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.

引用

页码：179 / 182

页数：4

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