Table 2.
Regioselectivity of the oxidation of the R group of compounds 3, 4 and 5 by CYP2J2 and CYP3A4 (a)
| Compound | Regioselectivity (%) (b) | |||||
|---|---|---|---|---|---|---|
| CYP2J2 | CYP3A4 | |||||
| α | β | γ | α | β | γ | |
| 3 | 2 | 98 | - | 98 | 2 | - |
| 4 | 5 | 85 | 10 | 88 | 9 | 3 |
| 5 | 1 | 99 | 81 | 19 | ||
Oxidation conditions as described in Materials and Methods.
α, β, γ indicate the position of oxidation on the R chain (fig. 1) relative to the aryl ring, i.e. the α- and β- positions refer to the benzylic and homobenzylic positions, respectively. In the case of compound 5, oxidation at positions and corresponds to the epoxidation of the double bond. Values are means from three independent experiments.