Harmful and beneficial effects of organic monosulfides, disulfides, and polysulfides in animals and humans.


:Many organic sulfides (mono-, di-, and polysulfides) are present in our environment. Simple derivatives are produced by some plants and animals, while complex sulfides are secondary metabolites of several genera of bacteria and fungi. Sulfides play an important role in the smell and taste of food, and many such compounds are used as food flavorings. Some sulfides are toxic, and there is evidence that such toxicity is caused by the ability of these substances to generate reactive oxygen species. Some sulfides, however, have been shown to protect against toxicants and carcinogens. These beneficial effects are believed to involve, at least in part, the ability of sulfides to inhibit the enzymatic activation of pro-toxicants and to increase tissue activities of enzymes that protect against electrophiles. Some sulfides also have potential as cancer chemotherapeutics. In this review, the toxic and beneficial effects of sulfides in animals are described, and the possible value of sulfides in cancer chemoprotection and cancer chemotherapy is discussed.


Chem Res Toxicol


Munday R




Has Abstract


2012-01-13 00:00:00












  • Formation of glutathionyl-spironolactone disulfide by rat liver cytochromes P450 or hog liver flavin-containing monooxygenases: a functional probe of two-electron oxidations of the thiosteroid?

    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

    pub_type: 杂志文章


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

    更新日期:1991-11-01 00:00:00

  • Liquid chromatography electrospray-mass spectrometry of urinary aflatoxin biomarkers: characterization and application to dosimetry and chemoprevention in rats.

    abstract::A liquid chromatography electrospray tandem mass spectrometry (LC-ESI-MS/MS) method for the measurement of aflatoxin biomarkers in urine has been developed and validated. The two major aflatoxin-DNA adducts formed in rat tissues, aflatoxin N(7)-guanine and its imidazole ring opened derivative, 8,9-dihydro-8-(2,6-diami...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Walton M,Egner P,Scholl PF,Walker J,Kensler TW,Groopman JD

    更新日期:2001-07-01 00:00:00

  • Analysis of 3'-phosphoglycolaldehyde residues in oxidized DNA by gas chromatography/negative chemical ionization/mass spectrometry.

    abstract::Deoxyribose oxidation in DNA represents a biologically important facet of oxidative DNA damage that gives rise to protein-DNA cross-links and base adducts. Toward the goal of quantifying deoxyribose oxidation chemistry in cells, we report a method for the quantification of 3'-phosphoglycolaldehyde (PGA) residues, whic...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Collins C,Awada MM,Zhou X,Dedon PC

    更新日期:2003-12-01 00:00:00

  • No role of homologous recombination in dealing with β-lapachone cytotoxicity in yeast.

    abstract::β-Lapachone (β-lap) is a promising antitumoral agent. DNA base oxidation and alkylation are among the expected damages by β-lap. Herein, we have explored the role that the homologous recombination pathway (HR), a critical DNA repair process in Saccharomyces cerevisiae, has in the cytotoxic profile of β-lap. We have fu...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Quevedo O,García-Luis J,Lorenzo-Castrillejo I,Machín F

    更新日期:2011-12-19 00:00:00

  • Quantitative component analysis of mixtures for risk assessment: application to eye irritation.

    abstract::A methodology called quantitative component analysis of mixtures (QCAM) was used to analyze an existing set of product formulation data to determine if the irritating ingredients in the mixtures could be identified. Eye irritation scores, based on a rat model, for 18 mixtures having a composite total of 37 components,...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Patel HC,Duca JS,Hopfinger AJ,Glendening CD,Thompson ED

    更新日期:1999-11-01 00:00:00

  • Guanine-adenine DNA cross-linking by 1,2,3,4-diepoxybutane: potential basis for biological activity.

