Enzymology of a carbonyl reduction clearance pathway for the HIV integrase inhibitor, S-1360: role of human liver cytosolic aldo-keto reductases.

No abstract is available for this paper.

• Publication year

  2004

• Venue

  Chemico-Biological Interactions

• Publication date

  2004-03-15

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1016/J.CBI.2003.12.001PMID 15013815
• 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.

• Enzyme kinetics of cytochrome P450-mediated reactions.

  2012cited by this paper
• Inhibition of HIV-1 Ribonuclease H by a Novel Diketo Acid, 4-[5-(Benzoylamino)thien-2-yl]-2,4-dioxobutanoic Acid*

  2003cited by this paper
• Purification, characterization and NNK carbonyl reductase activities of 11beta-hydroxysteroid dehydrogenase type 1 from human liver: enzyme cooperativity and significance in the detoxification of a tobacco-derived carcinogen.

  2003cited by this paper
• Metal-dependent inhibition of HIV-1 integrase by beta-diketo acids and resistance of the soluble double-mutant (F185K/C280S).

  2003cited by this paper
• New antiretroviral drugs.

  2003cited by this paper
• Coenzyme-based functional assignments of short-chain dehydrogenases/reductases (SDRs).

  2003cited by this paper
• The aldo-keto reductase superfamily homepage.

  2003cited by this paper
• Diketo acid inhibitor mechanism and HIV-1 integrase: Implications for metal binding in the active site of phosphotransferase enzymes

  2002cited by this paper
• Structure activity of 3-aryl-1,3-diketo-containing compounds as HIV-1 integrase inhibitors.

  2002cited by this paper
• Atypical kinetic profiles in drug metabolism reactions.

  2002cited by this paper
• Patented small molecule inhibitors of HIV-1 integrase: a 10-year saga

  2002cited by this paper
• Substrate specificity of human 3(20)alpha-hydroxysteroid dehydrogenase for neurosteroids and its inhibition by benzodiazepines.

  2002cited by this paper
• The metabolic activation of abacavir by human liver cytosol and expressed human alcohol dehydrogenase isozymes.

  2002cited by this paper
• Unexploited viral and host targets for the treatment of human immunodeficiency virus type 1 infection.

  2001cited by this paper
• Unexploited viral and host targets for the treatment of human immunodeficiency virus type 1 infection.

  2001cited by this paper
• Forms and functions of human SDR enzymes.

  2001cited by this paper
• New developments in anti-HIV chemotherapy

  2001cited by this paper
• Structure-function aspects and inhibitor design of type 5 17beta-hydroxysteroid dehydrogenase (AKR1C3).

  2001cited by this paper
• New developments in anti-HIV chemotherapy

  2001cited by this paper
• Purification and characterization of oxidoreductases-catalyzing carbonyl reduction of the tobacco-specific nitrosamine 4-methylnitrosamino-1-(3-pyridyl)-1-butanone (NNK) in human liver cytosol

  2000cited by this paper
• In vitro-in vivo scaling of CYP kinetic data not consistent with the classical Michaelis-Menten model.

  2000cited by this paper
• Carbonyl reductase.

  2000cited by this paper
• NAD(P)H:quinone oxidoreductase 1 (NQO1): chemoprotection, bioactivation, gene regulation and genetic polymorphisms.

  2000cited by this paper
• High-affinity stereoselective reduction of the enantiomers of ketotifen and of ketonic nortriptyline metabolites by aldo-keto reductases from human liver.

  2000cited by this paper
• Carbonyl reduction of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) by cytosolic enzymes in human liver and lung.

  2000cited by this paper
• Kinetics and inhibition of the formation of 6beta-naltrexol from naltrexone in human liver cytosol.

  2000cited by this paper
• Molecular and structural aspects of xenobiotic carbonyl metabolizing enzymes. Role of reductases and dehydrogenases in xenobiotic phase I reactions.

  2000cited by this paper
• Structures of mammalian cytosolic quinone reductases.

