Orientation of the crotonaldehyde-derived N2-[3-Oxo-1(S)-methyl-propyl]-dG DNA adduct hinders interstrand cross-link formation in the 5'-CpG-3' sequence.

abstract：:Pentachlorophenol (PCP) was shown to function as a reducing substrate for horseradish peroxidase (HRP) and to stimulate the HRP-catalyzed reduction of 5-phenyl-4-penten-1-yl hydroperoxide (PPHP) to 5-phenyl-4-penten-1-ol. HRP catalyzed the hydroperoxide-dependent oxidation of PCP, using H2O2, PPHP, or ethyl hydroperox...

journal_title：Chemical research in toxicology

authors： Samokyszyn VM,Freeman JP,Maddipati KR,Lloyd RV

更新日期：1995-04-01 00:00:00

abstract：:DNA-DNA cross-linking by 1,2,3,4-diepoxybutane (DEB) is considered the molecular basis for its potent cytotoxic and genotoxic effects. DEB reactions with DNA initially lead to N7-(2'-hydroxy-3',4'-epoxybut-1'-yl)-guanine monoadducts, which can then alkylate neighboring DNA bases to form bifunctional lesions. We recent...

journal_title：Chemical research in toxicology

authors： Tretyakova N,Livshits A,Park S,Bisht B,Goggin M

更新日期：2007-02-01 00:00:00

abstract：:1,2,3,4-Diepoxybutane (DEB) is a prominent carcinogenic metabolite of 1,3-butadiene (1,3-BD), an important industrial chemical and an environmental pollutant found in cigarette smoke and automobile exhaust. DEB is capable of inducing a variety of genotoxic effects, including point mutations, large deletions, and chrom...

journal_title：Chemical research in toxicology

authors： Park S,Hodge J,Anderson C,Tretyakova N

更新日期：2004-12-01 00:00:00

abstract：:The clinically used antitumor antibiotic mitomycin C requires a reductive activation to be converted to a bis-electrophile that forms several covalent adducts with DNA, including an interstrand cross-link which is considered to be the lesion responsible for the cytotoxic effects of the drug. Enzymes such as cytochrome...

journal_title：Chemical research in toxicology

authors： Paz MM

更新日期：2009-10-01 00:00:00

abstract：:The DNA alkylating mechanism of PNU-159682 (PNU), a highly potent metabolite of the anthracycline nemorubicin, was investigated by gel-electrophoretic, HPLC-UV, and micro-HPLC/mass spectrometry (MS) measurements. PNU quickly reacted with double-stranded oligonucleotides, but not with single-stranded sequences, to form...

journal_title：Chemical research in toxicology

authors： Scalabrin M,Quintieri L,Palumbo M,Riccardi Sirtori F,Gatto B

更新日期：2017-02-20 00:00:00

abstract：:The current study examined the bioactivation potential of a nonpeptidyl thrombopoietin receptor agonist, 1-(3-chloro-5-((4-(4-fluoro-3-(trifluoromethyl)phenyl)thiazol-2-yl)carbamoyl)pyridine-2-yl)piperidine-4-carboxylic acid (1), containing a 2-carboxamido-4-arylthiazole moiety in the core structure. Toxicological ris...

journal_title：Chemical research in toxicology

authors： Kalgutkar AS,Driscoll J,Zhao SX,Walker GS,Shepard RM,Soglia JR,Atherton J,Yu L,Mutlib AE,Munchhof MJ,Reiter LA,Jones CS,Doty JL,Trevena KA,Shaffer CL,Ripp SL

更新日期：2007-12-01 00:00:00

abstract：:2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) is a heterocyclic aromatic amine that is formed during the cooking of meats and poultry. PhIP is a carcinogen in rodents and a potential human carcinogen. Several short-term biomarkers of PhIP have been established for human biomonitoring, but validated long-term ...

journal_title：Chemical research in toxicology

authors： Peng L,Turesky RJ

更新日期：2011-11-21 00:00:00

abstract：:Purine deoxyribonucleoside 3'-phosphates were reacted separately with the four configurational isomers of benzo[c]phenanthrene 3,4-dihydrodiol 1,2-epoxide. Products resulting from the cis and trans opening of the epoxide ring by the exocyclic amino groups of deoxyadenosine and deoxyguanosine 3'-phosphates were separat...

journal_title：Chemical research in toxicology

authors： Canella KA,Peltonen K,Yagi H,Jerina DM,Dipple A

更新日期：1992-09-01 00:00:00

abstract：:Nitrogen mustards (NM) are an important class of chemotherapeutic drugs used in the treatment of malignant tumors. The accepted mechanism of action of NM is through the alkylation of DNA bases. NM-adducts block DNA replication in cancer cells by forming cytotoxic DNA interstrand cross-links. We previously characterize...

journal_title：Chemical research in toxicology

authors： Chen H,Cui Z,Hejazi L,Yao L,Walmsley SJ,Rizzo CJ,Turesky RJ

更新日期：2020-04-20 00:00:00

abstract：:alpha-Sulfate trans-tamoxifen and alpha-sulfate cis-tamoxifen were synthesized as proposed active metabolites of tamoxifen that react with DNA. alpha-Acetoxytamoxifen was prepared as a model-activated form to produce a reactive carbocation. Calf thymus DNA was reacted with alpha-hydroxytamoxifen or the activated forms...

