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Home > Other Building Blocks > 583-63-1
583-63-1 | 2-BENZOQUINONE
CAS No: 583-63-1 Catalog No: AG00361B MDL No:
Product Description
Catalog Number:
AG00361B
Chemical Name:
2-BENZOQUINONE
CAS Number:
583-63-1
Molecular Formula:
C6H4O2
Molecular Weight:
108.0948
IUPAC Name:
cyclohexa-3,5-diene-1,2-dione
InChI:
InChI=1S/C6H4O2/c7-5-3-1-2-4-6(5)8/h1-4H
InChI Key:
WOAHJDHKFWSLKE-UHFFFAOYSA-N
SMILES:
O=C1C=CC=CC1=O
UNII:
SVD1LJ47R7
Properties
Complexity:
165
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
108.021g/mol
Formal Charge:
0
Heavy Atom Count:
8
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
108.096g/mol
Monoisotopic Mass:
108.021g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
34.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.4
Literature
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|---|---|
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| First total syntheses of (+/-)-penicillones A and B. | Organic letters 20071025 |
| Oxidation chemistry of norepinephrine: partitioning of the O-quinone between competing cyclization and chain breakdown pathways and their roles in melanin formation. | Chemical research in toxicology 20071001 |
| Application of activated glassy carbon electrode for the detection of nuciferine in lotus leaves. | Talanta 20070915 |
| Oxidation of the lignan nordihydroguaiaretic acid. | Chemical research in toxicology 20070901 |
| Vitamin E chemistry. Nitration of non-alpha-tocopherols: products and mechanistic considerations. | The Journal of organic chemistry 20070817 |
| Amperometric biosensing of carbamate and organophosphate pesticides utilizing screen-printed tyrosinase-modified electrodes. | Analytica chimica acta 20070723 |
| Nanostructured progesterone immunosensor using a tyrosinase-colloidal gold-graphite-Teflon biosensor as amperometric transducer. | Analytica chimica acta 20070716 |
| Kinetic model for the antiradical activity of the isolated p-catechol group in flavanone type structures using the free stable radical 2,2-diphenyl-1-picrylhydrazyl as the antiradical probe. | Journal of agricultural and food chemistry 20070711 |
| An Asymmetric, bifunctional catalytic approach to non-natural alpha-amino acid derivatives. | The Journal of organic chemistry 20070706 |
| Synthetic studies towards garsubellin A: synthesis of model systems and potential mimics by regioselective lithiation of bicyclo[3.3.1]nonane-2,4,9-trione derivatives from catechinic acid. | Organic & biomolecular chemistry 20070621 |
| Oxidation of 4-methylcatechol: implications for the oxidation of catecholamines. | Biochemistry 20070612 |
| Activation of dioxin response element (DRE)-associated genes by benzo(a)pyrene 3,6-quinone and benzo(a)pyrene 1,6-quinone in MCF-10A human mammary epithelial cells. | Toxicology and applied pharmacology 20070601 |
| Studies on the deodorization by mushroom (Agaricus bisporus) extract of garlic extract-induced oral malodor. | Journal of nutritional science and vitaminology 20070601 |
| Effects of quercetin on mushroom tyrosinase and B16-F10 melanoma cells. | Molecules (Basel, Switzerland) 20070515 |
| Vibrational assignment of the Raman active modes of 1,10-phenanthroline-5,6-dione using DFT calculations. | The journal of physical chemistry. A 20070503 |
| Regioselective (biomimetic) synthesis of a pentasulfane from ortho-benzoquinone. | The Journal of organic chemistry 20070413 |
| Ground and excited states of singlet, cation doublet, and anion doublet states of o-benzoquinone: a theoretical study. | The journal of physical chemistry. A 20070405 |
| Bacterial plate assays and electrochemical methods: an efficient tandem for evaluating the ability of catechol-thioether metabolites of MDMA ('ecstasy') to induce toxic effects through redox-cycling. | Chemical research in toxicology 20070401 |
| Chemical, pulse radiolysis and density functional studies of a new, labile 5,6-indolequinone and its semiquinone. | The Journal of organic chemistry 20070302 |
| Ferulic Acid: therapeutic potential through its antioxidant property. | Journal of clinical biochemistry and nutrition 20070301 |
| Kinetic characterization of the oxidation of chlorogenic acid by polyphenol oxidase and peroxidase. Characteristics of the o-quinone. | Journal of agricultural and food chemistry 20070207 |