  2000cited by this paper
• Sigmoidal kinetics of CYP3A substrates: an approach for scaling dextromethorphan metabolism in hepatic microsomes and isolated hepatocytes to predict in vivo clearance in rat.

  1999cited by this paper
• Structure and mechanism of cytosolic quinone reductases.

  1999cited by this paper
• The multidrug resistance modulator valspodar (PSC 833) is metabolized by human cytochrome P450 3A. Implications for drug-drug interactions and pharmacological activity of the main metabolite.

  1998cited by this paper
• Autoactivation and activation of the cytochrome P450s.

  1998cited by this paper
• Roles of the C-terminal domains of human dihydrodiol dehydrogenase isoforms in the binding of substrates and modulators: probing with chimaeric enzymes.

  1998cited by this paper
• Evaluation of atypical cytochrome P450 kinetics with two-substrate models: evidence that multiple substrates can simultaneously bind to cytochrome P450 active sites.

  1998cited by this paper
• Comparative anatomy of the aldo-keto reductase superfamily.

  1997cited by this paper
• Reduction of drug ketones by dihydrodiol dehydrogenases, carbonyl reductase and aldehyde reductase of human liver.

  1995cited by this paper
• Kinetic studies of the inhibition of a human liver 3 alpha-hydroxysteroid/dihydrodiol dehydrogenase isozyme by bile acids and anti-inflammatory drugs.

  1995cited by this paper
• The retroviral enzymes.

  1994cited by this paper
• Structural and functional comparison of two human liver dihydrodiol dehydrogenases associated with 3 alpha-hydroxysteroid dehydrogenase activity.

  1992cited by this paper
• Stereoselective acetonyl side chain reduction of warfarin and analogs. Partial characterization of two cytosolic carbonyl reductases.

  1992cited by this paper
• The human immunodeficiency virus: infectivity and mechanisms of pathogenesis.

  1988cited by this paper
• Molecular organization of the AIDS retrovirus.

  1985cited by this paper
• Adriamycin metabolism in man. Evidence from urinary metabolites.

  1976cited by this paper
• Transients and cooperativity. A slow transition model for relating transients and cooperative kinetics of enzymes.

  1972cited by this paper

• Application of curcuminoids in inflammatory, neurodegenerative and aging conditions - Pharmacological potential and bioengineering approaches to improve efficiency.

  2025cites this paper
• Pharmacological inhibition of Trypanosoma cruzi aldo-keto reductase (TcAKR) and its effect on benznidazole resistance.

  2025cites this paper
• Synthesis, Anti-Tumour, and Antibacterial Activities of Monocarbonyl Curcumin Analogues of Piperidones

  2025cites this paper
• Biotransformation research advances – 2023 year in review

  2024influential citation
• The Integrase: An Overview of a Key Player Enzyme in the Antiviral Scenario

  2023cites this paper
• Cross-species drug metabolism and impact of metabolic stability testing under anaerobic condition on predicting pharmacokinetics of keto-enol containing compound in humans.

  2023cites this paper
• Characterization of Divergent Metabolic Pathways in Elucidating an Unexpected, Slow-Forming, and Long Half-Life Major Metabolite of Iclepertin

  2023cites this paper
• Ultrasonic-Assisted Synthesis of Heterocyclic Curcumin Analogs as Antidiabetic, Antibacterial, and Antioxidant Agents Combined with in vitro and in silico Studies

  2023cites this paper
• Synthesis, Biological Evaluation, and Molecular Modeling Studies of 1-Aryl-1H-pyrazole-Fused Curcumin Analogues as Anticancer Agents

  2022cites this paper
• Evaluation of the drug–drug interaction potential for trazpiroben (TAK-906), a D2/D3 receptor antagonist for gastroparesis, towards cytochrome P450s and transporters

  2021cites this paper
• Antibacterial activity of a new monocarbonyl analog of curcumin MAC 4 is associated with divisome disruption.

  2021cites this paper
• HIV-1 integrase strand transfer inhibitors: A review of current drugs, recent advances and drug resistance.

