These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


PUBMED FOR HANDHELDS

Search MEDLINE/PubMed


  • Title: Intestinal transformation of 2,6-dinitrotoluene in male Wistar rats.
    Author: Sayama M, Mori MA, Maruyama Y, Inoue M, Kozuka H.
    Journal: Xenobiotica; 1993 Feb; 23(2):123-31. PubMed ID: 8498076.
    Abstract:
    1. Metabolites formed by anaerobic incubation of 2,6-dinitrotoluene (2,6-DNT) with intestinal microflora of male Wistar rats were examined. Intestinal transformation of 2,4-dinitrotoluene (2,4-DNT) was also studied to determine whether azoxy compounds are produced in the anaerobic incubation. 2. 2,6-DNT was transformed by the intestinal microflora into 2-nitroso-, 2-hydroxylamino- and 2-amino-6-nitrotoluene, and 2,6-diaminotoluene. A time course study showed that 2-nitroso-, 2-hydroxylamino-, and 2-amino-6-nitrotoluene reached peaks at 2, 5 and 6 h of the anaerobic incubation; 2,6-diaminotoluene appeared at 12 h of the incubation. The formation of 2,6-diaminotoluene from 2-amino-6-nitrotoluene in the incubation was confirmed. 3. Two nitroazoxy compounds, namely, 2,2'-dimethyl-5,5'-dinitroazoxybenzene and 4,4'-dimethyl-3,3'-dinitroazoxybenzene, in addition to known metabolites (nitrosonitrotoluenes, hydroxylaminonitrotoluenes, aminonitrotoluenes and diaminotoluene), were detected in the incubation of 2,4-DNT with intestinal microflora. The formation of the two nitroazoxy compounds (2% dose in 24 h) was non-enzymic and merely involved mixing 2-hydroxylamino-4-nitrotoluene with 2-nitroso-4-nitrotoluene or 4-hydroxylamino-2-nitrotoluene with 4-nitroso-2-nitrotoluene in methanol, respectively.
    [Abstract] [Full Text] [Related] [New Search]