| Kinetic characterization of the oxidation of esculetin by polyphenol oxidase and peroxidase. | Bioscience, biotechnology, and biochemistry 20070201 |
| Improvement of an enzyme electrode by poly(vinyl alcohol) coating for amperometric measurement of phenol. | Talanta 20070115 |
| An efficient electrochemical synthesis of diamino-o-benzoquinone: mechanistic and kinetic evaluation of the reaction of azide ion with o-benzoquinone. | Chemical communications (Cambridge, England) 20070114 |
| Conformations of adducts formed between the genotoxic benzo[a]pyrene-7,8-dione and nucleosides studied by density functional theory. | Biophysical chemistry 20070101 |
| Variations in product in reactions of naphthoquinone with primary amines. | Beilstein journal of organic chemistry 20070101 |
| Albumin adducts of electrophilic benzene metabolites in benzene-exposed and control workers. | Environmental health perspectives 20070101 |
| Investigating the in vitro metabolism of fipexide: characterization of reactive metabolites using liquid chromatography/mass spectrometry. | Rapid communications in mass spectrometry : RCM 20070101 |
| Comparison of estrogen-derived ortho-quinone and para-quinol concerning induction of oxidative stress. | The Journal of steroid biochemistry and molecular biology 20070101 |
| Enhancement of intracellular gamma-tocopherol levels in cytokine-stimulated C3H 10T1/2 fibroblasts: relation to NO synthesis, isoprostane formation, and tocopherol oxidation. | BMC chemical biology 20070101 |
| Oxidation and chemiluminescence of catechol by hydrogen peroxide in the presence of Co(II) ions and CTAB micelles. | Luminescence : the journal of biological and chemical luminescence 20070101 |
| Degradation of metabolites of benzo[a]pyrene by coupling Penicillium chrysogenum with KMnO4. | Journal of environmental sciences (China) 20070101 |
| Determining protein adducts of fipexide: mass spectrometry based assay for confirming the involvement of its reactive metabolite in covalent binding. | Rapid communications in mass spectrometry : RCM 20070101 |
| Gene expression profiling of cancer stem cell in human lung adenocarcinoma A549 cells. | Molecular cancer 20070101 |
| DNA binding and photocleavage studies of cobalt(III) polypyridine complexes: [Co(en)2PIP]3+, [Co(en)2IP]3+, and [Co(en)2phen-dione]3+. | Bioinorganic chemistry and applications 20070101 |
| Short-lived quinonoid species from 5,6-dihydroxyindole dimers en route to eumelanin polymers: integrated chemical, pulse radiolytic, and quantum mechanical investigation. | Journal of the American Chemical Society 20061206 |
| In vitro anti-tumour effect of 1,10-phenanthroline-5,6-dione (phendione), [Cu(phendione)3](ClO4)2.4H2O and [Ag(phendione)2]ClO4 using human epithelial cell lines. | Chemico-biological interactions 20061201 |
| Penicillamine determination using a tyrosinase micro-rotating biosensor. | Analytica chimica acta 20061124 |
| Biochemical basis of 4-hydroxyanisole induced cell toxicity towards B16-F0 melanoma cells. | Cancer letters 20061118 |
| Catalytic, asymmetric synthesis of 1,4-benzoxazinones: a remarkably enantioselective route to alpha-amino acid derivatives from o-benzoquinone imides. | Angewandte Chemie (International ed. in English) 20061113 |
| One-electron oxidation of catecholamines generates free radicals with an in vitro toxicity correlating with their lifetime. | Free radical biology & medicine 20061015 |
| Ion-exchange voltammetry of dopamine at Nafion-coated glassy carbon electrodes: quantitative features of ion-exchange partition and reassessment on the oxidation mechanism of dopamine in the presence of excess ascorbic acid. | Bioelectrochemistry (Amsterdam, Netherlands) 20061001 |
| Biomimetic oxidation of 3,5-di-tert-butylcatechol by dioxygen via Mn-enhanced base catalysis. | Inorganic chemistry 20060904 |
| Tyrosinase-catalyzed modification of Bombyx mori silk fibroin: grafting of chitosan under heterogeneous reaction conditions. | Journal of biotechnology 20060901 |
| Catechol estrogen quinones as initiators of breast and other human cancers: implications for biomarkers of susceptibility and cancer prevention. | Biochimica et biophysica acta 20060801 |
