2019cites this paper
• Neurological and psychiatric management using COMT inhibitors: A review.

  2019cites this paper
• Optimization of 8-Hydroxyquinolines as Inhibitors of Catechol O-Methyltransferase.

  2018cites this paper
• Inhibition of catechol‐O‐methyltransferase in the cynomolgus monkey by opicapone after acute and repeated administration

  2018cites this paper
• Development of an HTRF Assay for the Detection and Characterization of Inhibitors of Catechol-O-Methyltransferase

  2016cites this paper
• Synthesis and Evaluation of Heterocyclic Catechol Mimics as Inhibitors of Catechol-O-methyltransferase (COMT).

  2015cites this paper
• Medicinal chemistry of catechol O-methyltransferase (COMT) inhibitors and their therapeutic utility.

  2014cites this paper
• Optimization of fermentation conditions for the production of human soluble catechol-O-methyltransferase by Escherichia coli using artificial neural network.

  2012cites this paper
• Inhibitors of Catechol-O-Methyltransferase.

  2012cites this paper
• Bioanalytical chromatographic methods for the determination of catechol-O-methyltransferase inhibitors in rodents and human samples: a review.

  2012cites this paper