abstract：:4-Hydroxy-2-nonenal (HNE), a major electrophilic byproduct of lipid peroxidation, is mutagenic and cytotoxic. The two pairs of HNE-derived diastereomeric 1,N2-propanodeoxyguanosine 3'-monophosphate adducts were synthesized from reaction of HNE with 2'-deoxyguanosine 3'-monophosphate. After HPLC separation, these adduc...

journal_title：Chemical research in toxicology

authors： Yi P,Zhan D,Samokyszyn VM,Doerge DR,Fu PP

更新日期：1997-11-01 00:00:00

abstract：:This work reveals a novel mechanism for triplet carbonyl formation (and hence chemiluminescence) during lipid peroxidation, whose chemiluminescence has been attributed to both triplet carbonyls and singlet oxygen. As a model for polyunsaturated fatty acid hydroperoxides, we have synthesized 3-hydroperoxy-2,3-dimethyl-...

journal_title：Chemical research in toxicology

authors： Tímmins GS,dos Santos RE,Whitwood AC,Catalani LH,Di Mascio P,Gilbert BC,Bechara EJ

更新日期：1997-10-01 00:00:00

abstract：:1,3-Butadiene (BD) is a high-volume industrial chemical and a common environmental pollutant. Although BD is classified as a "probable human carcinogen", only limited evidence is available for its tumorigenic effects in occupationally exposed populations. Animal studies show a surprisingly high sensitivity of mice to ...

journal_title：Chemical research in toxicology

authors： Tretyakova N,Sangaiah R,Yen TY,Gold A,Swenberg JA

更新日期：1997-10-01 00:00:00

abstract：:In order to better understand the skin sensitization mechanism of allylic hydroperoxides, linalyl hydroperoxide (1) and several of its potential rearrangement products-epoxylinalool (2), epoxynerol (3), epoxygeraniol (4), and furan (5) and pyran (6) derivatives-were synthesized. The sensitizing properties of these mol...

journal_title：Chemical research in toxicology

authors： Bezard M,Karlberg AT,Montelius J,Lepoittevin JP

更新日期：1997-09-01 00:00:00

abstract：:A potentiometric and spectroscopic (UV/vis and CD) study of Cu(II) and Ni(II) binding to the N-terminal pentadecapeptide of human protamine HP2 (HP2(1-15)) was performed. The results indicate that the N-terminal tripeptide motif Arg-Thr-His is the exclusive binding site for both metal ions at a metal to HP2(1-15) mola...

journal_title：Chemical research in toxicology

authors： Bal W,Jezowska-Bojczuk M,Kasprzak KS

更新日期：1997-08-01 00:00:00

abstract：:The mechanism of aromatic hydroxylation of estrogens by cytochrome P450 enzymes has been examined by comparing the oxidation of estrone with that of substrates carrying additional aromaticity such as equilenin and the structural analog 2-naphthol. Hamster liver microsomes preferentially catalyzed the conversion of est...

journal_title：Chemical research in toxicology

authors： Sarabia SF,Zhu BT,Kurosawa T,Tohma M,Liehr JG

更新日期：1997-07-01 00:00:00

abstract：:Kinetic simulation can help obtain deeper insight into the molecular mechanisms of complex processes, such as lipid peroxidation (LPO) in low-density lipoprotein (LDL). We have previously set up a single-compartment model of this process, initiating with radicals generated externally at a constant rate to show the int...

journal_title：Chemical research in toxicology

authors： Abuja PM,Albertini R,Esterbauer H

更新日期：1997-06-01 00:00:00

abstract：:The oxidation state of intracellular chromium has been determined directly in mammalian lung cells exposed to mutagenic and carcinogenic chromium compounds. Microprobe X-ray absorption spectroscopy (XAS) experiments on single V79 Chinese hamster lung cells showed that Cr(VI) and Cr(V) complexes were reduced completely...