| Coordination and hydrogen bonded network structures of Cu(II) with mixed ligands: a hybrid hydrogen bonded material, an infinite sandwich arrangement, and a 3-D net. | Dalton transactions (Cambridge, England : 2003) 20060728 |
| Specific determination of As(V) by an acid phosphatase-polyphenol oxidase biosensor. | Analytical chemistry 20060715 |
| Response of human mammary epithelial cells to DNA damage induced by 4-hydroxyequilenin: Lack of p53-mediated G1 arrest. | Chemico-biological interactions 20060710 |
| Myeloperoxidase-catalyzed metabolism of etoposide to its quinone and glutathione adduct forms in HL60 cells. | Chemical research in toxicology 20060701 |
| Biocatalytic synthesis of butein and sulfuretin by Aspergillus alliaceus. | Journal of agricultural and food chemistry 20060628 |
| Outlines of an 'exploding' network of metabolites generated from the fluoroquinolone enrofloxacin by the brown rot fungus Gloeophyllum striatum. | Applied microbiology and biotechnology 20060601 |
| [Study on near-infrared absorption mechanism of alkali lignin]. | Guang pu xue yu guang pu fen xi = Guang pu 20060601 |
| Anion binding by catechols--an NMR, optical and electrochemical study. | Organic & biomolecular chemistry 20060507 |
| Electrochemical oxidation of catechol in the presence of cyclopentadiene. Investigation of electrochemically induced Diels-Alder reactions. | Chemical communications (Cambridge, England) 20060421 |
| Consequences of quercetin methylation for its covalent glutathione and DNA adduct formation. | Chemico-biological interactions 20060415 |
| Calculating molar absorptivities for quinones: application to the measurement of tyrosinase activity. | Analytical biochemistry 20060401 |
| Mechanistic studies of melanogenesis: the influence of N-substitution on dopamine quinone cyclization. | Pigment cell research 20060401 |
| Evaluation of the effect of terpenoid quinones on Trichophyton mentagrophytes by solution and vapor contact. | Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20060401 |
| Health effects in fish of long-term exposure to effluents from wastewater treatment works. | Environmental health perspectives 20060401 |
| Formation of strecker aldehydes from polyphenol-derived quinones and alpha-amino acids in a nonenzymic model system. | Journal of agricultural and food chemistry 20060308 |
| Synthesis, characterization, X-ray structure and DNA photocleavage by cis-dichloro bis(diimine) Co(III) complexes. | Journal of inorganic biochemistry 20060301 |
| Formation of ortho-benzoquinone from sodium benzoate by Pseudomonas mendocina P2d. | Indian journal of experimental biology 20060201 |
| A novel o-aminophenol oxidase responsible for formation of the phenoxazinone chromophore of grixazone. | The Journal of biological chemistry 20060113 |
| Competing roles of aldo-keto reductase 1A1 and cytochrome P4501B1 in benzo[a]pyrene-7,8-diol activation in human bronchoalveolar H358 cells: role of AKRs in P4501B1 induction. | Chemical research in toxicology 20060101 |
| Genetic context determines susceptibility to intraocular pressure elevation in a mouse pigmentary glaucoma. | BMC biology 20060101 |
| An HPLC method for the indirect quantification of a quinone adduct of the drug paroxetine. | Acta poloniae pharmaceutica 20060101 |
| Synthesis of (+/-)-brazilin using IBX. | Organic letters 20051222 |
| New cytotoxic-antineoplastic prenyl-1,2-naphthohydroquinone derivatives. | Bioorganic & medicinal chemistry 20051215 |
| The effect of quercetin and galangin on glutathione reductase. | Biomedical papers of the Medical Faculty of the University Palacky, Olomouc, Czechoslovakia 20051201 |
| Aminoparathion: a highly reactive metabolite of parathion. 1. Reactions with polyphenols and polyphenol oxidase. | Journal of agricultural and food chemistry 20051116 |
| Base selectivity and effects of sequence and DNA secondary structure on the formation of covalent adducts derived from the equine estrogen metabolite 4-hydroxyequilenin. | Chemical research in toxicology 20051101 |
| Theoretical studies on magnetic circular dichroism by the finite perturbation method with relativistic corrections. | The Journal of chemical physics 20051022 |