    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

    pub_type: 杂志文章


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

    更新日期:2004-12-01 00:00:00

  • Etoposide catechol is an oxidizable topoisomerase II poison.

    abstract::Topoisomerase II regulates DNA topology by generating transient double-stranded breaks. The anticancer drug etoposide targets topoisomerase II and is associated with the formation of secondary leukemias in patients. The quinone and catechol metabolites of etoposide may contribute to strand breaks that trigger leukemic...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Jacob DA,Gibson EG,Mercer SL,Deweese JE

    更新日期:2013-08-19 00:00:00

  • Experimental Exposure Assessment of Ionizable Organic Chemicals in In Vitro Cell-Based Bioassays.

    abstract::Exposure assessment in in vitro cell-based bioassays is challenging for ionizable organic chemicals (IOCs), because they are present as more than one chemical species in the bioassay medium. Furthermore, compared to neutral organic chemicals, their binding to medium proteins and lipids is driven by more complex molecu...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Huchthausen J,Mühlenbrink M,König M,Escher BI,Henneberger L

    更新日期:2020-07-20 00:00:00

  • The Multiple Biological Targets of Hops and Bioactive Compounds.

    abstract::Botanical dietary supplements for women's health are increasingly popular. Older women tend to take botanical supplements such as hops as natural alternatives to traditional hormone therapy to relieve menopausal symptoms. Especially extracts from spent hops, the plant material remaining after beer brewing, are enriche...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章,评审


    authors: Bolton JL,Dunlap TL,Hajirahimkhan A,Mbachu O,Chen SN,Chadwick L,Nikolic D,van Breemen RB,Pauli GF,Dietz BM

    更新日期:2019-02-18 00:00:00

  • Aromatic Residues at the Dimer-Dimer Interface in the Peroxiredoxin Tsa1 Facilitate Decamer Formation and Biological Function.

    abstract::To prevent the accumulation of reactive oxygen species and limit associated damage to biological macromolecules, cells express a variety of oxidant-detoxifying enzymes, including peroxiredoxins. In Saccharomyces cerevisiae, the peroxiredoxin Tsa1 plays a key role in peroxide clearance and maintenance of genome stabili...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Loberg MA,Hurtig JE,Graff AH,Allan KM,Buchan JA,Spencer MK,Kelly JE,Clodfelter JE,Morano KA,Lowther WT,West JD

    更新日期:2019-03-18 00:00:00

  • Maillard reaction products modulating the growth of human tumor cells in vitro.

    abstract::We investigated the effect of a series of Maillard reaction products formed from carbohydrates under household heating conditions on the growth of human tumor cells in vitro. 4-Hydroxy-5-methyl-3-(2H)-furanone (1) was found to potently enhance the proliferation of human tumor cells. In contrast, the Maillard-type chro...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Marko D,Habermeyer M,Kemény M,Weyand U,Niederberger E,Frank O,Hofmann T

    更新日期:2003-01-01 00:00:00

  • Catechin metabolism: glutathione conjugate formation catalyzed by tyrosinase, peroxidase, and cytochrome p450.

    abstract::The metabolic pathways of dietary flavonoids are still largely unknown. In the present work, mass spectrometry and UV-vis spectroscopy studies were used to show that the naturally occurring flavonoid catechin underwent enzymatic oxidation by tyrosinase in the presence of glutathione (GSH) to form mono-, bi-, and tri-g...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Moridani MY,Scobie H,Salehi P,O'Brien PJ

    更新日期:2001-07-01 00:00:00

  • Mutagenesis induced by oxidized DNA precursors: roles of Y family DNA polymerases in Escherichia coli.

    abstract::To reveal the roles of Y family DNA polymerases in the mutagenesis induced by oxidatively damaged DNA precursors, 2-hydroxy-dATP (2-OH-dATP) and 8-hydroxy-dGTP (8-OH-dGTP) were introduced into Escherichia coli strains deficient in the Y family polymerases, DNA polymerase IV (pol IV, encoded by the dinB gene) and DNA p...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Satou K,Yamada M,Nohmi T,Harashima H,Kamiya H

    更新日期:2005-08-01 00:00:00

  • Effect of the peroxisome proliferator perfluoro-n-decanoic acid on glucose transport in the isolated perfused rat liver.

    abstract::The perfluorinated carboxylic acid, perfluoro-n-decanoic acid (PFDA), is a known peroxisome proliferator which displays toxicity in rodents. Using a paired-tracer first-pass extraction technique, the effect of PFDA on hepatic glucose transport was determined in the isolated perfused rat liver. In brief, livers isolate...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Goecke-Flora CM,Wyman JF,Jarnot BM,Reo NV