journal_title：Chemical research in toxicology

authors： Dillon CT,Lay PA,Cholewa M,Legge GJ,Bonin AM,Collins TJ,Kostka KL,Shea-McCarthy G

更新日期：1997-05-01 00:00:00

abstract：:The environmental contaminant benzo[c]phenanthrene (B[c]Ph) has weak carcinogenic activity in rodent bioassays; however, the fjord region diol epoxides of B[c]Ph, B[c]Ph-3,4-diol 1,2-epoxides (B[c]PhDE), are potent carcinogens. To determine the role of cytochrome P450 isozymes in the activation of B[c]Ph in MCF-7 cell...

journal_title：Chemical research in toxicology

authors： Einolf HJ,Story WT,Marcus CB,Larsen MC,Jefcoate CR,Greenlee WF,Yagi H,Jerina DM,Amin S,Park SS,Gelboin HV,Baird WM

更新日期：1997-05-01 00:00:00

abstract：:Because the manganese-based contrast agents used in magnetic, resonance imaging are unstable in vivo, some concern exists about the potential toxicity coming from the Mn2+ released by the complexes. This potential problem arises because the manganese is known to accumulate in the brain of people intoxicated by this me...

journal_title：Chemical research in toxicology

authors： Gallez B,Baudelet C,Adline J,Geurts M,Delzenne N

更新日期：1997-04-01 00:00:00

abstract：:During our ongoing studies of the reactions of toluene diisocyanate (2,4- and 2,6-diisocyanatotoluene, TDI) in vivo, it became apparent that reactive form(s) of these diisocyanates reach(es) the circulatory system after passage through the respiratory system. Based on recent work by others regarding the transcarbamoyl...

journal_title：Chemical research in toxicology

authors： Day BW,Jin R,Basalyga DM,Kramarik JA,Karol MH

更新日期：1997-04-01 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：: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：:Lindane and paraquat induce biochemical changes in the liver. In order to specify their molecular impact at the cellular level, a 300 MHz 1H NMR investigation of hepatoma cell lines Hep 3B and Hep G2 responses was performed. Cells were exposed over 24 h to 50 mg/L lindane (0.178 mM) or to 100 mg/L (0.389 mM) paraquat ...

journal_title：Chemical research in toxicology

authors： Descampiaux B,Imbenotte M,Desenclos V,Vermeersch G,Lhermitte M,Erb F

更新日期：1997-01-01 00:00:00

abstract：:We have previously reported that mono- and dichlorinated biphenyls (PCBs) can be metabolized to dihydroxy compounds and further oxidized to reactive metabolites which form adducts with nitrogen and sulfur nucleophiles including DNA [Amaro et al. (1966) Chem. Res. Toxicol. 9, 623-629; Oakley et al. (1996) Carcinogenesi...

journal_title：Chemical research in toxicology

authors： Oakley GG,Devanaboyina U,Robertson LW,Gupta RC

更新日期：1996-12-01 00:00:00

abstract：:The hepatic metabolism of microcystins (MCs), potent cyclic peptide hepatotoxins produced by cyanobacteria, was studied by i.p. injection in mice and rats. An immunoaffinity purification method using an anti-MC-LR monoclonal antibody showed a remarkable effect on the removal of contaminants in the hepatic cytosol and ...

journal_title：Chemical research in toxicology

authors： Kondo F,Matsumoto H,Yamada S,Ishikawa N,Ito E,Nagata S,Ueno Y,Suzuki M,Harada K

更新日期：1996-12-01 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：:Oxidized nucleobases represent one of the main classes of damage induced in DNA by ionizing radiation. Emphasis was placed in this work on the measurement of four oxidized pyrimidine bases, including 5-(hydroxymethyl)uracil (5-HMUra), 5-formyluracil (5-ForUra), 5-hydroxycytosine (5-OHCyt), and 5-hydroxyuracil (5-OHUra...