| Iron accelerates the conversion of dopamine-oxidized intermediates into melanin and provides protection in SH-SY5Y cells. | Journal of neuroscience research 20051001 |
| Enantioselective luminescence quenching of DNA light-switch [Ru(phen)2dppz]2+ by electron transfer to structural homologue [Ru(phendione)2dppz]2+. | The journal of physical chemistry. B 20050915 |
| A trihomoabietane diterpenoid from Plectranthus grandidentatus and an unusual addition of acetone to the ortho-quinone system of cryptotanshinone. | Journal of natural products 20050901 |
| Oxidation of the flavonoid eriodictyol by tyrosinase. | Plant physiology and biochemistry : PPB 20050901 |
| Enzymatic method with polyphenol oxidase for the determination of cysteine and N-acetylcysteine. | Journal of agricultural and food chemistry 20050810 |
| Metabolic activation of polycyclic and heterocyclic aromatic hydrocarbons and DNA damage: a review. | Toxicology and applied pharmacology 20050801 |
| [Infrared spectra and coordinated mode of manganese (II), iron (II), cobalt (II) complexes with dithiolene and 1, 10-phenanthroline-5, 6-dione ligands]. | Guang pu xue yu guang pu fen xi = Guang pu 20050801 |
| The reaction of phenyl radical with molecular oxygen: a G2M study of the potential energy surface. | The journal of physical chemistry. A 20050714 |
| Functionalized [3 + 3]cycloalkynes: substituent effect on self-aggregation by nonplanar pi-pi interactions. | The Journal of organic chemistry 20050708 |
| Radical scavenging activity of dicaffeoyloxycyclohexanes: contribution of an intramolecular interaction of two caffeoyl residues. | Bioorganic & medicinal chemistry 20050701 |
| Flavonoids and alkenylbenzenes: mechanisms of mutagenic action and carcinogenic risk. | Mutation research 20050701 |
| Effects of structure on radical-scavenging abilities and antioxidative activities of tea polyphenols: NMR analytical approach using 1,1-diphenyl-2-picrylhydrazyl radicals. | Journal of agricultural and food chemistry 20050504 |
| Removal of aqueous phenol using immobilized enzymes in a bench scale and pilot scale three-phase fluidized bed reactor. | Bioprocess and biosystems engineering 20050501 |
| Mechanistic studies on the tyrosinase-catalyzed formation of the anachelin chromophore. | Chembiochem : a European journal of chemical biology 20050501 |
| DNA biosensor for detection of Helicobacter pylori using phen-dione as the electrochemically active ligand in osmium complexes. | Analytical chemistry 20050415 |
| Novel, benign, solid catalysts for the oxidation of hydrocarbons. | Philosophical transactions. Series A, Mathematical, physical, and engineering sciences 20050415 |
| A dopaquinone model that mimics the water addition step of cofactor biogenesis in copper amine oxidases. | Journal of the American Chemical Society 20050406 |
| In vitro bioactivation of dihydrobenzoxathiin selective estrogen receptor modulators by cytochrome P450 3A4 in human liver microsomes: formation of reactive iminium and quinone type metabolites. | Chemical research in toxicology 20050401 |
| Microsomal biotransformation of benzo[ghi]perylene, a mutagenic polycyclic aromatic hydrocarbon without a 'classic' bay region. | Chemical research in toxicology 20050401 |
| Synthesis of adducts of o-quinone metabolites of carcinogenic polycyclic aromatic hydrocarbons with 2'-deoxyribonucleosides. | Organic letters 20050317 |
| Synthesis of the core structure of acutumine. | Organic letters 20050317 |
| Chalcones as potent tyrosinase inhibitors: the importance of a 2,4-substituted resorcinol moiety. | Bioorganic & medicinal chemistry 20050117 |
| Rapid and highly sensitive electrochemical determination of alkaline phosphatase using a composite tyrosinase biosensor. | Analytical biochemistry 20050115 |
| Unifying mechanism for toxicity and addiction by abused drugs: electron transfer and reactive oxygen species. | Medical hypotheses 20050101 |
| Synthesis and antimelanoma activity of sterically congested tertiary amide analogues of N-acetyl-4-S-cysteaminylphenol. | Oncology research 20050101 |
| Mechanistic study of ozonation of p-nitrophenol in aqueous solution. | Journal of environmental sciences (China) 20050101 |
| Electrochemical synthesis of dimerizing and nondimerizing orthoquinone monoketals. | The Journal of organic chemistry 20041210 |
