Quantitative structure-metabolism relationship analyses of MAO-mediated toxication of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine and analogues.

abstract：:Estrogen replacement therapy has been correlated with an increased risk of developing breast or endometrial cancer. 4-Hydroxyequilenin (4-OHEN) is a catechol metabolite of equilenin which is a minor component of the estrogen replacement formulation marketed under the name of Premarin (Wyeth-Ayerst). Previously, we sho...

journal_title：Chemical research in toxicology

authors： Chen Y,Liu X,Pisha E,Constantinou AI,Hua Y,Shen L,van Breemen RB,Elguindi EC,Blond SY,Zhang F,Bolton JL

更新日期：2000-05-01 00:00:00

abstract：:Previously, we identified two distinct metabonomic phenotypes in Sprague-Dawley rats sourced from two different rooms (colonies) in the Charles River, Raleigh facility [Robosky, L. C., Wells, D. F., Egnash, L. A., Manning, M. L., Reily, M. D., and Robertson, D. G. (2005) Metabonomic identification of two distinct phen...

journal_title：Chemical research in toxicology

authors： Rohde CM,Wells DF,Robosky LC,Manning ML,Clifford CB,Reily MD,Robertson DG

更新日期：2007-10-01 00:00:00

abstract：:The use of powerful analytical technologies to detect endogenous carbonyls formed as byproducts of oxidative cell injury has revealed that these species contribute to many human diseases. As electrophiles, they are attacked by reactive centers in cell macromolecules to form adducts, the levels of which serve as useful...

journal_title：Chemical research in toxicology

authors： Burcham PC

更新日期：2008-04-01 00:00:00

abstract：:Lesion-induced thermodynamic destabilization is believed to facilitate β-hairpin intrusion by the human XPC/hHR23B nucleotide excision repair (NER) recognition factor, accompanied by partner-base flipping, as suggested by the crystal structure of the yeast orthologue (Min, J. H., and Pavletich, N. P. (2007) Nature 449...

journal_title：Chemical research in toxicology

authors： Zheng H,Cai Y,Ding S,Tang Y,Kropachev K,Zhou Y,Wang L,Wang S,Geacintov NE,Zhang Y,Broyde S

更新日期：2010-12-20 00:00:00

abstract：:Mitomycin C (MMC) is a genotoxic cancer chemotherapeutic agent that reacts principally at the N2 position of guanine to form one of two predominant monoadducts, or a G-G interstrand cross-link at CpG sites, or a G-G intrastrand cross-link at GpG sites. Previous studies of MMC adduction have principally used very short...

journal_title：Chemical research in toxicology

authors： Warren AJ,Hamilton JW

更新日期：1996-10-01 00:00:00

abstract：:3-Chloro-4-(chloromethyl)-5-hydroxy-2(5H)-furanone (CMCF) is a strong direct acting bacterial mutagen found in chlorine-disinfected drinking water. We studied the reaction of CMCF with 2-deoxyadenosine in buffered aqueous solutions and found that three main adducts were formed. The adducts were isolated and purified b...

journal_title：Chemical research in toxicology

authors： Munter T,Le Curieux F,Sjöholm R,Kronberg L

更新日期：1999-12-01 00:00:00

abstract：:Previous studies suggested that lamotrigene (LTG) underwent bioactivation to a reactive aryl epoxide intermediate in rats. Nevertheless, definitive structures of these thioether conjugates, which are often needed to substantiate the mechanism of bioactivation and identity of reactive intermediate(s), were not fully es...

journal_title：Chemical research in toxicology

authors： Chen H,Grover S,Yu L,Walker G,Mutlib A

更新日期：2010-01-01 00:00:00

abstract：:We have reported [Correia et al. (1987) Arch. Biochem. Biophys. 258, 436-443] that administration of 3,5-dicarbethoxy-4-ethyl-2,6-dimethyl-1,4-dihydropyridine (DDEP) to untreated, phenobarbital (PB) pretreated, or dexamethasone (DEX) pretreated rats results in relatively selective inactivation of cytochrome P-450 (P-4...

journal_title：Chemical research in toxicology

authors： Sugiyama K,Yao K,Rettie AE,Correia MA

更新日期：1989-11-01 00:00:00

abstract：:By the action of UVA light, fluphenazine reacted with nucleophiles through a mechanism involving defluorination of its trifluoromethyl group, giving rise to carboxylic acid derivatives that were easily detected by electrospray mass spectrometry. This photoreaction took place with alcohols, sulphydryls, and amines. Whe...

journal_title：Chemical research in toxicology

authors： Caffieri S,Miolo G,Seraglia R,Dalzoppo D,Toma FM,van Henegouwen GM

更新日期：2007-10-01 00:00:00

abstract：:Organic electrophiles have been recognized as important components of the exposome that can be characterized as cumulative totality of exposure in the organism in response to environmental perturbation. For such compounds, chemical reactivity may contribute significantly to the toxicological profile through covalent a...

