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Electrochemical oxidation of fesoterodine and identification of its oxidation products using liquid chromatography and mass spectrometry

Název česky Elektřrochemická oxidace fesoterodinu a identifikace jeho oxidačních produktů
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KUCČEROVÁ Pavla SKOPALOVÁ Jana KUČERA Lukáš HRBÁČ Jan LEMR Karel

Rok publikování 2015
Druh Článek v odborném periodiku
Časopis / Zdroj Electrochimica Acta
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
Doi http://dx.doi.org/10.1016/j.electacta.2015.01.190
Obor Elektrochemie
Klíčová slova Fesoterodine; Oxidation; Hydrolysis; Voltammetry; Mass spectrometry
Popis The electrochemical behavior of fesoterodine (FES), an antimuscarinic drug used for the treatment of urge incontinence and overactive bladder, was investigated using linear sweep and cyclic voltammetry at a stationary and rotating disc glassy carbon electrodes. A single two-electron anodic signal of FES was observed in neutral buffered aqueous methanolic solutions. Kinetics of alkaline hydrolysis of FES to its active metabolite 5-hydroxymethyl tolterodine was investigated by time dependent linear sweep voltammetry. Controlled potential electrolysis of FES solutions was performed at platinum gauze electrode in aqueous-methanolic media. Electrolyzed solutions were analyzed using ultra performance liquid chromatography with electrospray ionization quadrupole time-of-flight mass spectrometry. Two main products of electrochemical oxidation of fesoterodine were identified as 5-formyl fesoterodine (isobutyric acid 2-(3-diisopropylamino-1-phenyl-propyl)-4-formyl-phenyl ester) and N-desisopropylated fesoterodine (isobutyric acid 4-hydroxymethyl-2-(3-isopropylamino-1-phenyl-propyl)-phenyl ester). The mechanism of the electrochemical oxidation of FES has been proposed and confirmed using on-line electrochemistry/mass spectrometry with porous glassy carbon electrode. (C) 2015 Elsevier Ltd. All rights reserved.

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