| Photooxidation of bisphenol A (BPA) in water in the presence of ferric and carboxylate salts. | Water research 20041101 |
| An organic-phase optical phenol biosensor coupling enzymatic oxidation with chemical reduction. | The Analyst 20041101 |
| Oxidation products of quercetin catalyzed by mushroom tyrosinase. | Bioorganic & medicinal chemistry 20041015 |
| Fe(III)-oxalate complexes induced photooxidation of diethylstilbestrol in water. | Chemosphere 20041001 |
| Syntheses and anti-MRSA activities of the C3 analogs of mansonone F, a potent anti-bacterial sesquiterpenoid: insights into its structural requirements for anti-MRSA activity. | Bioorganic & medicinal chemistry letters 20040906 |
| Total syntheses of (+)-chloropuupehenone and (+)-chloropuupehenol and their analogues and evaluation of their bioactivities. | The Journal of organic chemistry 20040903 |
| The oxidative mechanism of action of ortho-quinone inhibitors of protein-tyrosine phosphatase alpha is mediated by hydrogen peroxide. | Archives of biochemistry and biophysics 20040901 |
| HPLC study of tyrosinase inhibition by thiopronine. | Biomedical chromatography : BMC 20040901 |
| Cellular and genetic analysis of wound healing in Drosophila larvae. | PLoS biology 20040801 |
| Determination of enzyme mechanisms by molecular dynamics: studies on quinoproteins, methanol dehydrogenase, and soluble glucose dehydrogenase. | Protein science : a publication of the Protein Society 20040801 |
| Synthesis and liquid chromatography/tandem mass spectrometric characterization of the adducts of bisphenol A o-quinone with glutathione and nucleotide monophosphates. | Chemical research in toxicology 20040801 |
| Synthesis and antitumor activity of quinonoid derivatives of cannabinoids. | Journal of medicinal chemistry 20040715 |
| Kinetic analysis of catechin oxidation by polyphenol oxidase at neutral pH. | Biochemical and biophysical research communications 20040702 |
| The reaction of bisphenol A 3,4-quinone with DNA. | Biochemical and biophysical research communications 20040625 |
| Equine estrogen metabolite 4-hydroxyequilenin induces anchorage-independent growth of human mammary epithelial MCF-10A cells: differential gene expression. | Mutation research 20040604 |
| Effects of alcoholic solvents on antiradical abilities of protocatechuic acid and its alkyl esters. | Bioscience, biotechnology, and biochemistry 20040601 |
| The structure of a biosynthetic intermediate of pyrroloquinoline quinone (PQQ) and elucidation of the final step of PQQ biosynthesis. | Journal of the American Chemical Society 20040505 |
| Initiating activity of 4-chlorobiphenyl metabolites in the resistant hepatocyte model. | Toxicological sciences : an official journal of the Society of Toxicology 20040501 |
| Diels-Alder reactions of masked o-benzoquinones: new experimental findings and a theoretical study of the inverse electron demand case. | The Journal of organic chemistry 20040402 |
| Flow injection analysis of gallic acid with inhibited electrochemiluminescence detection. | Analytical and bioanalytical chemistry 20040401 |
| Association between the glutathione S-transferase M1 gene deletion and female methamphetamine abusers. | American journal of medical genetics. Part B, Neuropsychiatric genetics : the official publication of the International Society of Psychiatric Genetics 20040401 |
| Characterization of glutathione conjugates of the remoxipride hydroquinone metabolite NCQ-344 formed in vitro and detection following oxidation by human neutrophils. | Chemical research in toxicology 20040401 |
| Alpha-conidendrin as a source for preparation of sikkimotoxin derivatives. | Journal of natural products 20040401 |
| Identification of 2,3-diaminophenazine and of o-benzoquinone dioxime as the major in vitro metabolites of benzofuroxan. | Xenobiotica; the fate of foreign compounds in biological systems 20040401 |
| Synthesis of the o-quinones and other oxidized metabolites of polycyclic aromatic hydrocarbons implicated in carcinogenesis. | The Journal of organic chemistry 20040319 |
| Metabolism and DNA binding studies of 4-hydroxyestradiol and estradiol-3,4-quinone in vitro and in female ACI rat mammary gland in vivo. | Carcinogenesis 20040201 |
