Relationships between the carcinogenic and mutagenic or DNA-modifying effects of nitrofuran derivatives, including 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide, a food additive.
نویسندگان
چکیده
of the 27 nitrofuran derivatives tested had mutagenic effects on E. coli, but none of them had mutagenic effects on S. typhimurium. Twenty-five compounds had DNA-modifying effects on E. coli, and 24 compounds had effects on the DNA of S. typhimurium. Fifteen of the 27 compounds are known to be carcinogenic. Fourteen of these 15 carcinogenic derivatives had mutagenic effects on E. coli and DNA-modify ing effects on E. coli and 5. typhimurium. Nitrofurazone gave positive results on mutagenicity and in repair tests with E. coli, but negative results on mutagenicity and in repair tests with S. typhimurium. Three derivatives reported as noncarcinogenic also showed positive mutagenic and DNA-modifying effects. One of these, 2-{2-furyl)-3-(5-nitro-2-furyl)acrylamide, is widely used as a food additive in Japan. The necessity for further in vivo tests on the carcinogenicities of these three compounds is indicated. The results show that several different microbial systems must be used for detection of potential carcinogens and mutagens.
منابع مشابه
Statistical analysis on toxicity of a nitrofuran derivative, 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide.
A food additive, furylfuramide or AF-2, which had been used in Japan since 1965 and structurally is composed of 5-nitro-2-furyl radical and acrylamide, was re-examined mainly on chronic toxicity by statistically reviewing published data. The conclusions are as follows: 1) The maximum safety dosage which shows no demonstrable change in rats must be corrected at least to 1/170 of the value which ...
متن کاملMetabolism of drugs. LXXX. The metabolic fate of nitrofuran derivatives. 3. Studies on enzymes in small intestinal mucosa of rat catalyzing degradation of nitrofuran derivatives.
The enzymes responsible for the degradation of nitrofuran derivatives in rat small intestinal mucosa were examined in vitro.As a result,it was suggested that the initial reactions in the degradation of 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide(AF-2) and 5-nitro-2-furfural semicarbazone(nitrofurazone)are mainly catalyzed by xanthine oxidase , while that of 2-amino-5-[2-(5-nitro-2-fury1)-1-(2-fur...
متن کاملThe carcinogenic activity of some 5-nitrofuran derivatives in the rat.
Three 5-nitrofuran derivatives showed carcinogenic activity when fed to female Holtzman rats at levels of 0.1 to 0.3% in a commercial diet for up to 44.5 weeks, while 2 other 5-nitrofuran derivatives and 5,5-diphenylhydantoin were inactive. Formic acid 2-[4-(5-nitro-2-furyl)-2-thiazolyl]hydrazide induced benign and malignant tumors of the mammary glands, adenomas or adenocarcinomas of the kidne...
متن کاملEffect of nitrofurans antagonistic to 3'-methyl-4-dimethylaminoazobenzene in hepatocarcinogenesis and RNA polymerase activity of liver cell nuclei in rats.
RNA polymerase activity of liver nuclei; and (c) whether the nitrofurans ameliorated 3'-Me-DAB-induced changes in RNA polymerase activity. The nitrofurans were 2-(2furyl)-3-(5-nitro-2-furyl)acrylamide and 2-amino-5-[2-(5nitro-2-furyl)-l-(2-furyl)vinyl-l-]-l ,3,4-oxadiazole. Male Donryu rats were fed 1 or 0.5 g of 3'-Me-DAB by being maintained on a diet containing 0.06% 3'-Me-DAB or 3'-Me-DAB pl...
متن کاملFuran derivatives. ЬХХП. Synthesis and some properties of l-(5-nitro-2-furyl)- -2- (5-aryl-2-furyl)ethylenes
Wittig reaction has recently been applied also in the preparation of 5-nitrofuran derivatives of ethylene [1—5]. The quoted syntheses were accomplished starting either from 5-nitrofurfuryl halides which were converted into 5-nitrofurfurylidenephosphoranes and subsequent condensation of the latter with carbonyl compounds [1—4], or the intermediate phosphoranes were prepared from other furfuryl h...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Cancer research
دوره 34 9 شماره
صفحات -
تاریخ انتشار 1974