Regioselective biomimetic oxidation of etodolac with iodosylbenzene catalyzed by halogenated and perhalogenated metalloporphyrins in dichloromethane

被引:10
作者
Chauhan, SMS [1 ]
Kandadai, SA [1 ]
Sahoo, B [1 ]
机构
[1] Univ Delhi, Dept Chem, Delhi 110007, India
关键词
etodolac; halogenated and perhalogenated metalloporphyrin; iodosylbenzene; 4-hydroxyetodolac; 4-oxoetodolac;
D O I
10.1248/cpb.49.1375
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The biomimetic oxidation of etodolac, an anti-inflammatory drug (1) with iodosylbenzene catalyzed by 5,10,15,20-tetraarylporphyrinatoiron(III) chlorides TAPFe(III)CI (7a-e) in dichloromethane gives 4-hydroxyetodolac (6) and 4-oxoetodolac (5) regioselectively in moderate yields.
引用
收藏
页码:1375 / 1376
页数:2
相关论文
共 14 条
[1]  
CAUHAN SMD, 1997, 6 NAT S BIOORG CHEM
[2]   THE METABOLIC DISPOSITION OF ETODOLAC IN RATS, DOGS, AND MAN [J].
CAYEN, MN ;
KRAML, M ;
FERDINANDI, ES ;
GRESELIN, E ;
DVORNIK, D .
DRUG METABOLISM REVIEWS, 1981, 12 (02) :339-362
[3]   Biomimetic oxidation of indole-3-acetic acid and related substrates with hydrogen peroxide catalysed by 5,10,15,20-tetrakis (2',6'-dichloro-3'-sulfonatophenyl)porphyrinatoiron(II) hydrate in aqueous solution and AOT reverse micelles [J].
Chauhan, SMS ;
Mohapatra, PP ;
Kalra, B ;
Kohli, TS ;
Satapathy, S .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 113 (1-2) :239-247
[4]   Biomimetic oxidation of ibuprofen with hydrogen peroxide catalysed by horseradish peroxidase (HRP) and 5,10,15,20-tetrakis-(2′,6′-dichloro-3′-sulphonatophenyl) and manganese(III) hydrates in AOT reverse micelles [J].
Chauhan, SMS ;
Sahoo, BB .
BIOORGANIC & MEDICINAL CHEMISTRY, 1999, 7 (11) :2629-2634
[5]  
Chauhan SMS, 1997, J INDIAN CHEM SOC, V74, P199
[6]  
Chauhan SMS, 1996, INDIAN J CHEM B, V35, P1267
[7]   BIOMIMETIC OXIDATION OF 21-HYDROXY, 21-FORMYL AND 21-CARBOXYLIC PREGN-4-EN-3,20-DIONE WITH CHEMICAL CYTOCHROME-P450 MODEL SYSTEMS [J].
CHAUHAN, SMS ;
RAY, PC .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1991, 1 (11) :601-+
[8]  
Chauhan SMS, 1997, J SCI IND RES INDIA, V56, P311
[9]   Four recent studies in cytochrome P450 modelings: A stable iron porphyrin coordinated by a thiolate ligand; A robust ruthenium porphyrin-pyridine N-oxide derivatives system; Polypeptide-bound iron porphyrin; Application to drug metabolism studies [J].
Higuchi, T ;
Hirobe, M .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 113 (1-2) :403-422