Carcinogenicity of Epoxides, Lactones, and Peroxy Compounds

Duren, B L Van; Nelson, Norman A.; Orris, Leo; Palmes, E D; Schmitt, Frida

doi:10.1097/00043764-196403000-00020

Cited by 45 publications

(62 citation statements)

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“…The slight increase of pheochromocytomas in low-dosed male mice was interpreted by the authors as an equivocal response [59]. These findings principally confirmed the consistently negative results found in early dermal and oral studies [61], [62], [47] and therefore allow the conclusion that no significant carcinogenic potential is attributable to g-butyrolactone.…”

Section: Toxicology and Occupational Healthsupporting

confidence: 53%

Butyrolactone

Schwarz

Schossig

Rossbacher

et al. 2000

Ullmann's Encyclopedia of Industrial Chemistry

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The article contains sections titled: 1. Introduction 2. Physical Properties 3. Chemical Properties 4. Production 5. Quality Specifications and Analysis 6. Storage and Transportation 7. Uses 8. Toxicology and Occupational Health

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Section: Toxicology and Occupational Healthsupporting

confidence: 53%

Butyrolactone

Schwarz

Schossig

Rossbacher

et al. 2000

Ullmann's Encyclopedia of Industrial Chemistry

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“…The NADPH-dependent pathway would lead to 1,2:3,4-diepoxybutane, which is also mutagenic and carcinogenic (Van Duuren et al 1963;De Meester 1988). Up to now, it is not clear whether diepoxybutane is formed as Malvoisin and Roberfroid (1982) reported the production of diepoxybutane by rat liver microsomes treated with butadiene monoxide, but Schmiedel (1982) and Wistuba (1986) could not confirm these findings.…”

Section: Liver Microsomesmentioning

confidence: 96%

“…1,2-Epoxybutene-3 (butadiene monoxide) was mutagenic in bacterial test systems (De Meester et al 1978;Hemminki et al 1980;Voogd et al 1981) and carcinogenic in mice (Van Duuren et al 1963). It is a reactive metabolite of 1,3-butadiene (butadiene) (Filser and Bolt 1984) which has also been shown to be carcinogenic.…”

Section: Introductionmentioning

confidence: 99%

Enzyme specific kinetics of 1,2-epoxybutene-3 in microsomes and cytosol from livers of mouse, rat, and man

Kreuzer¹,

Kessler²,

Welter³

et al. 1991

Arch Toxicol

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Kinetics of the metabolism of 1,2-epoxybutene-3 (butadiene monoxide) were investigated in liver fractions of mouse, rat, and man. In these species similar enzyme characteristics were found. In microsomes, no NADPH-dependent metabolism of butadiene monoxide was detectable. Epoxide hydrolase activity was found only in microsomes. The Vmax [nmol butadiene monoxide/(mg protein x min)] was 19 in mouse, 17 in rat, and 14 in man and the apparent Km (mmol butadiene monoxide/l incubate) was 1.5 in mouse. 0.7 in rat, and 0.5 in man. Glutathione S-transferase activity was found in cytosol only, revealing first order kinetics in the measured range. The ratio Vmax/Km [(nmol butadiene monoxide x 1)/(mg protein x min x mmol of butadiene monoxide)] was 15 in mouse, 11 in rat, and 8 in man. The data obtained were used to extrapolate on the total rate of butadiene monoxide metabolism for each species in vivo: it was calculated to be 1.3 times higher in mice and 2.3 times lower in man compared to rats, when corrected for body weight.

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“…Samples of the cell suspensions were used for the bioassays described below. The sensitivity of the assays was determined using the well-known genotoxin styrene oxide (0.2 mM) [van Duuren et al, 1963]. A styrene oxide control was included in every experiment.…”

Section: Cell Treatmentmentioning

confidence: 99%

Cytotoxicity and genotoxicity of ultrafine crystalline SiO₂ particulate in cultured human lymphoblastoid cells

Wang

Sanderson

Wang

2007

Environ and Mol Mutagen

115

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Respirable crystalline silica has been classified as a human lung carcinogen. Ultrafine (diameter < 100 nm) silica particles may be important in carcinogenesis, although the mechanisms remain unclear. In the present study, WIL2-NS cells were incubated for 6, 24, and 48 hr with 0, 30, 60, and 120 microg/ml ultrafine crystalline SiO(2) (UF-SiO(2)). The cytotoxic and genotoxic effects caused by UF-SiO(2) in cultured human cells were investigated via a set of bioassays. Significant dose- dependent decreases in percent cell viability were seen with increasing dose of UF-SiO(2) in the methyl tetrazolium assay. Significant decreases were seen at 120 microg/ml (58, 38, and 57% for 6, 24, and 48-hr exposure, respectively). During 4 days growth in the flasks, there was a slight recovery observed after washing off UF-SiO(2) as measured by the population growth assay. Significant dose-dependent reduction in the cytokinesis block proliferation index was observed by the cytokinesis block micronucleus assay. Treatment with 120 microg/ml UF-SiO(2) for 24 hr produced a fourfold increase in the frequency of micronucleated binucleated cells (MNBNC). The increase in MNBNC was dose-dependent. The lowest dose that gave a statistically significant increase in MNBNC was 30 microg/ml (24-hr treatment), which had cytotoxicity of less than 10%. There was no significant difference in DNA strand breakage as measured by the Comet assay. A significant increase in induced mutant frequency was found at 120 microg/ml as detected by the hypoxanthine guanine phosphoribosyltransferase mutation assay. The results indicate that UF-SiO(2) is cytotoxic and genotoxic in cultured human cells.

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Carcinogenicity of Epoxides, Lactones, and Peroxy Compounds

Cited by 45 publications

References 0 publications

Butyrolactone

Butyrolactone

Enzyme specific kinetics of 1,2-epoxybutene-3 in microsomes and cytosol from livers of mouse, rat, and man

Cytotoxicity and genotoxicity of ultrafine crystalline SiO₂ particulate in cultured human lymphoblastoid cells

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Carcinogenicity of Epoxides, Lactones, and Peroxy Compounds

Cited by 45 publications

References 0 publications

Butyrolactone

Butyrolactone

Enzyme specific kinetics of 1,2-epoxybutene-3 in microsomes and cytosol from livers of mouse, rat, and man

Cytotoxicity and genotoxicity of ultrafine crystalline SiO2 particulate in cultured human lymphoblastoid cells

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Product

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Cytotoxicity and genotoxicity of ultrafine crystalline SiO₂ particulate in cultured human lymphoblastoid cells