  2021cites this paper
• Evaluation of the clearance mechanism of non-CYP-mediated drug metabolism and DDI as a victim drug

  2020cites this paper
• Biochemical activity of RAGs is impeded by Dolutegravir, an HIV integrase inhibitor

  2020cites this paper
• Curcumin from Jianghuang (Rhizoma Curcumae Longae) protects against exposure to ultraviolet B by antioxidation and attenuating mitochondrion-dependent apoptosis.

  2020cites this paper
• Clinical trials, progression-speed differentiating features and swiftness rule of the innovative targets of first-in-class drugs

  2019cites this paper
• Design, synthesis and preliminary in-vitro studies of novel boronated monocarbonyl analogues of Curcumin (BMAC) for antitumor and β-amiloyd disaggregation activity.

  2019cites this paper
• Synthesis of novel 4-Boc-piperidone chalcones and evaluation of their cytotoxic activity against highly-metastatic cancer cells.

  2019cites this paper
• Design, synthesis and biological evaluation of curcumin analogues as novel LSD1 inhibitors.

  2019cites this paper
• Monocarbonyl Curcuminoids with Improved Stability as Antibacterial Agents against Staphylococcus aureus and Their Mechanistic Studies

  2019cites this paper
• Synthesis of β‐Ketoamide Curcumin Analogs for Anti‐Diabetic and AGEs Inhibitory Activities

  2018cites this paper
• Recent advances in the discovery of small-molecule inhibitors of HIV-1 integrase

  2018cites this paper
• Synthesis, Antioxidant, and Anti-inflammatory Activity of Morpholine Mannich base of AMACS ((2E, 6E)-2-({4-hydroxy-3-[morpholin-4-yl-)methyl]phenyl}methylidene)-6-(phenylmethylidene)cyclohexan-1-one) and Its Analogs -

  2018cites this paper
• Synthesis and biological evaluation of curcumin inspired imidazo[1,2-a]pyridine analogues as tubulin polymerization inhibitors.

  2018cites this paper
• HIV integrase inhibitor, Elvitegravir, impairs RAG functions and inhibits V(D)J recombination

  2017cites this paper
• Curcumin Analogue CA15 Exhibits Anticancer Effects on HEp-2 Cells via Targeting NF-κB

  2017cites this paper
• Structure based comprehensive modelling, spatial fingerprints mapping and ADME screening of curcumin analogues as novel ALR2 inhibitors

  2017cites this paper
• Anticancer Curcumin: Natural Analogues and Structure-Activity Relationship

  2017cites this paper
• An appraisal on recent medicinal perspective of curcumin degradant: Dehydrozingerone (DZG).

  2016cites this paper
• Synthesis of 4-piperidone Based Curcuminoids with Anti-inflammatory and Anti-Proliferation Potential in Human Cancer Cell Lines.

  2016cites this paper
• Synthesis and Cytotoxic Evaluation of Monocarbonyl Analogs of Curcumin as Potential Anti‐Tumor Agents

  2016cites this paper
• Evaluation of curcumin derivatives as new cyclooxygenase-2 inhibitors via in silico and in vitro analyses

  2016cites this paper
• Triazole linked mono carbonyl curcumin-isatin bifunctional hybrids as novel anti tubulin agents: Design, synthesis, biological evaluation and molecular modeling studies.

  2015cites this paper
• Metabolism of Bupropion by Carbonyl Reductases in Liver and Intestine

  2015cites this paper
• Role of Marine Natural Products in the Genesis of Antiviral Agents.

  2015cites this paper
• C5-curcuminoid-4-aminoquinoline based molecular hybrids: design, synthesis and mechanistic investigation of anticancer activity

  2015cites this paper
• Effect of Experimental Kidney Disease on the Functional Expression of Hepatic Reductases

  2015influential citation
• Design, synthesis, and evaluation of semi-conservative mono-carbonyl analogs of curcumin as anti-inflammatory agents against lipopolysaccharide-induced acute lung injury

  2015cites this paper
• Synthesis of novel C5-curcuminoid-fatty acid conjugates and mechanistic investigation of their anticancer activity.

