Electrochemical Oxidation of Tolterodine

被引：9

作者：

Macikova, Pavla ^{[1
]}

Skopalova, Jana ^{[1
]}

Cankar, Petr ^{[2
]}

Papouskova, Barbora ^{[1
]}

Strakova, Radka

Jirovsky, David

Maier, Vitezslav ^{[1
]}

机构：

[1] Palacky Univ, Dept Analyt Chem, Fac Sci, Reg Ctr Adv Technol & Mat, Olomouc 77146, Czech Republic

[2] Palacky Univ, Dept Organ Chem, Fac Sci, Olomouc 77146, Czech Republic

来源：

ELECTROANALYSIS | 2013年 / 25卷 / 01期

关键词：

Tolterodine; 5-Hydroxymethyl tolterodine; Mass spectrometry; Oxidation; Voltammetry; MUSCARINIC RECEPTOR ANTAGONIST; 5-HYDROXYMETHYL METABOLITE; MASS-SPECTROMETRY; HPLC; SIMULATION; TARTARATE; TARTRATE; PLASMA;

D O I：

10.1002/elan.201200388

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The electrochemical behavior of tolterodine, an antimuscarinic drug used to treat urge incontinence and overactive bladder, was investigated using cyclic and differential pulse voltammetry at glassy carbon electrode. Electrooxidation of tolterodine proceeds as a complex two-step pH-dependent process. Controlled potential electrolysis of tolterodine solutions was performed at platinum gauze electrode in methanolic, aqueous-methanolic and acetonitrile media. Electrolyzed solutions were analyzed using liquid chromatography with electrospray ionization quadrupole time-of-flight mass spectrometry. 5-Hydroxymethyl tolterodine, the main biologically active metabolite of tolterodine, was identified among monomeric oxidation products. Dimeric products, formed by oxidative coupling of phenoxy radicals, were found in all electrolyzed solutions. The mechanism of the electrochemical oxidation of tolterodine has been proposed.

引用

页码：205 / 212

页数：8

共 25 条

[1] Aberg G., 2001, US Patent, Patent No. 6310103
[2] Andersson SHG, 1998, DRUG METAB DISPOS, V26, P528
[3] Online electrochemistry/mass spectrometry in drug metabolism studies: principles and applications
Baumann, Anne
Karst, Uwe
[J]. EXPERT OPINION ON DRUG METABOLISM & TOXICOLOGY, 2010, 6 (06) : 715 - 731
[4] On-Line Electrochemistry/Electrospray Ionization Mass Spectrometry (EC/ESI-MS) for the Generation and Identification of Nucleotide Oxidation Products
Baumann, Anne
Lohmann, Wiebke
Jahn, Sandra
Karst, Uwe
[J]. ELECTROANALYSIS, 2010, 22 (03) : 286 - 292
[5] Metabolic studies of tetrazepam based on electrochemical simulation in comparison to in vivo and in vitro methods
Baumann, Anne
Lohmann, Wiebke
Schubert, Birthe
Oberacher, Herbert
Karst, Uwe
[J]. JOURNAL OF CHROMATOGRAPHY A, 2009, 1216 (15) : 3192 - 3198
[6] Gelone S., 2005, REMINGTON SCI PRACTI, P1409
[7] Hammerich O., 2001, ORGANIC ELECTROCHEMI, P1008
[8] GENERAL EXPRESSION OF THE LINEAR POTENTIAL SWEEP VOLTAMMOGRAM IN THE CASE OF DIFFUSIONLESS ELECTROCHEMICAL SYSTEMS
LAVIRON, E
[J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1979, 101 (01) : 19 - 28
[9] On-Line Electrochemistry/Liquid Chromatography/Mass Spectrometry for the Simulation of Pesticide Metabolism
Lohmann, Wiebke
Doetzer, Reinhard
Guetter, Gerald
Van Leeuwen, Suze M.
Karst, Uwe
[J]. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2009, 20 (01) : 138 - 145
[10] Determination of tolterodine and its 5-hydroxymethyl metabolite in human plasma by hydrophilic interaction liquid chromatography-tandem mass spectrometry
Macek, Jan
Ptacek, Pavel
Klima, Josef
[J]. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2009, 877 (10): : 968 - 974

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