Investigation of anticancer drug lapatinib and its interaction with dsDNA by electrochemical and spectroscopic techniques

被引:67
作者
Dogan-Topal, Burcu [1 ]
Bozal-Palabiyik, Burcin [1 ]
Ozkan, Sibel A. [1 ]
Uslu, Bengi [1 ]
机构
[1] Ankara Univ, Fac Pharm, Dept Analyt Chem, TR-06100 Ankara, Turkey
关键词
Lapatinib; Glassy carbon electrode; Calf thymus double stranded deoxyribonucleic acid; Biosensor; Interaction; TYROSINE KINASE INHIBITOR; LIQUID-CHROMATOGRAPHY; CARBON ELECTRODE; DNA-INTERACTIONS; GROWTH; CANCER; OXIDATION; PHARMACEUTICALS; CLENBUTEROL; BIOSENSORS;
D O I
10.1016/j.snb.2013.12.088
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The electro-oxidation mechanism of lapatinib (LPT) at a glassy carbon electrode (GCE) was studied using various voltammetric techniques. The effects of pH and scan rate on LPT signal were determined in detail by cyclic voltammetry; as a result, the first and the second peaks were found diffusion and adsorption controlled, respectively. LPT exhibited three anodic peaks at 0.76 V, 0.95 V and 1.22 V by differential pulse voltammetry and two electrons were transferred for each peak. The oxidation of LPT was compared with some model compounds which contained aromatic amine structures. The possible electrooxidation pathway was also proposed. The electrochemical biosensor was designed in order to show the interaction between ct-dsDNA and LPT. For better understanding of the interaction mechanism between LPT and ct-dsDNA, spectroscopic techniques were performed. The binding constant (K) between LPT and DNA was calculated as 6.03 x 10(5) M-1, 4.20 x 10(5) M-1 and 3.50 x 10(4) M-1 for electrochemical, UV-vis spectrophotometric and fluorescence spectroscopic techniques, respectively. Ultimately, based on electrochemical and spectroscopic methods, it was confirmed that LPT could intercalate into the dsDNA helix. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:185 / 194
页数:10
相关论文
共 39 条
[1]   Determination of lapatinib (GW572016) in human plasma by liquid chromatography electrospray tandem mass spectrometry (LC-ESI-MS/MS) [J].
Bai, F ;
Freeman, BB ;
Fraga, CH ;
Fouladi, M ;
Stewart, CF .
JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2006, 831 (1-2) :169-175
[2]  
Brett C., 1993, Electrochemistry: Principles, Methods, and Applications
[3]   Dual kinase inhibition in the treatment of breast cancer: Initial experience with the EGFR/ErbB-2 inhibitor lapatinib [J].
Burris, HA .
ONCOLOGIST, 2004, 9 :10-15
[4]   VOLTAMMETRIC STUDIES OF THE INTERACTION OF METAL-CHELATES WITH DNA .2. TRIS-CHELATED COMPLEXES OF COBALT(III) AND IRON(II) WITH 1,10-PHENANTHROLINE AND 2,2'-BIPYRIDINE [J].
CARTER, MT ;
RODRIGUEZ, M ;
BARD, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (24) :8901-8911
[5]  
Ciardiello F, 2001, CLIN CANCER RES, V7, P2958
[6]   Indazolylamino quinazolines and pyridopyrimidines as inhibitors of the EGFr and C-erbB-2 [J].
Cockerill, S ;
Stubberfield, C ;
Stables, J ;
Carter, M ;
Guntrip, S ;
Smith, K ;
McKeown, S ;
Shaw, R ;
Topley, P ;
Thomsen, L ;
Affleck, K ;
Jowett, A ;
Hayes, D ;
Willson, M ;
Woollard, P ;
Spalding, D .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (11) :1401-1405
[7]   Voltammetric oxidation of ambroxol and application to its determination in pharmaceuticals and in drug dissolution studies [J].
Demircigil, BT ;
Uslu, B ;
Özkan, Y ;
Özkan, SA ;
Sentürk, Z .
ELECTROANALYSIS, 2003, 15 (03) :230-234
[8]   Voltammetric behavior of antileukemia drug glivec. Part I - Electrochemical study of Glivec [J].
Diculescu, Victor Constantin ;
Vivan, Marilene ;
Brett, Ana Maria Oliveira .
ELECTROANALYSIS, 2006, 18 (18) :1800-1807
[9]  
Erdem A, 2002, ELECTROANAL, V14, P965, DOI 10.1002/1521-4109(200208)14:14<965::AID-ELAN965>3.0.CO
[10]  
2-U