journal_title：Chemical research in toxicology

authors： Böhme A,Laqua A,Schüürmann G

更新日期：2016-06-20 00:00:00

abstract：:The Escherichia coli NarI restriction enzyme recognition site 5'G1G2C3G4C5C63' is a mutational hotspot for -2 deletions in E. coli plasmid pBR322, resulting in the sequence 5'GGCC3' when G4 is modified by the aromatic amine N-2-(acetyl)aminofluorene (AAF) [Burnouf, D., Koehl, P., and Fuchs, R. P. P. (1995) Proc. Natl....

journal_title：Chemical research in toxicology

authors： Roy D,Hingerty BE,Shapiro R,Broyde S

更新日期：1998-11-01 00:00:00

abstract：:2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD), 1-nitropyrene (1-NP), and benzo[a]pyrene (BaP) are toxic environmental pollutants. TCDD was shown to suppress p53 expression in response to genotoxic stress and hypoxic conditions. However, the mechanism of TCDD's actions is not clearly understood. Our data showed that pretr...

journal_title：Chemical research in toxicology

authors： Su JG,Huang MC,Chen FY

更新日期：2011-12-19 00:00:00

abstract：:So far, there is limited information on biotransformation mechanisms and products of polar contaminants in freshwater crustaceans. In the present study, metabolites of biocides and pharmaceuticals formed in Gammarus pulex and Daphnia magna were identified using liquid chromatography-high resolution mass spectrometry. ...

journal_title：Chemical research in toxicology

authors： Jeon J,Kurth D,Hollender J

更新日期：2013-03-18 00:00:00

abstract：:Iron in iron overload disease is present as non-transferrin-bound iron, consisting of iron, citrate, and albumin. We investigated the redox properties of iron citrate by electrochemistry, by the kinetics of its reaction with ascorbate, by ESR, and by analyzing the products of reactions of ascorbate with iron citrate c...

journal_title：Chemical research in toxicology

authors： Adam FI,Bounds PL,Kissner R,Koppenol WH

更新日期：2015-04-20 00:00:00

abstract：:Flavonols are potent naturally occurring antioxidants. Chemical oxidation reactions in combination with modern spectroscopic techniques have been employed to identify oxidized flavonoid products. Although many oxidized derivatives have been generated from commercially available starting materials, few studies have dev...

journal_title：Chemical research in toxicology

authors： Krishnamachari V,Levine LH,Zhou C,Paré PW

更新日期：2004-06-01 00:00:00

abstract：:3-(2-Deoxy-beta-D-erythro-pentofuranosyl)-6-hydroxy-5,6,7,8-tetrahydropyrimido[1,2-a]purin-10(3H)-one is formed in low yield by the reaction of acrolein with 2'-deoxyguanosine. The nucleoside and an oligodeoxynucleotide containing it have been synthesized. For preparation of the nucleoside 2'-deoxyguanosine was alkyla...

journal_title：Chemical research in toxicology

authors： Nechev LV,Kozekov ID,Brock AK,Rizzo CJ,Harris TM

更新日期：2002-05-01 00:00:00

abstract：:Cytochrome P450 2F1 (P450 2F1) is expressed exclusively in the human respiratory tract and is implicated in 3-methylindole (3MI)-induced pneumotoxicity via dehydrogenation of 3MI to a reactive electrophilic intermediate, 3-methyleneindolenine (3-MEI). Studies of P450 2F1 to date have been limited by the failure to exp...

journal_title：Chemical research in toxicology

authors： Behrendorff JB,Moore CD,Kim KH,Kim DH,Smith CA,Johnston WA,Yun CH,Yost GS,Gillam EM

更新日期：2012-09-17 00:00:00

abstract：:Hydrazyl radical intermediates have been suggested as important intermediates in the biochemistry of hydrazides and hydrazines. Although spin-trapping studies have intercepted those species previously, there has been no report of the direct observation of the unstable hydrazyl radicals of isoniazid and iproniazid. We ...

journal_title：Chemical research in toxicology

authors： Sipe HJ Jr,Jaszewski AR,Mason RP

更新日期：2004-02-01 00:00:00

abstract：:Antineoplastic therapy with anthracyclines like doxorubicin (DOX) and daunorubicin (DNR) is limited by the possible development of a dose-related cardiomyopathy. Secondary alcohol metabolites like doxorubicinol (DOXol) and daunorubicinol (DNRol), formed by cytoplasmic two-electron reductases, have been implicated as p...

journal_title：Chemical research in toxicology

authors： Silvestrini A,Meucci E,Vitali A,Giardina B,Mordente A

更新日期：2006-11-01 00:00:00

abstract：:A new method was developed to quantify the levels of 1,3-butadiene (BD), butadiene monoxide (BDO), and butadiene diepoxide (BDO2) in blood. The method was based on vacuum distillation of tissues followed by analysis of the distillates using multidimensional GC/MS. Metabolites isolated from blood by vacuum distillation...