journal_title：Chemical research in toxicology

authors： Dasaradhi L,Shibutani S

更新日期：1997-02-01 00:00:00

abstract：:Allyl alcohol (AA) is one of the environmental pollutants used as a herbicide and industrial chemical. AA undergoes enzymatic oxidation in vivo to form Acrolein (Acr), a highly reactive and ubiquitous environmental toxicant. The exposure to AA/Acr has detrimental effects on cells and is highly fatal. In corroboration ...

journal_title：Chemical research in toxicology

authors： Golla U,Bandi G,Tomar RS

更新日期：2015-06-15 00:00:00

abstract：:Coumadin (R/S-warfarin) anticoagulant therapy poses a risk to over 50 million Americans, in part due to interpersonal variation in drug metabolism. Consequently, it is important to understand how metabolic capacity is influenced among patients. Cytochrome P450s (P450 or CYP for a specific isoform) catalyze the first m...

journal_title：Chemical research in toxicology

authors： Jones DR,Kim SY,Guderyon M,Yun CH,Moran JH,Miller GP

更新日期：2010-05-17 00:00:00

abstract：:The tremendous demand of the market for carbon nanotubes has led to their massive production that presents an increasing risk through occupational exposure. Lung deposition of carbon nanotubes is known to cause acute localized pulmonary adverse effects. However, systemic cardiovascular damages associated with acute pu...

journal_title：Chemical research in toxicology

authors： Chen R,Zhang L,Ge C,Tseng MT,Bai R,Qu Y,Beer C,Autrup H,Chen C

更新日期：2015-03-16 00:00:00

abstract：:The efficacy of 3-tert-butyl-4-hydroxyanisole (BHA) as a chemopreventive agent against chemically induced cancer or toxicity may involve the direct modulation of cytochrome P-450 dependent monooxygenase function. This hypothesis was investigated by using purified rabbit cytochrome P-450IA2 and P-450IIB4 in a reconstit...

journal_title：Chemical research in toxicology

authors： Rodrigues AD,Fernandez D,Nosarzewski MA,Pierce WM Jr,Prough RA

更新日期：1991-05-01 00:00:00

abstract：:The hydroperoxide of linoleic acid (13-HPODE) degrades to 9,12-dioxo-10(E)-dodecenoic acid (DODE), which readily modifies proteins. This study identified the major proteins in MCF7 cells modified by DODE. To reduce false positives, three methods were used to identify DODE-modified proteins. First, cells were treated w...

journal_title：Chemical research in toxicology

authors： Slade PG,Williams MV,Brahmbhatt V,Dash A,Wishnok JS,Tannenbaum SR

更新日期：2010-03-15 00:00:00

abstract：:The issue of the safety of drug metabolites in humans is a complex one. In this commentary, a proposal is made regarding how to deal with drug metabolites observed in humans such that the safety of these molecules can be assured. The human radiolabeled ADME study, in which metabolites are identified and quantified in ...

journal_title：Chemical research in toxicology

authors： Smith DA,Obach RS

更新日期：2006-12-01 00:00:00

abstract：:Jay Amin hydroxamic acid (JAHA; N8-ferrocenylN1-hydroxy-octanediamide) is a ferrocene-containing analogue of the histone deacetylase inhibitor (HDACi) suberoylanilide hydroxamic acid (SAHA). JAHA's cytotoxic activity on MDA-MB231 triple negative breast cancer (TNBC) cells at 72 h has been previously demonstrated with ...

journal_title：Chemical research in toxicology

authors： Librizzi M,Caradonna F,Cruciata I,Dębski J,Sansook S,Dadlez M,Spencer J,Luparello C

更新日期：2017-12-18 00:00:00

abstract：:Cells respond to stress by controlling gene expression at several levels, with little known about the role of translation. Here, we demonstrate a coordinated translational stress response system involving stress-specific reprogramming of tRNA wobble modifications that leads to selective translation of codon-biased mRN...

journal_title：Chemical research in toxicology

authors： Chan CT,Deng W,Li F,DeMott MS,Babu IR,Begley TJ,Dedon PC

更新日期：2015-05-18 00:00:00

abstract：:A diverse series of aliphatic alpha,beta-unsaturated esters, ketones, and aldehydes were evaluated for reactivity with the model nucleophile sulfhydryl group in the form of the cysteine residue of the tripeptide glutathione; the reactive end point (RC50) was then related to aquatic toxicity (IGC50) assessed in the Tet...

journal_title：Chemical research in toxicology

authors： Yarbrough JW,Schultz TW

更新日期：2007-03-01 00:00:00

abstract：:Drug-induced myocardial infarction (DIMI) is one of the most serious adverse drug effects that often lead to death. Therefore, the identification of DIMI at the early stages of drug development is essential. For this purpose, the in vitro testing and in silico prediction of interactions between drug-like substances an...

