title: Binding interactions of naringenin and naringin with calf thymus DNA and the role of β-cyclodextrin in the binding.
abstract: The interaction of naringenin (Nar) and its neohesperidoside, naringin (Narn), with calf thymus deoxyribonucleic acid (ctDNA) in the absence and the presence of β-cyclodextrin (β-CD) was investigated. The interaction of Nar and Narn with β-CD/ctDNA was analyzed by using absorption, fluorescence, and molecular modeling techniques. Docking studies showed the existence of hydrogen bonding, electrostatic and phobic interaction of Nar and Narn with β-CD/DNA. 1:2 stoichiometric inclusion complexes were observed for Nar and Narn with β-CD. With the addition of ctDNA, Nar and Narn resulted into the fluorescence quenching phenomenon in the aqueous solution and β-CD solution. The binding constant K(b) and the number of binding sites were found to be different for Nar and Narn bindings with DNA in aqueous and β-CD solution. The difference is attributed to the structural difference between Nar and Narn with neohesperidoside moiety present in Narn.
authors.affiliation: Department of Chemistry, Karunya University, Coimbatore 641 114, India.
authors.forename: Sameena
authors.initials: S
authors.lastname: Yousuf
authors.forename: Israel V
authors.initials: IV
authors.lastname: Muthu Vijayan Enoch
mesh_terms: D001665:Binding Sites; D002626:Chemistry, Pharmaceutical; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D004337:Drug Carriers; D044950:Flavanones / Q000737:chemistry* / Q000378:metabolism; D006860:Hydrogen Bonding; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D055672:Static Electricity; D013678:Technology, Pharmaceutical / Q000379:methods; D047392:beta-Cyclodextrins / Q000737:chemistry* / Q000378:metabolism
chemical_list: D004337:Drug Carriers; D044950:Flavanones; D047392:beta-Cyclodextrins; D004247:DNA; C427203:calf thymus DNA; C005273:naringenin; C005274:naringin