Rat liver microsomal metabolism of propyl halides
Tachizawa, H; MacDonald, TL; Neal, RA
HERO ID
1737968
Reference Type
Journal Article
Year
1982
Language
English
PMID
| HERO ID | 1737968 |
|---|---|
| In Press | No |
| Year | 1982 |
| Title | Rat liver microsomal metabolism of propyl halides |
| Authors | Tachizawa, H; MacDonald, TL; Neal, RA |
| Journal | Molecular Pharmacology |
| Volume | 22 |
| Issue | 3 |
| Page Numbers | 745-751 |
| Abstract | The in vitro metabolism of 1-propyl halides (chloride, bromide, and iodide) by hepatic microsomes from phenobarbital-induced rats was examined. The following metabolites were detected: propene, 1,2-epoxypropane, 1,2-propanediol, propionic acid, and undefined species bound to protein (for propyl chloride). The addition of exogenous glutathione to the incubation mixture led to the production of S-(1'-propyl)glutathione and S-(2'-hydroxy-1'-propyl)glutathione. The ratio of the metabolites resulting from C1-C2 functionalization [propene, 1,2-propanediol, and S-(2'-hydroxy-1'-propyl)glutathione] to that resulting from C1 functionalization (propionic acid) increased as the halide progressed down the halide order chloride bromide, and iodide. Mechanisms which rationalize the distribution of propyl halide metabolites as a function of the halide are discussed. The preferred mechanism interprets that the results obtained are a consequence of the partitioning of the initial metabolic transformation between alpha-hydroxylation and halogen oxygenation pathways. |
| Pmid | 7155131 |
| Wosid | WOS:A1982PQ84000030 |
| Url | http://molpharm.aspetjournals.org/content/22/3/745.abstract |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Authoring Organization: National Board of Labour Protection (Finland) HEEP COPYRIGHT: BIOL ABS. The in vitro metabolism of 1-propyl halides (chloride, bromide and iodide) by hepatic microsomes from phenobarbital-induced rats was examined. The following metabolites were detected: propene, 1,2-epoxypropane, 1,2-propanediol, propionic acid and undefined species bound to protein (for propyl chloride). The addition of exogenous glutathione to the incubation mixture led to the production of S-(1'-propyl)glutathione and S-(2'-hydroxy-1'-propyl)glutathione. The ratio of the metabolites resulting from C1-C2 functionalization (propene, 1,2-propanediol and S-(2'-hydroxy-1'-propyl)glutathione) to that resulting from C1 functionalization (propionic acid) increased as the halide progressed down the halide order: chloride bromide and iodide. Mechanisms which rationalized the distribution of propyl halide metabolites as a function of the halide were discussed. The preferred mechanism interpreted the results as a consequence of the partitioning of the initial metabolic transformation between alpha-hydroxylation and halogen oxygenation pathways. (Organohalides are major environmental pollutants.) |
| Is Public | Yes |
| Language Text | English |
| Relationship(s) |
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