Literature DB >> 2254376

N-nitrosamino phosphates are unlikely transport forms for activated nitrosamines.

E Frei1, N Frank, M Wiessler.   

Abstract

Some of the target organs for nitrosamine carcinogenicity have a low activating capacity but many carcinogenic nitrosamines can be activated in the liver. Conjugates, such as phosphates, are chemically accessible reaction products of 1-OH-nitrosamines, and are either potential detoxication products or potential transport forms for activated nitrosamines. 14C-labeled 1-(N-ethyl-N-nitrosamino)ethyl phosphate was tested for its ability to enter primary rat hepatocytes but no uptake was detectable. No uptake was observable into fibroblasts and human leukocytes. N-Nitrosomethylbenzylamine is efficiently 1-C-hydroxylated by hepatocytes but the corresponding 1-C-phosphate was detectable neither in the cells nor in the surrounding medium. N-Nitrosamino-1-phosphates, unlike 1-glucuronides, therefore, do not seem to be important for nitrosamine toxicokinetics.

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Year:  1990        PMID: 2254376     DOI: 10.1007/bf01637076

Source DB:  PubMed          Journal:  J Cancer Res Clin Oncol        ISSN: 0171-5216            Impact factor:   4.553


  11 in total

Review 1.  Minireview: dialkylnitrosamine bioactivation and carcinogenesis.

Authors:  D Y Lai; J C Arcos
Journal:  Life Sci       Date:  1980-12-08       Impact factor: 5.037

2.  The half-lives of alkylating intermediates from diethylnitrosamine and N-nitrosopyrrolidine: a method for the measurement of metabolically generated reactive species.

Authors:  T H Keenan; R J Weinkam
Journal:  Toxicol Appl Pharmacol       Date:  1985-04       Impact factor: 4.219

3.  Metabolism of nitrosoacetoxymethylmethylamine in liver microsomes.

Authors:  K E Appel; N Frank; M Wiessler
Journal:  Biochem Pharmacol       Date:  1981-10       Impact factor: 5.858

4.  Stability of nitrosoacetoxymethylmethylamine in in vitro systems and in vivo and its excretion by the rat organism.

Authors:  N Frank; C Janzowski; M Wiessler
Journal:  Biochem Pharmacol       Date:  1980-02       Impact factor: 5.858

Review 5.  Structure-activity relations in carcinogenesis by N-nitroso compounds.

Authors:  W Lijinsky
Journal:  Cancer Metastasis Rev       Date:  1987       Impact factor: 9.264

6.  Cholic acid uptake and isolated rat hepatocytes.

Authors:  M S Anwer; R Kroker; D Hegner
Journal:  Hoppe Seylers Z Physiol Chem       Date:  1976-11

7.  Metabolism of N-nitroso-hydroxyethyl-alkylamine phosphate esters in the rat.

Authors:  N Frank; E Frei; M Wiessler
Journal:  Toxicology       Date:  1989-07-03       Impact factor: 4.221

8.  [On the carcinogenetic action of N-nitroso compounds. 7th communication: methyl-, trideuteromethyl-, ethyl-, n-propyl-, n-butyl-, acetoxymethyl-nitrosamine, and methyl-butyroxymethyl-nitrosamine (author's transl)].

Authors:  M Wiessler; M Habs; D Schmähl
Journal:  Z Krebsforsch Klin Onkol Cancer Res Clin Oncol       Date:  1978

9.  N-nitroso-hydroxyalkyl-alkylamine phosphate esters--a new class of N-nitroso compounds.

Authors:  N Frank; M Wiessler
Journal:  Carcinogenesis       Date:  1986-03       Impact factor: 4.944

10.  Investigations on the mutagenicity of primary and secondary alpha-acetoxynitrosamines with Salmonella typhimurium: activation and deactivation of structurally related compounds by S-9.

Authors:  B L Pool; M Wiessler
Journal:  Carcinogenesis       Date:  1981       Impact factor: 4.944

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