title: A New Isoindoline Based Schiff Base Derivative as Cu(II) Chemosensor: Synthesis, Photophysical, DNA Binding and Molecular Docking Studies.
abstract: A new chemo sensor 2-(4-methylbenzylideneamino)-isoindoline-1,3-dione (PDB) was synthesized and characterized by UV-Vis., IR, (1)H NMR, (13)C NMR spectral and elemental analysis. Its photophysical properties in organic solvents with different polarity were studied. The sensitivity of the PDB in different pH solutions was investigated and the results indicated that PDB would be able to act as an efficient "off-on-off" switch for pH. This chemosensor displayed high selectivity towards Cu(2+) in the presence of metal ions Ba(2+), Cd(2+), Co(2+), Hg(2+), Ni(2+), Pb(2+), K(+) and Zn(2+) in DMF/H2O solution. Furthermore DNA binding and molecular docking studies were also carried out to investigate the biological potential of the test compound. The interaction of compound (PDB) with Ct-DNA was examined by absorption, CD spectroscopy, cyclic voltammetry and viscosity measurements. In silico studies revealed that the test compound (PDB) showed good affinity towards the target receptor d (CGCGAATTCGCG)2 with the binding energy of -7.70 kcal/mol.
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, New Delhi, 110 025, India.
authors.forename: Pattan Sirajuddin
authors.initials: PS
authors.lastname: Nayab
authors.affiliation: Department of Biochemistry, Sri Krishnadevraya University, Ananthapuram, 515 003, India.
authors.forename: Madhusudana
authors.initials: M
authors.lastname: Pulaganti
authors.affiliation: Department of Biochemistry, Sri Krishnadevraya University, Ananthapuram, 515 003, India.
authors.forename: Suresh Kumar
authors.initials: SK
authors.lastname: Chitta
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, New Delhi, 110 025, India. rahisuddin@jmi.ac.in.
authors.lastname: Rahisuddin
mesh_terms: D002623:Chemistry Techniques, Analytical / Q000295:instrumentation*; D060326:Chemistry Techniques, Synthetic; D003300:Copper / Q000032:analysis* / Q000737:chemistry; D004247:DNA / Q000737:chemistry*; D004563:Electrochemistry; D000431:Ethanol / Q000737:chemistry; D057446:Hydrodynamics; D006863:Hydrogen-Ion Concentration; D054833:Isoindoles / Q000138:chemical synthesis* / Q000737:chemistry*; D062105:Molecular Docking Simulation; D009690:Nucleic Acid Conformation; D010797:Phthalimides / Q000138:chemical synthesis* / Q000737:chemistry*; D012545:Schiff Bases / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: C000610105:2-(4-methylbenzylideneamino)isoindoline-1,3-dione; D054833:Isoindoles; D010797:Phthalimides; D012545:Schiff Bases; D000431:Ethanol; D003300:Copper; D004247:DNA
keywords: Ct-DNA binding studies; Cu(II) sensor; Molecular modeling; Phthalimide; pH sensor