title: Triazole-linked phenyl derivatives: redox mechanisms and in situ electrochemical evaluation of interaction with dsDNA.
abstract: The redox mechanism of two trisubstituted triazole-linked phenyl derivatives (CL41 and CL42) and a disubstituted triazole-linked phenyl derivative (CL2r50) were studied using cyclic, differential pulse and square wave voltammetry at a glassy carbon electrode. The CL41, CL42 and CL2r50 oxidation is a complex, pH-dependent irreversible process involving the formation of electroactive products that undergo two consecutive reversible oxidation reactions. The DNA interaction with CL41, CL42 and CL2r50 was investigated by differential pulse voltammetry using the dsDNA-electrochemical biosensor and in DNA/trisubstituted triazole incubated solutions. All three trisubstituted triazole-linked phenyl derivatives interacted with dsDNA causing morphological and oxidative damage to the dsDNA structure in a time-dependent manner. The DNA-electrochemical biosensor enabled the detection of oxidative damage to DNA following the occurrence of the 8-oxoGua and/or 2,8-oxoAde oxidation peaks.
authors.affiliation: Department of Chemistry, University of Coimbra, Coimbra 3004-535, Portugal.
authors.forename: A Dora R
authors.initials: AD
authors.lastname: Pontinha
authors.affiliation: UCL School of Pharmacy, University College London, London WC1N 1AX, UK.
authors.forename: Caterina M
authors.initials: CM
authors.lastname: Lombardo
authors.affiliation: UCL School of Pharmacy, University College London, London WC1N 1AX, UK.
authors.forename: Stephen
authors.initials: S
authors.lastname: Neidle
authors.affiliation: Department of Chemistry, University of Coimbra, Coimbra 3004-535, Portugal. Electronic address: brett@ci.uc.pt.
authors.forename: Ana Maria
authors.initials: AM
authors.lastname: Oliveira-Brett
mesh_terms: D000166:Acridines / Q000737:chemistry; D015374:Biosensing Techniques / Q000295:instrumentation / Q000379:methods; D002244:Carbon; D004247:DNA / Q000032:analysis / Q000737:chemistry*; D055664:Electrochemical Techniques / Q000295:instrumentation / Q000379:methods*; D006863:Hydrogen-Ion Concentration; D010084:Oxidation-Reduction; D012996:Solutions / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000166:Acridines; D012996:Solutions; D014230:Triazoles; D002244:Carbon; D004247:DNA
keywords: Glassy carbon electrode; Substituted triazole-linked phenyl compounds; Voltammetry; dsDNA electrochemical biosensor