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Structure-activity studies of the carcinogenicities in the mouse and rat of some naturally occurring and synthetic alkenylbenzene derivatives related to safrole and estragole.
- E. Miller, A. Swanson, D. Phillips, T. Fletcher, A. Liem, J. Miller
- Chemistry, BiologyCancer research
- 1 March 1983
Twenty-three naturally occurring and synthetic alkenylbenzene derivatives structurally related to the hepatocarcinogen safrole were assayed for their hepatocARCinogenicity in mice to identify benign skin tumors that could be promoted with croton oil.
N-hydroxy-2-acetylaminofluorene sulfotransferase: its probable role in carcinogenesis and in protein-(methion-S-yl) binding in rat liver.
The results strongly suggest that AAF-N-sulfate is at least one of the ultimate reactive and carcinogenic metabolites of AAF and N-hydroxy-AAF in rat liver.
Searches for ultimate chemical carcinogens and their reactions with cellular macromolecules
Current data are consistent with the idea that the initiation step of chemical carcinogenesis is a mutagenic event and is caused by alteration of DNA by the ultimate carcinogens and there appears to be no requirement that they be electrophilic.
Some current perspectives on chemical carcinogenesis in humans and experimental animals: Presidential Address.
- E. Miller
- BiologyCancer research
- 1 June 1978
Structure-activity studies of the hepatocarcinogenicities of alkenylbenzene derivatives related to estragole and safrole on administration to preweanling male C57BL/6J x C3H/HeJ F1 mice.
Mechanisms of chemical carcinogenesis
Knowledge of the mechanisms of carcinogens by chemicals provides a useful basis for approaches to the prevention of human cancer.
The metabolic activation of carcinogenic aromatic amines and amides.
Hepatic microsomal N-glucuronidation and nucleic acid binding of N-hydroxy arylamines in relation to urinary bladder carcinogenesis.
The hydrolysis of the glucuronides to N-hydroxy arylamines and the conversion of the latter derivatives to highly reactive electrophilic arylnitrenium ions in the normally acidic urine of dogs and humans may be critical reactions for tumor induction in the urinary bladder.
Hepatocarcinogenicity of estragole (1-allyl-4-methoxybenzene) and 1'-hydroxyestragole in the mouse and mutagenicity of 1'-acetoxyestragole in bacteria.
- N. Drinkwater, E. Miller, J. Miller, H. Pitot
- Biology, MedicineJournal of the National Cancer Institute
- 1 December 1976
Estragole induced hepatocellular carcinomas by 15 months in 23 and 39% of the mice that received total doses of 4.4 and 5.2 mumoles, respectively, and lived to an age of 12 months or more, and 1'-Acetoxyallybenzene had little or no activity in either of these tests.
Strong evidence from studies with brachymorphic mice and pentachlorophenol that 1'-sulfoöxysafrole is the major ultimate electrophilic and carcinogenic metabolite of 1'-hydroxysafrole in mouse liver.
Data strongly support the conclusion that 1'-sulfoöxysafrole is the major ultimate electrophilic and tumor-initiating metabolite of 1'-hydroxysaf role.