  2015cites this paper
• Experimental evidence for curcumin and its analogs for management of diabetes mellitus and its associated complications.

  2015cites this paper
• Integrase Inhibitor Prodrugs: Approaches to Enhancing the Anti-HIV Activity of β-Diketo Acids

  2015cites this paper
• CHARACTERIZATION OF THE EFFECT OF CHRONIC KIDNEY DISEASE ON HEPATIC DRUG REDUCTION: IN-VITRO AND IN-VIVO STUDIES OF WARFARIN

  2014cites this paper
• Discovery and evaluation of asymmetrical monocarbonyl analogs of curcumin as anti-inflammatory agents

  2014cites this paper
• Investigation of Drug Metabolism by Non-Cytochrome P450 Enzymes and Its Clinical Relevance

  2014cites this paper
• Design, synthesis, and evaluation of novel heteroaromatic analogs of curcumin as anti-cancer agents.

  2014cites this paper
• Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of Inflammation

  2014cites this paper
• Neuroprotection by Monocarbonyl Dimethoxycurcumin C: Ameliorating the Toxicity of Mutant TDP-43 via HO-1

  2014cites this paper
• The Molecular Basis for the Pharmacokinetics and Pharmacodynamics of Curcumin and Its Metabolites in Relation to Cancer

  2014cites this paper
• C5-curcuminoid-dithiocarbamate based molecular hybrids: synthesis and anti-inflammatory and anti-cancer activity evaluation

  2014cites this paper
• Design and synthesis of novel iminothiazinylbutadienols and divinylpyrimidinethiones as ARE inducers.

  2014cites this paper
• Deeper insight into the reducing biotransformation of bupropion in the human liver.

  2014cites this paper
• Novel 3,5-bis(arylidiene)-4-piperidone based monocarbonyl analogs of curcumin: anticancer activity evaluation and mode of action study

  2014cites this paper
• Promising curcumin-based drug design: mono-carbonyl analogues of curcumin (MACs).

  2013cites this paper
• Synthesis and Anticancer Activity of Mono-Carbonyl Analogues of Curcumin

  2013cites this paper
• SYNTHESIS OF SYMMETRICAL AND UNSYMMETRICAL MONOCARBONYL ANALOGUES OF CURCUMIN AS POTENTIAL ANTICANCER AND ANTIMALARIAL AGENTS

  2013influential citation
• HIV-1 Integrase Drug Discovery Comes of Age

  2013cites this paper
• Synthèse métallo-catalysée d'acyclonucléosides phosphonates, de nucléosides et d'hétérocycles à visée antivirale

  2013cites this paper
• Synthesis of Unsymmetrical C5-Curcuminoids as Potential Anticancer Agents

  2013cites this paper
• Synthesis, antimalarial activity and cytotoxic potential of new monocarbonyl analogues of curcumin.

  2013cites this paper
• Main Metabolic Pathways of TAK-802, a Novel Drug Candidate for Voiding Dysfunction, in Humans: The Involvement of Carbonyl Reduction by 11β-hydroxysteroid Dehydrogenase 1

  2013cites this paper
• Novel therapeutic strategies targeting HIV integrase

  2012cites this paper
• A Novel Synthetic Mono-Carbonyl Analogue of Curcumin, A13, Exhibits Anti-Inflammatory Effects In vivo by Inhibition of Inflammatory Mediators

  2012cites this paper
• Mechanisms of Drug Metabolism

  2012cites this paper
• Tolerability of HIV integrase inhibitors

  2012cites this paper
• The Need for Development of New HIV-1 Reverse Transcriptase and Integrase Inhibitors in the Aftermath of Antiviral Drug Resistance

  2012cites this paper
• Inhibition of high glucose‐induced inflammatory response and macrophage infiltration by a novel curcumin derivative prevents renal injury in diabetic rats

  2012cites this paper
• Characterization of Human Liver Enzymes Involved in the Biotransformation of Boceprevir, a Hepatitis C Virus Protease Inhibitor

  2011cites this paper
• Structural study of HIV-1 integrase inhibition by quinolones: contribution to the rational design of new inhibitors

  2011cites this paper
• Curcumin analogues as possible anti-proliferative & anti-inflammatory agents.

