RESISTANCE OF THE 2,2,2-TRIFLUOROETHOXY ARYL MOIETY TO THE CYTOCHROME-P-450 METABOLISM IN RAT-LIVER MICROSOMES

被引：28
|
作者：
IRURRE, J [1 ]
CASAS, J [1 ]
MESSEGUER, A [1 ]
机构：
[1] CSIC,CID,DEPT BIOL ORGAN CHEM,J GIRONA 18,E-08034 BARCELONA,SPAIN
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 02期
关键词：
CYTOCHROME P-450 DEETHYLASE (EC 1.14.14.1); DEALKYLATION; 7-ETHOXYCOUMARIN; PHENACETIN.2,2,2-TRIFLUOROETHOXY DERIVATIVES;
D O I：
10.1016/S0960-894X(01)80872-6
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
7-(2,2,2-trifluoroethoxy)coumarin (1a) or 4'-(2,2,2-trifluoroethoxy)acetanilide (3a), fluorinated analogs of the well known cytochrome P-450 deethylase (EC 1.14.14.1) substrates 7-ethoxycoumarin (1b) and phenacetin (3b), respectively, remained unaltered after incubation with rat liver microsomes in the presence of NADPH. In addition, compounds la and 3a showed a moderate activity as inhibitors of the above enzymes. Our results suggest that the CF3CH2O- group could play an important role in the design of bioactive compounds when a metabolic resistance at a specific position is desired.
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页码：179 / 182
页数：4
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