Proposed model for binding of permethrin and deltamethrin insecticides with ct-DNA, a structural comparative study.
In this work, the interaction of two synthetic pyrethroid insecticides, permethrin (PER) and deltamethrin (DEL), with ct-DNA has been studied by cyclic voltammetry (CV), circular dichroism (CD), competitive fluorescence, atomic force microscopy (AFM), UV-vis spectroscopy, thermodynamic measurements, Fourier-transform infra-red (FT-IR), high performance liquid chromatography (HPLC) and two-layered ONIOM (our N-layered integrated molecular orbital+molecular mechanics) (DFT B3LYP, 6-31++G(d, p):UFF) molecular modeling methods. The last four methods were also utilized to study the binding of DEL with DNA. The results revealed that the PER may interact through partial intercalation and groove binding process while the PER only interacts through groove binding. Finally, the insecticides structure effect on interaction is discussed.
Novel Drug Delivery Research Center, Faculty of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah 67145-1673, Islamic Republic of Iran; Department of Medicinal Chemistry, Faculty of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah 67145-1673, Islamic Republic of Iran.
F
F
Ahmadi
Department of Pharmacology and Toxicology, Faculty of Pharmacy, Azad University of Tehran, Islamic Republic of Iran; Department of Medicinal Chemistry, Faculty of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah 67145-1673, Islamic Republic of Iran. Electronic address: fahmadi@kums.ac.ir.
K
K
Ghanbari
D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry* / Q000378:metabolism*; D018625:Microscopy, Atomic Force; D008958:Models, Molecular; D056004:Molecular Dynamics Simulation; D009570:Nitriles / Q000737:chemistry* / Q000378:metabolism*; D026023:Permethrin / Q000737:chemistry* / Q000378:metabolism*; D011722:Pyrethrins / Q000737:chemistry* / Q000378:metabolism*; D017550:Spectroscopy, Fourier Transform Infrared; D013816:Thermodynamics
D009570:Nitriles; D011722:Pyrethrins; C017180:decamethrin; D026023:Permethrin; D004247:DNA
DNA binding; Deltamethrin; Groove binding; Partial intercalation; Permethrin; Synthetic pyrethroid insecticides