Electrochemical biosensor for the interaction of DNA with the alkylating agent 4,4-dihydroxy chalcone based on guanine and adenine signals

被引:45
作者
Meric, B
Kerman, K
Ozkan, D
Kara, P
Erdem, A
Kucukoglu, O
Erciyas, E
Ozsoz, M [1 ]
机构
[1] Ege Univ, Fac Pharm, Dept Analyt Chem, TR-35100 Izmir, Turkey
[2] Ege Univ, Fac Pharm, Dept Pharmaceut Chem, TR-35100 Izmir, Turkey
关键词
electrochemical DNA biosensor; guanine; adenine; 4,4 '-dihydroxy chalcone; DNA;
D O I
10.1016/S0731-7085(02)00477-6
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The interaction of an alkylating agent, 4,4'-dihydroxy chalcone (DHC) with calf thymus double stranded DNA (dsDNA) and calf thymus single stranded DNA (ssDNA) was studied electrochemically based on the oxidation signals of guanine and adenine by using differential pulse voltammetry (DPV) at carbon paste electrode (CPE). As a result of the alkylation of DHC between the base pairs in dsDNA, the voltammetric signal of guanine and adenine greatly decreased. After the interaction of DHC with ssDNA, a higher decrease in the oxidation signals of guanine and adenine was observed under the same conditions. The partition coefficients of DHC at dsDNA and ssDNA modified CPEs were calculated. The interactions of DHC with synthetic polynucleotides, such as polyguanylic acid and polyadenylic acid were also observed. In addition, the detection limit and the reproducibility were determined by using DPV. The interaction of DHC with dsDNA in solution-phase was also investigated and the results were compared with the ones obtained by surface immobilized dsDNA. The application of electrochemical DNA biosensor for monitoring the DNA-alkylating agent interactions was explored. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:1339 / 1346
页数:8
相关论文
共 39 条
[1]  
BERTINO JR, 1992, ANTINEOPLASTIC DRUGS, P941
[2]   DNA sensor for the determination of antitumor platinum compounds [J].
Brabec, V .
ELECTROCHIMICA ACTA, 2000, 45 (18) :2929-2932
[3]   Cytotoxic activities of Mannich bases of chalcones and related compounds [J].
Dimmock, JR ;
Kandepu, NM ;
Hetherington, M ;
Quail, JW ;
Pugazhenthi, U ;
Sudom, AM ;
Chamankhah, M ;
Rose, P ;
Pass, E ;
Allen, TM ;
Halleran, S ;
Szydlowski, J ;
Mutus, B ;
Tannous, M ;
Manavathu, EK ;
Myers, TG ;
De Clercq, E ;
Balzarini, J .
JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (07) :1014-1026
[4]   Mannich bases of phenolic azobenzenes possessing cytotoxic activity [J].
Dimmock, JR ;
Erciyas, E ;
Kumar, P ;
Hetherington, M ;
Quail, JW ;
Pugazhenthi, U ;
Arpin, SA ;
Hayes, SJ ;
Allen, TM ;
Halleran, S ;
DeClercq, E ;
Balzarini, J ;
Stables, JP .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1997, 32 (7-8) :583-594
[5]   Synthesis and biological evaluation of certain α,β-unsaturated ketones and their corresponding fused pyridines as antiviral and cytotoxic agents [J].
El-Subbagh, HI ;
Abu-Zaid, SM ;
Mahran, MA ;
Badria, FA ;
Al-Obaid, AM .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (15) :2915-2921
[6]   ANTIMICROBIAL EVALUATION OF SOME STYRYL KETONE DERIVATIVES AND RELATED THIOL ADDUCTS [J].
ERCIYAS, E ;
ERKALELI, HI ;
COSAR, G .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1994, 83 (04) :545-548
[7]   Novel hybridization indicator methylene blue for the electrochemical detection of short DNA sequences related to the hepatitis B virus [J].
Erdem, A ;
Kerman, K ;
Meric, B ;
Akarca, US ;
Ozsoz, M .
ANALYTICA CHIMICA ACTA, 2000, 422 (02) :139-149
[8]  
Erdem A, 1999, ELECTROANAL, V11, P586
[9]  
Erdem A, 1999, ELECTROANAL, V11, P1372, DOI 10.1002/(SICI)1521-4109(199912)11:18<1372::AID-ELAN1372>3.0.CO
[10]  
2-4