journal_title：Chemical research in toxicology

authors： Douki T,Delatour T,Paganon F,Cadet J

更新日期：1996-10-01 00:00:00

abstract：:An N-methyl-N-nitrosourea (MNU) moiety [CH3N(N=O)C(=O)NH-] linked to the C4'-position of the 5-substituted phenyl ring of phenyl neutral red (PNR), 2-methyl-3-amino-5-[p-[[2-[(N-nitroso-N-methylcarbamoyl)amino]ethy l] carbamoyl]phenyl]-7-(dimethylamino)phenazenium chloride (MNU-PNR), has been synthesized as an approac...

journal_title：Chemical research in toxicology

authors： Mehta P,Church K,Williams J,Chen FX,Encell L,Shuker DE,Gold B

更新日期：1996-09-01 00:00:00

abstract：:The monoamine oxidase B (MAO-B) catalyzed oxidation of amines has been proposed to proceed via a polar pathway, an initial single-electron transfer pathway and an initial hydrogen atom transfer pathway. Results from previous studies on selected N-cyclopropyl-4-substituted-1,2,3,6-tetrahydropyridine derivatives have le...

journal_title：Chemical research in toxicology

authors： Nimkar SK,Anderson AH,Rimoldi JM,Stanton M,Castagnoli KP,Mabic S,Wang YX,Castagnoli N Jr

更新日期：1996-09-01 00:00:00

abstract：:Estrogens can have two roles in the induction of cancer: stimulating proliferation of cells by receptor-mediated processes, and generating electrophilic species that can covalently bind to DNA. The latter role is thought to proceed through catechol estrogen metabolites, which can be oxidized to o-quinones that bind to...

journal_title：Chemical research in toxicology

authors： Stack DE,Byun J,Gross ML,Rogan EG,Cavalieri EL

更新日期：1996-07-01 00:00:00

abstract：:The N-reduction of the centrally acting alpha 2-adrenoreceptor agonist guanoxabenz (Benzérial), an N-hydroxyamidinohydrazone, to the amidinohydrazone guanabenz (Wytensin, Hipten, Rexitene) by microsomal fractions from rabbits, pigs and humans has been detected in vitro. The conversion rates with rabbit microsomal frac...

journal_title：Chemical research in toxicology

authors： Clement B,Demesmaeker M,Linne S

更新日期：1996-06-01 00:00:00

abstract：:The initial step in the genesis of neuromelanin, a black polymeric pigment normally found in the cytoplasm of dopaminergic cell bodies in the substantia nigra (SN), is the autoxidation of dopamine (DA) to DA-o-quinone (1). In this investigation, it is demonstrated that in the presence of L-cysteine (CySH) o-quinone 1 ...

journal_title：Chemical research in toxicology

authors： Shen XM,Dryhurst G

更新日期：1996-06-01 00:00:00

abstract：:The crystal structure of the food mutagen 2-amino-1-methyl-6-phenylimidazo[4,5-b] pyridine (PhIP) has been determined by single-crystal X-ray crystallography. Crystals grown by evaporation of an aqueous solution form in the monoclinic space group P2(1)/n with two molecules of PhIP per asymmetric unit, along with six w...

journal_title：Chemical research in toxicology

authors： Parkin S,Marsch GA,Hope H,Whitney E,Winter NW,Colvin ME,Felton JS,Turteltaub KW

更新日期：1996-04-01 00:00:00

abstract：:Quantitative structure-activity relationships (QSAR's) are described for the rate of conjugation of a series of fluoronitrobenzenes with cytosolic as well as with two major alpha and mu class enzymes of rat and human liver, viz., glutathione S-transferases (GST) 1-1, 3-3, A1-1, and M1a-1a. For all purified enzymes stu...

journal_title：Chemical research in toxicology

authors： Soffers AE,Ploemen JH,Moonen MJ,Wobbes T,van Ommen B,Vervoort J,van Bladeren PJ,Rietjens IM