journal_title：Chemical research in toxicology

authors： Ivanov SM,Lagunin AA,Pogodin PV,Filimonov DA,Poroikov VV

更新日期：2014-07-21 00:00:00

abstract：:( E)-4-Hydroxynon-2-enal (HNE), an electrophilic bifunctional cytotoxic lipid peroxidation product, forms covalent adducts with nucleophilic side chains of amino acid residues. HNE-derived adducts have been implicated in many pathophysiological processes including atherosclerosis, diabetes, and Alzheimer's disease. Tr...

journal_title：Chemical research in toxicology

authors： Annangudi SP,Deng Y,Gu X,Zhang W,Crabb JW,Salomon RG

更新日期：2008-07-01 00:00:00

abstract：:2'-Deoxyoxanosine (dOxo) is a novel DNA lesion produced from dGuo by reaction with nitrous acid or nitric oxide [Suzuki, T., Yamaoka, R., Nishi, M., Ide, H., and Makino, K. (1996) J. Am. Chem. Soc. 118, 2515-2516]. We investigated the reaction of dOxo with glycine (Gly) under physiological conditions. When 5 mM dOxo w...

journal_title：Chemical research in toxicology

authors： Suzuki T,Yamada M,Ide H,Kanaori K,Tajima K,Morii T,Makino K

更新日期：2000-04-01 00:00:00

abstract：:The antitumor agent N,N'-bis(2-chloroethyl)-N-nitrosourea (BCNU) is known to be unstable in aqueous solution, and to degrade spontaneously to reactive alkylating and carbamoylating intermediates. Whereas the alkylating component is believed to be responsible for the antitumor effects of this drug, it has been speculat...

journal_title：Chemical research in toxicology

authors： Davis MR,Kassahun K,Jochheim CM,Brandt KM,Baillie TA

更新日期：1993-05-01 00:00:00

abstract：:Spin-trapping with 5,5-dimethyl-1-pyrroline 1-oxide (DMPO) was used to demonstrate that 3-nitrotyrosine (nitrotyrosine) promotes the formation of substantial amounts of reactive oxygen species (O2.- and *OH), when incubated with NAD(H)-cytochrome c reductase and a corresponding electron donor. Spin adduct formation is...

journal_title：Chemical research in toxicology

authors： Krainev AG,Williams TD,Bigelow DJ

更新日期：1998-05-01 00:00:00

abstract：:Skin protein modification (haptenation) is thought to be a key step in the manifestation of sensitization to low molecular mass chemicals (<500 g/mol). For sensitizing chemicals that are not protein reactive, it is hypothesised that metabolic activation can convert such chemicals into protein reactive toxins within th...

journal_title：Chemical research in toxicology

authors： Elahi EN,Wright Z,Hinselwood D,Hotchkiss SA,Basketter DA,Pease CK

更新日期：2004-03-01 00:00:00

abstract：:Epidemiological evidence suggests a lower incidence of Parkinson's disease in smokers than in nonsmokers. This evidence, together with the lower levels of brain monoamine oxidase (MAO) activity in smokers and the potential neuroprotective properties of MAO inhibitors, prompted studies which led to the isolation and ch...

journal_title：Chemical research in toxicology

authors： Castagnoli KP,Steyn SJ,Petzer JP,Van der Schyf CJ,Castagnoli N Jr

更新日期：2001-05-01 00:00:00

abstract：:Diethylstilbestrol (DES) and hexestrol (HES) are carcinogenic synthetic estrogens. The major metabolites of these compounds are their catechol derivatives, 3'-OH-DES and 3'-OH-HES. Oxidation of these metabolites leads to the electrophilic quinones, which are presumably involved in the tumor-initiating process. A synth...

journal_title：Chemical research in toxicology

authors： Jan ST,Rogan EG,Cavalieri EL

更新日期：1998-05-01 00:00:00

abstract：:We have previously reported that the diuretic thiosteroid spironolactone (SPL) inactivates rat liver microsomal cytochromes P450 [P450 (P450 3A and P450 2C11)] in a in a mechanism-based fashion, and we have identified two polar SPL metabolites (SPL-sulfinic acid and -sulfonic acid), formed in a partition ratio of appr...

journal_title：Chemical research in toxicology

authors： Decker CJ,Cashman JR,Sugiyama K,Maltby D,Correia MA

更新日期：1991-11-01 00:00:00

abstract：:The 1-octanol/water partition coefficients of a number of toxic and nontoxic analogues of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were determined using centrifugal partition chromatography (CPC), a novel and effective technique for measuring lipophilicity, and found to be highly correlated with values calc...

journal_title：Chemical research in toxicology

authors： Altomare C,Carrupt PA,Gaillard P,el Tayar N,Testa B,Carotti A

更新日期：1992-05-01 00:00:00

abstract：:(-)-Epigallocatechin gallate (EGCG) is the most abundant and biologically active polyphenol in green tea, and many of the therapeutic benefits of the beverage have been attributed to this compound. High concentrations of EGCG are cytotoxic and trigger genotoxic events in mammalian cells. Although this catechin affects...

journal_title：Chemical research in toxicology

authors： Bandele OJ,Osheroff N

更新日期：2008-04-01 00:00:00