| Metal-induced tautomerization of p- to o-quinone compounds: experimental evidence from CuI and ReI complexes of azophenine and DFT studies. | Chemistry (Weinheim an der Bergstrasse, Germany) 20040105 |
| Chemical reactivity as a tool to study carcinogenicity: reaction between estradiol and estrone 3,4-quinones ultimate carcinogens and guanine. | Journal of chemical information and computer sciences 20040101 |
| Kinetic study of the oxidation of quercetin by mushroom tyrosinase. | Journal of agricultural and food chemistry 20031217 |
| Nitric oxide promotes strong cytotoxicity of phenolic compounds against Escherichia coli: the influence of antioxidant defenses. | Free radical biology & medicine 20031201 |
| Total syntheses of sesterpenic acids: refuted (+/-)-bilosespenes A and B. | Organic letters 20031127 |
| Oxidative conjugation of chlorogenic acid with glutathione. Structural characterization of addition products and a new nitrite-Promoted pathway. | Bioorganic & medicinal chemistry 20031103 |
| Oxidative DNA damage induced by benz[a]anthracene metabolites via redox cycles of quinone and unique non-quinone. | Chemical research in toxicology 20031101 |
| Synthesis, cytotoxicity and antiviral activity of podophyllotoxin analogues modified in the E-ring. | European journal of medicinal chemistry 20031001 |
| Formation of para-quinomethanes via 4-aminobutylcatechol oxidation and ortho-quinone tautomerism. | Organic & biomolecular chemistry 20030907 |
| Structure of the phenylhydrazine adduct of the quinohemoprotein amine dehydrogenase from Paracoccus denitrificans at 1.7 A resolution. | Acta crystallographica. Section D, Biological crystallography 20030901 |
| Oxidized quercetin reacts with thiols rather than with ascorbate: implication for quercetin supplementation. | Biochemical and biophysical research communications 20030829 |
| Two polycyclic aromatic hydrocarbon o-quinone reductases from a pyrene-degrading Mycobacterium. | Archives of biochemistry and biophysics 20030815 |
| Catalytic oxidation of acetaminophen by tyrosinase in the presence of L-proline: a kinetic study. | Archives of biochemistry and biophysics 20030815 |
| Dopamine prevents nitration of tyrosine hydroxylase by peroxynitrite and nitrogen dioxide: is nitrotyrosine formation an early step in dopamine neuronal damage? | The Journal of biological chemistry 20030801 |
| Mechanistic studies of catechol generation from secondary quinone amines relevant to indole formation and tyrosinase activation. | Pigment cell research 20030801 |
| Quantification of acetaminophen by oxidation with tyrosinase in the presence of Besthorn's hydrazone. | Analytical biochemistry 20030715 |
| In silico studies of the mechanism of methanol oxidation by quinoprotein methanol dehydrogenase. | Journal of the American Chemical Society 20030709 |
| Antiestrogenic and DNA damaging effects induced by tamoxifen and toremifene metabolites. | Chemical research in toxicology 20030701 |
| The IFPCS presidential lecture: a chemist's view of melanogenesis. | Pigment cell research 20030601 |
| Effect of halogenated substituents on the metabolism and estrogenic effects of the equine estrogen, equilenin. | Chemical research in toxicology 20030601 |
| Aldehydic DNA lesions induced by catechol estrogens in calf thymus DNA. | Carcinogenesis 20030601 |
| Radical formation and coupling of hydroxycinnamic acids containing 1,2-dihydroxy substituents. | Bioorganic chemistry 20030601 |
| Synthesis and characterization of model compounds of the lysine tyrosyl quinone cofactor of lysyl oxidase. | Journal of the American Chemical Society 20030521 |
| Regioselectivity for condensation reactions of quinonoid models of tryptophan tryptophylquinone: a density functional theory study. | The Journal of organic chemistry 20030502 |
| Catechol estrogen 4-hydroxyequilenin is a substrate and an inhibitor of catechol-O-methyltransferase. | Chemical research in toxicology 20030501 |
| Tyrosinase autoactivation and the chemistry of ortho-quinone amines. | Accounts of chemical research 20030501 |
| Electrophoretic analysis of quinone anion radicals in acetonitrile solutions using an on-line radical generator. | Electrophoresis 20030501 |