更新日期：1996-04-01 00:00:00

abstract：:Peroxynitrite (ONOO-), the reaction product of superoxide (O2.-) and nitric oxide (.NO), nitrates tyrosine and other phenolics. We report herein that tryptophan is also nitrated by peroxynitrite in the absence of transition metals to one predominant isomer of nitrotryptophan, as determined from spectral characteristic...

journal_title：Chemical research in toxicology

authors： Alvarez B,Rubbo H,Kirk M,Barnes S,Freeman BA,Radi R

更新日期：1996-03-01 00:00:00

abstract：:alpha-Methyldopamine (alpha-MeDA) is a metabolite of the serotonergic neurotoxicants 3,4-(+/-)-(methylenedioxy)amphetamine (MDA) and 3,4-(+/-)-(methylenedioxy)methamphetamine (MDMA). alpha-MeDA readily oxidizes, and in the presence of glutathione (GSH) it forms 5-(glutathion-S-yl)-alpha-methyldopamine [5-(glutathion-S...

journal_title：Chemical research in toxicology

authors： Miller RT,Lau SS,Monks TJ

更新日期：1996-03-01 00:00:00

abstract：:The mechanism of the hepatotoxicity of the analgesic acetaminophen is believed to be mediated by covalent binding to protein; however, critical targets which effect the toxicity are unknown. It has been shown that mitochondrial respiration in vivo is inhibited in mice as early as 1 h following a hepatotoxic dose of ac...

journal_title：Chemical research in toxicology

authors： Halmes NC,Hinson JA,Martin BM,Pumford NR

更新日期：1996-03-01 00:00:00

abstract：:The mechanism of DNA adduct formation by acroleins substituted with good leaving groups in the beta-position was investigated using [3-2H]-3-(p-nitrophenoxy)acrolein (1). Reaction of 1 with guanosine at acidic pH produced 9-beta-D-ribofuranosylpyrimido[1,2-alpha]purin-10(3H)-one containing equal amounts of deuterium a...

journal_title：Chemical research in toxicology

authors： Reddy GR,Marnett LJ

更新日期：1996-01-01 00:00:00

abstract：:5'-d(CCTATAGATATCC) was reacted with each syn-enantiomer of trans-7,8-dihydroxy 9,10-epoxy 7,8,9,10-tetrahydrobenzo[a]pyrene (syn-BPDE). The (-)-enantiomer yielded one dominating adduct, whereas the (+)-enantiomer resulted in two major adducts. As indicated by optical spectroscopic methods, the major adduct derived fr...

journal_title：Chemical research in toxicology

authors： Pontén I,Seidel A,Gräslund A,Jernström B

更新日期：1996-01-01 00:00:00

abstract：:The site specifically modified oligonucleotides 5'-d(TCCTCCTG1G2CCTCTC) (I) and 5'-d(CTATG1G2G3TATC) (II) were synthesized with single modified guanine residues at positions G1, G2, or G3, derived from the covalent binding reaction of 7R,8S-dihydroxy-9S,10R-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene ((+)-anti-BPDE) with ...

journal_title：Chemical research in toxicology

authors： Liu T,Xu J,Tsao H,Li B,Xu R,Yang C,Amin S,Moriya M,Geacintov NE

更新日期：1996-01-01 00:00:00

abstract：:Four novel cadmium-chelating agents N,N'di(D-glucosyl)alkanediamine-N,N'-bis(carbodithioates) 4a-e were prepared as disodium salts of the general formula (CH2)n[N(CS2Na)CH2(CHOH)4CH2OH]2, where n = 7, 8, 10, and 12. They were synthesized by the reductive coupling of 2 mol of alpha-D-(+)-glucose (1) with 1 mol of the c...

journal_title：Chemical research in toxicology

authors： Singh PK,Jones MM,Kostial K,Blanusa M,Piasek M

更新日期：1996-01-01 00:00:00

abstract：:beta-Carotene and other carotenoids are thought to exert disease preventive actions by scavenging reactive free radicals, but the mechanisms of these reactions are poorly understood. We detected products formed by reaction of beta-carotene with alkoxyl, and alkylperoxyl free radicals generated by thermolysis of azobis...

