Redox Pathways of Aliskiren Based on Experimental and Computational Approach and Its Voltammetric Determination

被引:40
作者
Pamuk, Deniz [1 ]
Tasdemir, Ibrahim Hudai [2 ]
Ece, Abdulilah [3 ]
Canel, Esin [1 ]
Kilic, Esma [1 ]
机构
[1] Ankara Univ, Dept Chem, Fac Sci, TR-06100 Ankara, Turkey
[2] Amasya Univ, Fac Arts & Sci, Dept Chem, TR-05100 Amasya, Turkey
[3] Hacettepe Univ, Dept Chem, Fac Sci, TR-06800 Ankara, Turkey
关键词
aliskiren; density functional theory; electrochemical behavior; electrode mechanism; HOMO-LUMO; voltammetric determination; ADSORPTIVE STRIPPING VOLTAMMETRY; DOSAGE FORMS; ELECTROCHEMICAL-BEHAVIOR; HYDROCHLOROTHIAZIDE;
D O I
10.5935/0103-5053.20130162
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Electrochemical behavior of aliskiren (ALS) was studied via experimental electrochemical methods and theoretical calculations performed at B3LYP/6-31+G (d)//AM1. Cyclic voltammetry studies were carried out based on the adsorption-controlled reversible reduction at ca. -1.5 V on hanging mercury drop electrode (HMDE) and irreversible electrochemical oxidation of ALS at ca. 1.0 V on glassy carbon electrode (GCE), vs. Ag/AgCl, KCl (3.0 mol L-1), in Britton-Robinson buffer at pH 10 and 8, respectively. According to computational and experimental findings, ALS is expected to be oxidized irreversibly at benzylic position and reduced reversibly at amide carbonyl groups. Voltammetric methods with and without adsorptive stripping mode were developed and validated for quantification of ALS in different samples. Limits of detection and of quantification for ALS were 6.3 x 10(-8) and 2.1 x 10(-7) mol L-1 for differential pulse voltammetry on HMDE and 1.2 x 10(-8) and 3.9 x 10(-8) mol L-1 for square-wave cathodic adsorptive stripping voltammetry. The methods were successfully applied to assay the drug in tablets and human serum with good recoveries, between 91.7 and 102.3%, having relative standard deviation less than 10%.
引用
收藏
页码:1276 / 1286
页数:11
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