Microbial models of mammalian metabolism: biotransformations of phenacetin and itsO-alkyl homologues withCunninghamellaspecies
| Autor: | C. S G Reddy, Daniel Acosta, Patrick J. Davis |
|---|---|
| Rok vydání: | 1990 |
| Předmět: |
Ketone
Stereochemistry Health Toxicology and Mutagenesis Alkylation Toxicology Models Biological Biochemistry Hydroxylation chemistry.chemical_compound medicine Animals Biotransformation Alkyl Acetaminophen Mammals Pharmacology chemistry.chemical_classification Chromatography Cunninghamella elegans biology organic chemicals Phenacetin General Medicine biology.organism_classification Cunninghamella chemistry Mucorales Isopropyl medicine.drug |
| Zdroj: | Xenobiotica. 20:1281-1297 |
| ISSN: | 1366-5928 0049-8254 |
| DOI: | 10.3109/00498259009046627 |
| Popis: | 1. The analgesic compound phenacetin and its O-alkyl homologues were metabolized by Cunninghamella elegans to yield the O-dealkylation product paracetamol (acetaminophen), and metabolites resulting from omega-1 hydroxylation and further oxidations. 2. Structural identification was based upon physical, spectral and chromatographic comparisons of isolated metabolites with synthetic standards generated by alkylation of paracetamol with the appropriate alkyl halide, epoxide, or alpha,beta-unsaturated ketone. 3. The rank order of O-dealkylation within the homologous series based upon either substrate disappearance or phenol formation was found to be ethyl greater than isopropyl greater than n-propyl greater than n-butyl greater than methyl. |
| Databáze: | OpenAIRE |
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