journal_title：Chemical research in toxicology

authors： Liebler DC,McClure TD

更新日期：1996-01-01 00:00:00

abstract：:The relation between organophosphorus-induced delayed neuropathy (OPIDN) and brain neuropathy target esterase (NTE) inhibition is further examined in hens by structure-activity studies leading to the most potent in vitro NTE inhibitors known, which are then examined for their neuropathic effects in vivo in hens. The p...

journal_title：Chemical research in toxicology

authors： Wu SY,Casida JE

更新日期：1995-12-01 00:00:00

abstract：:The tumorigenic activity of manufactured gas plant residue (MGP) was evaluated in female A/J mice using a F0927 basal gel diet system. Adulterated diets containing MGP (0.10% or 0.25%) or benzo[a]pyrene (B[alpha]P; 16 or 98 ppm) were fed for 260 days. A negative control group was maintained on a nonadulterated basal g...

journal_title：Chemical research in toxicology

authors： Weyand EH,Chen YC,Wu Y,Koganti A,Dunsford HA,Rodriguez LV

更新日期：1995-10-01 00:00:00

abstract：:3-Alkyl-1,2,3-oxadiazolinium ions 1 have been proposed as reactive intermediates in the activation of (2-hydroxyethyl)nitrosamines. The reaction of 3-methyl-1,2,3-oxadiazolinium tosylate (1a), 2-ethyl-1-methoxy-2-phenyldiazenium tetrafluoroborate (3), and 3-phenyl-1,2,3-oxadiazolinium triflate (1b) with thiols was inv...

journal_title：Chemical research in toxicology

authors： Loeppky RN,Srinivasan A

更新日期：1995-09-01 00:00:00

abstract：:Nickel(II) compounds are established human carcinogens, but the molecular mechanisms underlying their activity are only partially known. One mechanism may include mediation by nickel of promutagenic oxidative DNA damage that depends on Ni(II) binding to chromatin. To characterize such binding at the histone moiety of ...

journal_title：Chemical research in toxicology

authors： Bal W,Lukszo J,Jezowska-Bojczuk M,Kasprzak KS

更新日期：1995-07-01 00:00:00

abstract：:n-Hexane is metabolized to the gamma-diketone 2,5-hexanedione (2,5-HD), a derivative that covalently binds to lysine residues in neurofilament (NF) protein to yield 2,5-dimethylpyrrole adducts. Studies comparing the pyrrole-forming potential and neurotoxic potency of gamma-diketones have demonstrated that pyrrolylatio...

journal_title：Chemical research in toxicology

authors： Zhu M,Spink DC,Yan B,Bank S,DeCaprio AP

更新日期：1995-07-01 00:00:00

abstract：:Chlorophyllin (CHL), a food-grade derivative of the green plant pigment chlorophyll, has recently been shown in this laboratory to be a potent inhibitor in vivo of hepatic aflatoxin B1 (AFB1)-DNA adduction and hepatocarcinogenesis (Breinholt et al. (1995) Cancer Res. 55, 57-62). We report here that CHL forms a strong ...

journal_title：Chemical research in toxicology

authors： Breinholt V,Schimerlik M,Dashwood R,Bailey G

更新日期：1995-06-01 00:00:00

abstract：:The chemical reactivities of the optically-pure fjord-region syn- and anti-benzo[g]chrysene 11,12-dihydrodiol 13,14-epoxides (B[g]CDEs) toward DNA in vitro have been compared with those of the optically-pure fjord-region syn- and anti-benzo[c]phenanthrene 3,4-dihydrodiol 1,2-epoxides (B[c]PhDEs), using the standard 32...

journal_title：Chemical research in toxicology

authors： Giles AS,Seidel A,Phillips DH

更新日期：1995-06-01 00:00:00