  2011cites this paper
• Synthesis of mono-carbonyl analogues of curcumin and their effects on inhibition of cytokine release in LPS-stimulated RAW 264.7 macrophages.

  2010cites this paper
• Process Development of HIV Integrase Inhibitor S‐1360

  2010cites this paper
• Raltegravir (Isentress): The First‐in‐Class HIV‐1 Integrase Inhibitor

  2010cites this paper
• In Vitro Metabolism and Identification of Human Enzymes Involved in the Metabolism of Methylnaltrexone

  2010cites this paper
• Stereospecific reduction of a potent kinesin spindle protein (KSP) inhibitor in human tissues.

  2010cites this paper
• Synthesis and anti-inflammatory evaluation of novel mono-carbonyl analogues of curcumin in LPS-stimulated RAW 264.7 macrophages.

  2010cites this paper
• Identification, cloning and characterization of an aldo-keto reductase from Trypanosoma cruzi with quinone oxido-reductase activity.

  2010cites this paper
• Therapeutic strategies underpinning the development of novel techniques for the treatment of HIV infection.

  2010cites this paper
• Development of integrase inhibitors of quinolone acid derivatives for treatment of AIDS: an overview.

  2010cites this paper
• Raltegravir, elvitegravir, and metoogravir: the birth of "me-too" HIV-1 integrase inhibitors

  2009cites this paper
• Synthesis, crystal structure and anti-inflammatory properties of curcumin analogues.

  2009cites this paper
• Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents.

  2009cites this paper
• Inhibition of LPS-induced production of inflammatory factors in the macrophages by mono-carbonyl analogues of curcumin

  2009cites this paper
• Synthesis, structure, and bioevaluation of 2,5-bis(arylmethenyl)cyclopentanones

  2008cites this paper
• Quinolone 3-carboxylic acid pharmacophore: design of second generation HIV-1 integrase inhibitors.

  2008cites this paper
• Anti-infectives Clinical progress of HIV-1 integrase inhibitors

  2008cites this paper
• Integrase inhibitors for the treatment of HIV infection.

  2008cites this paper
• HIV‐1 integrase inhibitors: 2005–2006 update

  2008cites this paper
• Anti-infectives: clinical progress of HIV-1 integrase inhibitors.

  2008cites this paper
• The Aldo-Keto Reductase Superfamily and its Role in Drug Metabolism and Detoxification

  2008cites this paper
• Design, synthesis, and biological evaluation of a series of 2-hydroxyisoquinoline-1,3(2H,4H)-diones as dual inhibitors of human immunodeficiency virus type 1 integrase and the reverse transcriptase RNase H domain.

  2008cites this paper
• Single amino acid substitution in HIV‐1 integrase catalytic core causes a dramatic shift in inhibitor selectivity

  2007cites this paper
• Molecular mechanisms of HIV integration and therapeutic intervention

  2007cites this paper
• Substituted 2-pyrrolinone inhibitors of HIV-1 integrase.

  2007cites this paper
• 3-Ketosteroid Reductase Activity and Expression by Fetal Rat Osteoblasts*

  2007cites this paper
• Design of second generation HIV-1 integrase inhibitors.

  2007cites this paper
• Virtual screening application of a model of full-length HIV-1 integrase complexed with viral DNA.

  2007cites this paper
• HIV-1 Integrase Inhibitors

  2007cites this paper
• Characterization of a Replication-Competent, Integrase-Defective Human Immunodeficiency Virus (HIV)/Simian Virus 40 Chimera as a Powerful Tool for the Discovery and Validation of HIV Integrase Inhibitors

  2007cites this paper
• HIV integrase inhibitors as therapeutic agents in AIDS

  2007cites this paper
• Patented HIV-1 integrase inhibitors (1998-2005).

  2006cites this paper