| Regioselective substitution of 6,7-dichloroquinoline-5,8-dione: synthesis and X-ray crystal structure of 4a,10,11-triazabenzo[3,2-a]fluorene-5,6-diones. | Bioorganic & medicinal chemistry 20030417 |
| 3-hydroxykynurenine as a substrate/activator for mushroom tyrosinase. | Archives of biochemistry and biophysics 20030415 |
| Investigation of the regio- and stereo-selectivity of deoxyguanosine linkage to deuterated 2-hydroxyestradiol by using liquid chromatography/ESI-ion trap mass spectrometry. | Journal of the American Society for Mass Spectrometry 20030401 |
| Electrochemical sensor for predicting transformer overload by phenol measurement. | Talanta 20030310 |
| A new valence tautomerism example in an electroactive ferrocene substituted triphenylmethyl radical. | Journal of the American Chemical Society 20030212 |
| Metabolic activation of 3-hydroxyanisole by isolated rat hepatocytes. | Chemico-biological interactions 20030106 |
| Synthesis and antimelanoma activity of tertiary amide analogues of N-acetyl-4-S-cysteaminylphenol. | Oncology research 20030101 |
| Enzymatic synthesis of 3'-hydroxyacetaminophen catalyzed by tyrosinase. | Biotechnology progress 20030101 |
| Tyrosinase-mediated oxidation of acetaminophen to 4-acetamido-o-benzoquinone. | Biological chemistry 20021201 |
| Structural systematics for o-C(6)H(4)XY ligands with X,Y= O, NH, and S donor atoms. o-iminoquinone and o-iminothioquinone complexes of ruthenium and osmium. | Inorganic chemistry 20021104 |
| Accumulation of epigallocatechin quinone dimers during tea fermentation and formation of theasinensins. | Journal of natural products 20021101 |
| Metabolic activation of 4-hydroxyanisole by isolated rat hepatocytes. | Drug metabolism and disposition: the biological fate of chemicals 20021001 |
| Formation of novel toxic compounds from oxidative interaction between salsolinol and cysteine. | Journal of pharmaceutical and biomedical analysis 20020905 |
| Applicability of MNDO techniques AM1 and PM3 to ring-structured polymers. | Journal of computational chemistry 20020901 |
| In vitro protein-polysaccharide conjugation: tyrosinase-catalyzed conjugation of gelatin and chitosan. | Biopolymers 20020901 |
| Synthesis and ligand-based mixed valency of cis- and trans-Cr(III)(X(4)SQ)(X(4)Cat)(L)(n) (X = Cl and Br, n = 1 or 2) complexes: effects of solvent media on intramolecular charge distribution and ligand dissociation of Cr(III)(X(4)SQ)(3). | Inorganic chemistry 20020826 |
| A family of vanadate esters of monoionized and diionized aromatic 1,2-diols: synthesis, structure, and redox activity. | Inorganic chemistry 20020826 |
| Prooxidant activity of free radicals derived from phenol-containing neurotransmitters. | Toxicology 20020801 |
| Prooxidant activity and cellular effects of the phenoxyl radicals of dietary flavonoids and other polyphenolics. | Toxicology 20020801 |
| Redox reaction between amino-(3,4-dihydroxyphenyl)methyl phosphonic acid and dopaquinone is responsible for the apparent inhibitory effect on tyrosinase. | European journal of biochemistry 20020801 |
| Activation of polycyclic aromatic hydrocarbon trans-dihydrodiol proximate carcinogens by human aldo-keto reductase (AKR1C) enzymes and their functional overexpression in human lung carcinoma (A549) cells. | The Journal of biological chemistry 20020705 |
| A metabolic activation mechanism of 7H-dibenzo[c,g]carbazole via o-quinone. Part 2: covalent adducts of 7H-dibenzo[c,g]carbazole-3,4-dione with nucleic acid bases and nucleosides. | Chemical research in toxicology 20020701 |
| Kinetic study of the oxidation of catechol by aqueous copper(II). | Inorganic chemistry 20020617 |
| Flash photolytic generation and study of p-quinone methide in aqueous solution. An estimate of rate and equilibrium constants for heterolysis of the carbon-bromine bond in p-hydroxybenzyl bromide. | Journal of the American Chemical Society 20020605 |
| Mechanistic implications of variable stoichiometries of oxygen consumption during tyrosinase catalyzed oxidation of monophenols and o-diphenols. | Biochimica et biophysica acta 20020520 |
| Selective inhibition of Fe- versus Cu/Zn-superoxide dismutases by 2,3-dihydroxybenzoic acid derivatives. | Chemical & pharmaceutical bulletin 20020501 |
