Inhibition of rat hepatic aryl sulphotransferase IV by dihydrodiol derivatives of benzo[a]pyrene and naphthalene
| Autor: | Michael W. Duffel, S. I. Rao |
|---|---|
| Rok vydání: | 1992 |
| Předmět: |
Stereochemistry
Health Toxicology and Mutagenesis Naphthalenes Toxicology Biochemistry Dihydroxydihydrobenzopyrenes chemistry.chemical_compound Sulfation polycyclic compounds Animals Naphthalene Pharmacology chemistry.chemical_classification biology Chemistry Substrate (chemistry) General Medicine Arylsulfotransferase Rats Enzyme Liver Benzo(a)pyrene Enzyme inhibitor biology.protein Pyrene Enantiomer |
| Zdroj: | Xenobiotica. 22:247-255 |
| ISSN: | 1366-5928 0049-8254 |
| DOI: | 10.3109/00498259209046623 |
| Popis: | 1. Although neither the (+)- nor (-)-enantiomer of trans-benzo[a]pyrene-7,8-dihydrodiol was a substrate for aryl sulphotransferase IV from rat liver, both enantiomers inhibited the enzyme-catalysed sulphation of 1-naphthalene-methanol with Ki values of 3.7 +/- 0.4 microM for the (+)-enantiomer, and 4.4 +/- 0.3 microM for the (-)-enantiomer. 2. Based on the magnitude of the Ki values, the binding affinity of these dihydrodiols for the aryl sulphotransferase was significantly greater than that for the corresponding phenolic derivatives of benzo[a]pyrene. That is 7-hydroxybenzo[a]pyrene and 8-hydroxybenzo[a]pyrene were both substrates for aryl sulphotransferase IV, with apparent Km values of 280 +/- 41 microM and 370 +/- 72 microM, respectively. 3. Both (+)- and (-)-trans-naphthalene-1,2-dihydrodiols were also inhibitors of aryl sulphotransferase IV, but with higher Ki values than would be expected from previously determined apparent Km and Ki values for (R)-(-)- and (S)-(+)-1,2,3,4-tetrahydro-1-naphthols, respectively. |
| Databáze: | OpenAIRE |
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