A study of inactivation reactions of N-acetylcysteine with mucochloric acid, a mutagenic product of the chlorination of humic substances in water
| Autor: | Shan Xie, Robert T. LaLonde |
|---|---|
| Rok vydání: | 1992 |
| Předmět: |
Salmonella typhimurium
Salmonella Stereochemistry animal diseases chemistry.chemical_element Mutagen Borohydrides Toxicology medicine.disease_cause Medicinal chemistry Acetylcysteine Sodium borohydride chemistry.chemical_compound Chlorine medicine cardiovascular diseases Furans Bicyclic molecule Mutagenicity Tests Chemistry General Medicine In vitro nervous system diseases Toxicity cardiovascular system Mutagens circulatory and respiratory physiology medicine.drug |
| Zdroj: | Chemical Research in Toxicology. 5:618-624 |
| ISSN: | 1520-5010 0893-228X |
| DOI: | 10.1021/tx00029a005 |
| Popis: | The Salmonella typhimurium (TA100) mutagenic compound, mucochloric acid [3,4-dichloro-5-hydroxy-2(5H)-furanone (MCA)], was inactivated by in vitro N-acetylcysteine (NAC). The reaction of MCA with NAC at pH7 was second order and gave products 4, 5, and 6a that resulted from the displacement of chlorine from C-3 or C-4 of MCA. The sodium borohydride treatment of product 4 gave the same product (7) as was obtained by treating 3,4-dichloro-2(5H)-furanone with NAC. The treatment of MCA with (R)-(+)-cysteine gave the bicyclic product 9a, in which the two chlorine atoms of MCA were still present. This product was slightly more mutagenic than MCA, whereas product 5 was less mutagenic than MCA and product 4 was nonmutagenic in the Salmonella typhimurium (TA100) assay. |
| Databáze: | OpenAIRE |
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