    更新日期:1995-01-01 00:00:00

  • Differences in lysine adduction by acrolein and methyl vinyl ketone: implications for cytotoxicity in cultured hepatocytes.

    abstract::Acrolein is a highly toxic environmental pollutant that readily alkylates the epsilon-amino group of lysine residues in proteins. In model systems, such chemistry involves sequential addition of two acrolein molecules to a given nitrogen, forming bis-Michael-adducted species that undergo aldol condensation and dehydra...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Kaminskas LM,Pyke SM,Burcham PC

    更新日期:2005-11-01 00:00:00

  • Structures of (5'S)-8,5'-Cyclo-2'-deoxyguanosine Mismatched with dA or dT.

    abstract::Diastereomeric 8,5'-cyclopurine 2'-deoxynucleosides, containing a covalent bond between the deoxyribose and the purine base, are induced in DNA by ionizing radiation. They are suspected to play a role in the etiology of neurodegeneration in xeroderma pigmentosum patients. If not repaired, the S-8,5'-cyclo-2'-deoxyguan...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Huang H,Das RS,Basu AK,Stone MP

    更新日期:2012-02-20 00:00:00

  • Mechanistic Insights into the Cytotoxicity of Graphene Oxide Derivatives in Mammalian Cells.

    abstract::Graphene oxide derivatives (GODs) have superb physical/chemical properties with promise for applications in biomedicine. Shape, size, and chemistry of the GODs are identified as the key parameters that impact any biological system. In this work, the GODs with a wide range of shapes (sheets, helical/longitudinal ribbon...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Lu P,Zehtab Yazdi A,Han XX,Al Husaini K,Haime J,Waye N,Chen P

    更新日期:2020-09-21 00:00:00

  • Microprobe X-ray absorption spectroscopic determination of the oxidation state of intracellular chromium following exposure of V79 Chinese hamster lung cells to genotoxic chromium complexes.

    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

    pub_type: 杂志文章


    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

  • Mode of action of poly(vinylpyridine-N-oxide) in preventing silicosis: effective scavenging of carbonate anion radical.

    abstract::Small particles of crystalline silicon dioxide (crystallites) are exceptionally toxic. Inhalation of quartz crystallites causes silicosis, a devastating lung disease afflicting miners, particularly coal and stone workers. Poly(vinylpyridine-N-oxide)s (PVPNOs) have been applied in the prevention and treatment of silico...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Goldstein S,Czapski G,Heller A

    更新日期:2006-01-01 00:00:00

  • Measurement of oxidative DNA damage by catechol estrogens and analogues in vitro.

    abstract::The growth-promoting effects of estrogens in hormone-dependent tumor tissues involve receptor-mediated pathways that are well-recognized; however, the role of estrogens in tumor initiation remains controversial. Estrogen metabolites, primarily the catechol estrogens (CE's), have been implicated in tumor initiation via...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Mobley JA,Bhat AS,Brueggemeier RW

    更新日期:1999-03-01 00:00:00

  • Interaction of Cd2+ with Zn finger 3 of transcription factor IIIA: structures and binding to cognate DNA.

    abstract::Finger 3 of transcription factor IIIA of Xenopus laevis was synthesized and constituted with Zn(2+) or Cd(2+). The C-block element of the internal control region of the promoter of the 5S rRNA gene binds to the Zn-F3 and Cd-F3 with dissociation constants of 2.6 x 10(-5) and 1.5 x 10(-4) M, respectively. According to N...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Krepkiy D,Försterling FH,Petering DH

    更新日期:2004-07-01 00:00:00

  • Spectroscopic characterization of the 4-hydroxy catechol estrogen quinones-derived GSH and N-acetylated Cys conjugates.

    abstract::Estrogens, including the natural hormones estrone (E(1)) and estradiol (E(2)), are thought to be involved in tumor induction. Specifically, catechol estrogen quinones (CEQs) derived from the catechol estrogens 4-hydroxyestrone (4-OHE(1)) and 4-hydroxyestradiol (4-OHE(2)) react with DNA and form DNA adducts (Cavalieri,...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Jankowiak R,Markushin Y,Cavalieri EL,Small GJ

