Matches in SemOpenAlex for { <https://semopenalex.org/work/W2140262247> ?p ?o ?g. }
Showing items 1 to 89 of
89
with 100 items per page.
- W2140262247 endingPage "301" @default.
- W2140262247 startingPage "296" @default.
- W2140262247 abstract "1,2-Dithiole-3-thiones are an important class of anticarcinogens that selectively induce cellular production of chemoprotective phase II detoxification enzymes. It is important to identify chemical properties of anticarcinogens that are responsible for this enzyme induction. Previously, the ability of 1,2-dithiole-3-thiones to induce phase II enzymes has been attributed to their electrophilic character. We report here that the anticarcinogenic 1,2-dithiole-3-thiones, oltipraz (4-methyl-5-pyrazinyl-3H-1,2-dithiole-3-thione, 1) and 3H-1,2-dithiole-3-thione (2), in conjunction with thiols, including the biological thiol glutathione, mediate the conversion of molecular oxygen to reactive oxygen radicals. Using a plasmid-based assay that monitors DNA cleavage, we find that 1 and 2, at micromolar concentrations, efficiently cleave DNA and that this cleavage can be suppressed by removal of molecular oxygen, addition of radical scavenging agents (mannitol, methanol, ethanol, and dimethyl sulfoxide), chelators of adventitious trace metals, and the peroxide-destroying enzyme catalase. Taken together, our data suggest that, in these reactions, molecular oxygen is converted to a peroxide species that undergoes a trace metal-catalyzed, Fenton-type reaction to generate oxygen radicals that cleave DNA. Reactive oxygen species are known to be capable of modulating gene expression in mammalian cells; thus, our studies indicate that oxygen radical production by 1,2-dithiole-3-thiones should be considered as a second chemical property, in addition to electrophilicity, that may play a role in the induction of protective phase II enzymes by this promising class of anticarcinogens." @default.
- W2140262247 created "2016-06-24" @default.
- W2140262247 creator A5013602438 @default.
- W2140262247 creator A5072837869 @default.
- W2140262247 date "1997-03-01" @default.
- W2140262247 modified "2023-10-14" @default.
- W2140262247 title "Evidence for Thiol-Dependent Production of Oxygen Radicals by 4-Methyl-5-pyrazinyl-3H-1,2-dithiole-3-thione (Oltipraz) and 3H-1,2-Dithiole-3-thione: Possible Relevance to the Anticarcinogenic Properties of 1,2-Dithiole-3-thiones" @default.
- W2140262247 cites W1487427081 @default.
- W2140262247 cites W1546482094 @default.
- W2140262247 cites W1568529372 @default.
- W2140262247 cites W1926950498 @default.
- W2140262247 cites W1995379683 @default.
- W2140262247 cites W1998533460 @default.
- W2140262247 cites W2016334387 @default.
- W2140262247 cites W2017491174 @default.
- W2140262247 cites W2023491051 @default.
- W2140262247 cites W2062438612 @default.
- W2140262247 cites W2072695465 @default.
- W2140262247 cites W2084300752 @default.
- W2140262247 cites W4245957869 @default.
- W2140262247 doi "https://doi.org/10.1021/tx9601667" @default.
- W2140262247 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/9084909" @default.
- W2140262247 hasPublicationYear "1997" @default.
- W2140262247 type Work @default.
- W2140262247 sameAs 2140262247 @default.
- W2140262247 citedByCount "49" @default.
- W2140262247 countsByYear W21402622472012 @default.
- W2140262247 countsByYear W21402622472014 @default.
- W2140262247 countsByYear W21402622472015 @default.
- W2140262247 countsByYear W21402622472017 @default.
- W2140262247 countsByYear W21402622472018 @default.
- W2140262247 countsByYear W21402622472021 @default.
- W2140262247 crossrefType "journal-article" @default.
- W2140262247 hasAuthorship W2140262247A5013602438 @default.
- W2140262247 hasAuthorship W2140262247A5072837869 @default.
- W2140262247 hasConcept C139066938 @default.
- W2140262247 hasConcept C143425029 @default.
- W2140262247 hasConcept C161790260 @default.
- W2140262247 hasConcept C178790620 @default.
- W2140262247 hasConcept C181199279 @default.
- W2140262247 hasConcept C185592680 @default.
- W2140262247 hasConcept C2778004101 @default.
- W2140262247 hasConcept C2778979269 @default.
- W2140262247 hasConcept C2781048764 @default.
- W2140262247 hasConcept C2781324293 @default.
- W2140262247 hasConcept C48349386 @default.
- W2140262247 hasConcept C50027330 @default.
- W2140262247 hasConcept C538909803 @default.
- W2140262247 hasConcept C552990157 @default.
- W2140262247 hasConcept C55493867 @default.
- W2140262247 hasConcept C71240020 @default.
- W2140262247 hasConceptScore W2140262247C139066938 @default.
- W2140262247 hasConceptScore W2140262247C143425029 @default.
- W2140262247 hasConceptScore W2140262247C161790260 @default.
- W2140262247 hasConceptScore W2140262247C178790620 @default.
- W2140262247 hasConceptScore W2140262247C181199279 @default.
- W2140262247 hasConceptScore W2140262247C185592680 @default.
- W2140262247 hasConceptScore W2140262247C2778004101 @default.
- W2140262247 hasConceptScore W2140262247C2778979269 @default.
- W2140262247 hasConceptScore W2140262247C2781048764 @default.
- W2140262247 hasConceptScore W2140262247C2781324293 @default.
- W2140262247 hasConceptScore W2140262247C48349386 @default.
- W2140262247 hasConceptScore W2140262247C50027330 @default.
- W2140262247 hasConceptScore W2140262247C538909803 @default.
- W2140262247 hasConceptScore W2140262247C552990157 @default.
- W2140262247 hasConceptScore W2140262247C55493867 @default.
- W2140262247 hasConceptScore W2140262247C71240020 @default.
- W2140262247 hasIssue "3" @default.
- W2140262247 hasLocation W21402622471 @default.
- W2140262247 hasLocation W21402622472 @default.
- W2140262247 hasOpenAccess W2140262247 @default.
- W2140262247 hasPrimaryLocation W21402622471 @default.
- W2140262247 hasRelatedWork W1539346439 @default.
- W2140262247 hasRelatedWork W1966811425 @default.
- W2140262247 hasRelatedWork W1978975074 @default.
- W2140262247 hasRelatedWork W2058232887 @default.
- W2140262247 hasRelatedWork W2109812645 @default.
- W2140262247 hasRelatedWork W2148135635 @default.
- W2140262247 hasRelatedWork W2313224030 @default.
- W2140262247 hasRelatedWork W2316468496 @default.
- W2140262247 hasRelatedWork W2949114807 @default.
- W2140262247 hasRelatedWork W300177421 @default.
- W2140262247 hasVolume "10" @default.
- W2140262247 isParatext "false" @default.
- W2140262247 isRetracted "false" @default.
- W2140262247 magId "2140262247" @default.
- W2140262247 workType "article" @default.