| Catecholase activity of a series of dicopper(II) complexes with variable Cu-OH(phenol) moieties. | Inorganic chemistry 20020408 |
| Density functional theory study of the cycloaddition reaction of furan derivatives with masked o-benzoquinones. Does the furan act as a dienophile in the cycloaddition reaction? | The Journal of organic chemistry 20020208 |
| Catechol estrogen metabolites and conjugates in different regions of the prostate of Noble rats treated with 4-hydroxyestradiol: implications for estrogen-induced initiation of prostate cancer. | Carcinogenesis 20020201 |
| Material properties of polymerized NDGA-collagen composite fibers: development of biologically based tendon constructs. | Biomaterials 20020101 |
| Catechol and hydroquinone have different redox properties responsible for their differential DNA-damaging ability. | Chemical research in toxicology 20020101 |
| Synthesis and reactivity of potential toxic metabolites of tamoxifen analogues: droloxifene and toremifene o-quinones. | Chemical research in toxicology 20011201 |
| Equine estrogen metabolite 4-hydroxyequilenin induces DNA damage in the rat mammary tissues: formation of single-strand breaks, apurinic sites, stable adducts, and oxidized bases. | Chemical research in toxicology 20011201 |
| Stable isotope-labeling studies on the oxidative coupling of caffeic acid via o-quinone. | Bioscience, biotechnology, and biochemistry 20011201 |
| Pulse radiolysis studies of ortho-quinone chemistry relevant to melanogenesis. | Journal of photochemistry and photobiology. B, Biology 20011115 |
| Antioxidant mechanism of carnosic acid: structural identification of two oxidation products. | Journal of agricultural and food chemistry 20011101 |
| Tyrosinase action on monophenols: evidence for direct enzymatic release of o-diphenol. | Biochimica et biophysica acta 20010813 |
| Amplification of amperometric biosensor responses by electrochemical substrate recycling. 3. Theoretical and experimental study of the phenol-polyphenol oxidase system immobilized in Laponite hydrogels and layer-by-layer self-assembled structures. | Analytical chemistry 20010715 |
| Analysis and interpretation of the action mechanism of mushroom tyrosinase on monophenols and diphenols generating highly unstable o-quinones. | Biochimica et biophysica acta 20010709 |
| Detection of zeptomolar concentrations of alkaline phosphatase based on a tyrosinase and horse-radish peroxidase bienzyme biosensor. | Talanta 20010706 |
| Catechin metabolism: glutathione conjugate formation catalyzed by tyrosinase, peroxidase, and cytochrome p450. | Chemical research in toxicology 20010701 |
| Stable expression of rat dihydrodiol dehydrogenase (AKR1C9) in human breast MCF-7 cells results in the formation of PAH-o-quinones and enzyme mediated cell death. | Chemical research in toxicology 20010701 |
| Elaboration and characterization of spatially controlled assemblies of complementary polyphenol oxidase-alkaline phosphatase activities on electrodes. | Analytical chemistry 20010701 |
| Analysis of potential biomarkers of estrogen-initiated cancer in the urine of Syrian golden hamsters treated with 4-hydroxyestradiol. | Carcinogenesis 20010601 |
| Quinone isomers of the WS-5995 antibiotics: synthetic antitumor agents that inhibit macromolecule synthesis, block nucleoside transport, induce DNA fragmentation, and decrease the growth and viability of L1210 leukemic cells more effectively than ellagic acid and genistein in vitro. | Anti-cancer drugs 20010601 |
| Possible role of salsolinol quinone methide in the decrease of RCSN-3 cell survival. | Biochemical and biophysical research communications 20010525 |
| Structure-activity study on the quinone/quinone methide chemistry of flavonoids. | Chemical research in toxicology 20010401 |
| A bioactive metabolite of benzo[a]pyrene, benzo[a]pyrene-7,8-dione, selectively alters microsomal Ca2+ transport and ryanodine receptor function. | Molecular pharmacology 20010301 |
| Peroxidative metabolism of apigenin and naringenin versus luteolin and quercetin: glutathione oxidation and conjugation. | Free radical biology & medicine 20010215 |
| Kinetics and mechanism of the oxidation of a substituted phenol by a superoxochromium(III) ion. | Inorganic chemistry 20010212 |
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