title: New phthalimide-appended Schiff bases: Studies of DNA binding, molecular docking and antioxidant activities.
abstract: Herein, we investigated new phthalimide-based Schiff base molecules as promising DNA-binding and free radical scavenging agents. Physicochemical properties of these molecules were demonstrated on the basis of elemental analysis, ultraviolet-visible (UV-Vis), infra-red (IR),1H and13C nuclear magnetic resonance (NMR) spectroscopy. All spectral data are agreed well with the proposed Schiff base framework. The DNA-binding potential of synthesized compounds were investigated by means of UV-visible, fluorescence, iodide quenching, circular dichroism, viscosity and thermal denaturation studies. The intrinsic binding constants (Kb) were calculated from absorption studies were found to be 1.1 × 104and 1.0 × 104M-1for compounds 2a and 2b suggesting that compound 2a binding abilities with DNA were stronger than the compound 2b. Our studies showed that the presented compounds interact with DNA through groove binding. Molecular docking studies were carried out to predict the binding between Ct-DNA and test compounds. Interestingly, in silico predictions were corroborated with in vitro DNA-binding conclusions. Furthermore, the title compounds displayed remarkable antioxidant activity compared with reference standard.
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, New Delhi, India.
authors.forename: Pattan Sirajuddin
authors.initials: PS
authors.lastname: Nayab
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, New Delhi, India.
authors.lastname: Akrema
authors.affiliation: Department of Chemistry, Aligarh Muslim University, Aligarh, India.
authors.forename: Istikhar A
authors.initials: IA
authors.lastname: Ansari
authors.affiliation: Department of Chemistry, Aligarh Muslim University, Aligarh, India.
authors.forename: Mohammad
authors.initials: M
authors.lastname: Shahid
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, New Delhi, India.
authors.lastname: Rahisuddin
mesh_terms: D000975:Antioxidants / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000737:chemistry; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D006861:Hydrogen Peroxide / Q000737:chemistry; D020128:Inhibitory Concentration 50; D007454:Iodides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D062105:Molecular Docking Simulation; D009994:Osmolar Concentration; D010797:Phthalimides / Q000737:chemistry* / Q000378:metabolism; D010851:Picrates / Q000737:chemistry; D012545:Schiff Bases / Q000737:chemistry* / Q000378:metabolism; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D014783:Viscosity
chemical_list: D000975:Antioxidants; D001713:Biphenyl Compounds; D007454:Iodides; D010797:Phthalimides; D010851:Picrates; D012545:Schiff Bases; D004247:DNA; D006861:Hydrogen Peroxide; C004931:1,1-diphenyl-2-picrylhydrazyl
keywords: DNA binding; Schiff base; antioxidant; molecular docking