title: DNA-binding study of anticancer drug cytarabine by spectroscopic and molecular docking techniques.
abstract: The interaction of anticancer drug cytarabine with calf thymus DNA (CT-DNA) was investigated in vitro under simulated physiological conditions by multispectroscopic techniques and molecular modeling study. The fluorescence spectroscopy and UV absorption spectroscopy indicated drug interacted with CT-DNA in a groove-binding mode, while the binding constant of UV-vis and the number of binding sites were 4.0 ± 0.2 × 104L mol-1and 1.39, respectively. The fluorimetric studies showed that the reaction between the drugs with CT-DNA is exothermic. Circular dichroism spectroscopy was employed to measure the conformational change of DNA in the presence of cytarabine. Furthermore, the drug induces detectable changes in its viscosity for DNA interaction. The molecular modeling results illustrated that cytarabine strongly binds to groove of DNA by relative binding energy of docked structure -20.61 KJ mol-1. This combination of multiple spectroscopic techniques and molecular modeling methods can be widely used in the investigation on the interaction of small molecular pollutants and drugs with biomacromolecules for clarifying the molecular mechanism of toxicity or side effect in vivo.
authors.affiliation: a Department of Inorganic Chemistry, Faculty of Chemistry , Razi University , Kermanshah , Iran.|b Medical Biology Research Center (MBRC) , Kermanshah University of Medical Sciences , Kermanshah , Iran.
authors.forename: Nahid
authors.initials: N
authors.lastname: Shahabadi
authors.affiliation: a Department of Inorganic Chemistry, Faculty of Chemistry , Razi University , Kermanshah , Iran.
authors.forename: Monireh
authors.initials: M
authors.lastname: Falsafi
authors.affiliation: a Department of Inorganic Chemistry, Faculty of Chemistry , Razi University , Kermanshah , Iran.
authors.forename: Maryam
authors.initials: M
authors.lastname: Maghsudi
mesh_terms: D000964:Antimetabolites, Antineoplastic / Q000737:chemistry / Q000378:metabolism*; D001665:Binding Sites; D002942:Circular Dichroism; D003561:Cytarabine / Q000737:chemistry* / Q000378:metabolism*; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D005453:Fluorescence; D062105:Molecular Docking Simulation; D009690:Nucleic Acid Conformation; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013816:Thermodynamics; D014783:Viscosity
chemical_list: D000964:Antimetabolites, Antineoplastic; D003561:Cytarabine; D004247:DNA; C427203:calf thymus DNA
keywords: Cytarabine; DNA binding; groove binding; molecular docking; spectroscopic techniques