journal_title：Chemical research in toxicology

authors： Bechtold WE,Strunk MR,Thornton-Manning JR,Henderson RF

更新日期：1995-03-01 00:00:00

abstract：:Spin adducts are observed when the unfiltered smoke produced during the aerobic pyrolysis of perfluoro polymers (PFP) is bubbled through a solution of the ESR spin trap alpha-phenyl-N-tert-butylnitrone (PBN). The spin adducts include those from an oxy radical and the fluorine atom, and in addition the spin trap is oxi...

journal_title：Chemical research in toxicology

authors： Lachocki TM,Nuggehalli SK,Scherer KV,Church DF,Pryor WA

更新日期：1989-05-01 00:00:00

abstract：:A model protein, ribonuclease A (bovine pancreas), was examined for its ability to coordinate Ni2+ and promote selective oxidation. In the presence of a peracid such as monopersulfate, HSO5-, nickel induced the monomeric RNase A to form dimers, trimers, tetramers, and higher oligomers without producing fragmentation o...

journal_title：Chemical research in toxicology

authors： Gill G,Richter-Rusli AA,Ghosh M,Burrows CJ,Rokita SE

更新日期：1997-03-01 00:00:00

abstract：:Cholyl adenylate is a putative intermediate for biosynthesis of cholic acid-coenzyme A (CoA) thioester conjugates by acyl-CoA synthetase. Early studies showed the conjugated acid anhydride moiety of cholyl adenylate to be reactive, attacking proteins to form protein-cholic acid adducts. In the present study, to clarif...

journal_title：Chemical research in toxicology

authors： Takamura-Enya T,Mano N,Kawahara N,Goto J,Wakabayashi K

更新日期：2005-11-01 00:00:00

abstract：:Carcinogens induce complex transcriptional responses in cells that may hold key mechanistic information. Benzo(a)pyrene (BaP) modulation of transcription may occur through the activation of the aryl hydrocarbon receptor (AHR) or through responses to DNA damage. To characterize further the expression profiles induced b...

journal_title：Chemical research in toxicology

authors： Hockley SL,Arlt VM,Brewer D,Te Poele R,Workman P,Giddings I,Phillips DH

更新日期：2007-12-01 00:00:00

abstract：:The reaction of the alpha, beta-unsaturated ketones methyl vinyl ketone (MVK) and ethyl vinyl ketone (EVK) with nucleosides and 5'-mononucleotides was studied. The genotoxic activity of MVK and EVK in the SOS Chromotest was investigated. Three different types of adducts with deoxyguanosine were found and their structu...

journal_title：Chemical research in toxicology

authors： Eder E,Hoffman C,Deininger C

更新日期：1991-01-01 00:00:00

abstract：:Deoxynivalenol (DON) is a trichothecene mycotoxin that is produced by several species of Fusarium, which may infect grain crops. DON, as well as other type-B trichothecenes, contain an α,β-unsaturated carbonyl group that may react with sulfhydryl groups in, for example, amino acids and peptides. Such conjugates have b...

journal_title：Chemical research in toxicology

authors： Uhlig S,Ivanova L,Miles CO

更新日期：2020-02-17 00:00:00

abstract：:A series of tether-linked bis netropsins have been synthesized in order to assess the phasing problem, which arises because of the lack of dimensional correspondence between oligopeptides and oligonucleotides in DNA binding characteristics. The consequences of incorporating variable-length flexible and rigid tethers [...

journal_title：Chemical research in toxicology

authors： Kissinger KL,Dabrowiak JC,Lown JW

更新日期：1990-03-01 00:00:00

abstract：:The number of consumer products containing nanoparticles (NPs) experienced a rapid increase during the past decades. However, most studies of nanosafety have been conducted using only pure NPs produced in the laboratory, while the interactions with other ingredients in consumer products have rarely been considered so ...

journal_title：Chemical research in toxicology

authors： Geppert M,Schwarz A,Stangassinger LM,Wenger S,Wienerroither LM,Ess S,Duschl A,Himly M

更新日期：2020-05-18 00:00:00

abstract：:The regulation of cellular stress responses to electrophiles and oxidants is mediated by the transcription factor NF-E2-related factor 2 (Nrf2), which, in turn, is regulated by CUL-E3 (CUL3) ligase-mediated ubiquitylation. The Kelch-like ECH-associated protein 1 (Keap1) serves as an adapter between CUL3 and Nrf2. We u...

journal_title：Chemical research in toxicology

authors： Rachakonda G,Xiong Y,Sekhar KR,Stamer SL,Liebler DC,Freeman ML

更新日期：2008-03-01 00:00:00

abstract：:Adverse effects of drugs (AEDs) continue to be a major cause of drug withdrawals in both development and postmarketing. While liver-related AEDs are a major concern for drug safety, there are few in silico models for predicting human liver toxicity for drug candidates. We have applied the quantitative structure-activi...

journal_title：Chemical research in toxicology

authors： Rodgers AD,Zhu H,Fourches D,Rusyn I,Tropsha A

更新日期：2010-04-19 00:00:00