ELECTROCHEMICAL STUDY OF THE OXIDATION OF CARBIDOPA AND ITS DETERMINATION USING LIQUID-CHROMATOGRAPHY WITH ELECTROCHEMICAL DETECTION

被引:6
作者
TOMPE, P
HALBAUER, AN
LADANYI, L
机构
[1] EGIS Pharmaceuticals, H-1475 Budapest
关键词
LIQUID CHROMATOGRAPHY; VOLTAMMETRY; CARBIDOPA; ELECTROCHEMICAL OXIDATION; PHARMACEUTICALS;
D O I
10.1016/0003-2670(93)80182-K
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The electrochemical oxidation of carbidopa [(S)-(-)-2-(3,4-dihydroxybenzyl)-2-hydrazinopropionic acid monohydrate] was studied by linear sweep voltammetry, cyclic voltammetry, microcoulometry and preparative electrolysis. An ECCE mechanism with two-electron transfer, followed by two chemical reactions (decarboxylation and hydrolysis), were found, giving carbon dioxide, hydrazine and 3,4-dihydroxyphenylacetone. The final electrochemical step may be a reversible two-electron oxidation process which gives the o-quinoidal analogue of the latter. An analogous oxidation mechanism was found when carbidopa was oxidized with HBrCl2 in hydrochloric acid.
引用
收藏
页码:391 / 398
页数:8
相关论文
共 11 条
[1]   DETERMINATION OF L-3,4-DIHYDROXYPHENYLALANINE IN BIOLOGICAL-FLUIDS AND TISSUES [J].
DIZDAR, N ;
HENRIKSSON, A ;
KAGEDAL, B .
JOURNAL OF CHROMATOGRAPHY-BIOMEDICAL APPLICATIONS, 1991, 565 (1-2) :1-26
[2]  
GORDON GG, 1986, INTRO DRUG METABOLIS, P11
[3]  
HOUBENWEIL, 1990, METHODEN ORG CHEM EC, V19, P66
[4]  
KAKAC B, 1974, HDB PHOTOMETRISCHEN, V1, P597
[5]  
MOFFAT AE, 1986, ISOLATION IDENTIFICA, P432
[6]   SIMULTANEOUS DETERMINATION OF CARBIDOPA, LEVODOPA AND 3,4-DIHYDROXYPHENYLACETIC ACID USING HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY WITH ELECTROCHEMICAL DETECTION [J].
NISSINEN, E ;
TASKINEN, J .
JOURNAL OF CHROMATOGRAPHY, 1982, 231 (02) :459-462
[7]   DEGRADATION OF ALPHA-METHYL-3,4-DIHYDROXYPHENYLALANINE ( ALPHA-METHYLDOPA ) [J].
SLATES, HL ;
TAUB, D ;
KUO, CH ;
WENDLER, NL .
JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (06) :1424-&
[8]  
VICKERS S, 1974, DRUG METAB DISPOS, V2, P9
[9]  
WEINBERG NL, 1974, TECHNIQUES CHEM, V5, P495
[10]   MELANIN .2. ELECTROCHEMICAL STUDY OF THE OXIDATION OF ALPHA-METHYLDOPA AND 5,6-DIHYDROXY-2-METHYLINDOLE [J].
YOUNG, TE ;
BABBITT, BW ;
WOLFE, LA .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (14) :2899-2902