Carcinogenic Epoxides, Lactones, and Halo‐ethers and Their Mode of Action*

Duuren, Benjamin L. Van

doi:10.1111/j.1749-6632.1969.tb24883.x

Cited by 143 publications

(45 citation statements)

References 29 publications

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“…The same data were obtained after passing the supernatant through a Sephadex G 25 coumn with 4 M guanidinium hydrochloride prior to precipitation of the high molecular weight fraction, or by first extracting the protein from the supernatant with phenol and then precipitating it from the clear phenol phase with ethanol. 3 H/ 14 C-ratio 3 …”

Section: The 3 H-release After Binding Of 3 H-dba To Protein In Vivomentioning

confidence: 99%

“…This interaction of a carcinogen with protein or DNA is considered generally to be involved in oncogenesis. Experimental evidence for a reaction mechanism involving the K-region of the hydrocarbon in carcinogenesis is the low carcinogenic activity of the 3,4-epoxy-3,4-dihydro-l,2,5,6-dibenzanthracene in animals 3 . More recently the high transforming activity of epoxides on tissue culture cells has been reported 4 .…”

mentioning

confidence: 99%

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Binding of a Polycyclic Hydrocarbon to Mouse Skin Proteins

Diringer

Weber

1972

Zeitschrift Für Naturforschung B

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The tritium content of the L-and K-region of commercial available tritiated 1,2,5,6-Dibenzanthracene was measured and compared with the 3 H-release after binding of the compound to mouse skin proteins. The results exclude an addition reaction to the K-and L-region and favour a substitution reaction at one C-atom.According to the P u 11 m a n's theory the interaction of carcinogenic hydrocarbons with tissue consticuents should occur via an addition reaction at the K-region (Fig. 1) of the hydrocarbon 1 .

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Section: The 3 H-release After Binding Of 3 H-dba To Protein In Vivomentioning

confidence: 99%

mentioning

confidence: 99%

Binding of a Polycyclic Hydrocarbon to Mouse Skin Proteins

Diringer

Weber

1972

Zeitschrift Für Naturforschung B

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“…The chemistry and carcinogenicity of V and VI were described by us in earlier research reports (16,(21)(22)(23) …”

Section: Trichloroethylenementioning

confidence: 99%

Chemical Structure, Reactivity, and Carcinogenicity of Halohydrocarbons

Duuren¹

1977

Environmental Health Perspectives

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This review summarizes studies concerning the covalent binding of [14C]TCE to rat liver microsomal protein and exogenous DNA, in vitro, the enhancement of this binding by inducers of mixed-function oxidases, and inhibition of binding by inhibitors of these enzymes. Furthermore, recent studies on this type of binding in various strains of mice and rats of both sexes and using microsomal preparations from various organs are briefly reviewed. Other work reviewed here concerns the synthesis of TCE epoxide and its reaction with nucleophiles since it is believed that TCE epoxide is the activated carcinogenic intermediate of TCE. The utility of structural prognostication of carcinogenic activity and the importance of considering possible metabolic pathways for other chlorinated olefins is also discussed.

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“…Selected analytical tests are run on the fractions to provide some characterization of the samples. The biological tests (Ames test (1) and mouse skin initiation-promotion test (2)) are designed to provide a preliminary indication of which materials are potentially more biologically active and should be investigated more thoroughly by longer term testing procedures.…”

Section: Disclaimermentioning

confidence: 99%