    更新日期:2003-03-01 00:00:00

  • Inhibition of gap junctional intercellular communication by toxic metals.

    abstract::As metals are ubiquitous in the environment, humans are continuously exposed to them. Although some metallic ions play key roles in human physiology, most metals are redundant and are actually hazardous to humans. A frequent event in the toxicological cascade triggered by nonessential metals concerns the abrogation of...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章,评审


    authors: Vinken M,Ceelen L,Vanhaecke T,Rogiers V

    更新日期:2010-12-20 00:00:00

  • Formation of DNA adducts with cholyl adenylate, a putative intermediate for biosynthesis of cholyl-CoA.

    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

    pub_type: 杂志文章


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

    更新日期:2005-11-01 00:00:00

  • Common E-Cigarette Flavoring Chemicals Impair Neutrophil Phagocytosis and Oxidative Burst.

    abstract::E-cigarette flavorings have not been thoroughly evaluated for inhalational toxicity. We have shown that the flavoring chemical cinnamaldehyde impairs human neutrophils, macrophages, and natural killer cells. Here we investigated the effects of other common e-liquid flavoring chemicals on phagocytosis and oxidative bur...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Hickman E,Herrera CA,Jaspers I

    更新日期:2019-06-17 00:00:00

  • Influence of glutathione and glutathione S-transferases on DNA interstrand cross-link formation by 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine, the active anticancer moiety generated by laromustine.

    abstract::Prodrugs of 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine (90CE) are promising anticancer agents. The 90CE moiety is a readily latentiated, short-lived (t1/2 ∼ 30 s) chloroethylating agent that can generate high yields of oxophilic electrophiles responsible for the chloroethylation of the O-6 position of guanine ...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Penketh PG,Patridge E,Shyam K,Baumann RP,Zhu R,Ishiguro K,Sartorelli AC

    更新日期:2014-08-18 00:00:00

  • Cu(II)/H2O2-induced DNA damage is enhanced by packaging of DNA as a nucleosome.

    abstract::Copper is a physiologically important, redox-active metal that may be involved in endogenous DNA damage and mutagenesis. To understand the factors that affect the location and quantity of copper-induced oxidative DNA damage in cells, we used the 5S rDNA nucleosome as a model to assess the effect of chromatin structure...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Liang Q,Dedon PC

    更新日期:2001-04-01 00:00:00

  • Effects of the peroxisome proliferator perfluoro-n-decanoic acid on hepatic gluconeogenesis and glycogenesis: a 13C NMR investigation.

    abstract::Carbon-13 NMR spectroscopy was used to study the effects of the peroxisome proliferator perfluoro-n-decanoic acid (PFDA) on hepatic carbohydrate metabolism in male Fischer-344 rats. The data indicate that PFDA-treated rats display an inhibition in hepatic [1-13C]glucose and [3-13C]alanine utilization on day 5 posttrea...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Goecke CM,Jarnot BM,Reo NV

    更新日期:1994-01-01 00:00:00

  • Decomposition rates of isothiocyanate conjugates determine their activity as inhibitors of cytochrome p450 enzymes.

    abstract::Thiol conjugates of isothiocyanates (thiol-ITCs) are metabolites of ITCs formed in the mercapturic acid pathway in mammals. They are effective chemopreventive agents in mouse lung tumor bioassays and in other models. Thiol-ITCs are inhibitors of P450s, but it has not been determined if P450 inhibition is due to conjug...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Conaway CC,Krzeminski J,Amin S,Chung FL

    更新日期:2001-09-01 00:00:00

  • Predicting Drug-Induced Liver Injury with Bayesian Machine Learning.

    abstract::Drug induced liver injury (DILI) can require significant risk management in drug development and on occasion can cause morbidity or mortality, leading to drug attrition. Optimizing candidates preclinically can minimize hepatotoxicity risk, but it is difficult to predict due to multiple etiologies encompassing DILI, of...

    journal_title:Chemical research in toxicology

    pub_type: 杂志文章


    authors: Williams DP,Lazic SE,Foster AJ,Semenova E,Morgan P

    更新日期:2020-01-21 00:00:00