Abstract
Three new chiral Schiff Bases (1S,2R)-1-(((E)-2-hydroxy-4-methylbenzylidene)amino)-2,3-dihydro-1H-inden-2-ol (L1), (1S,2R)-1-(((E)-3-bromo-5-chloro-2hydroxybenzylidene)amino)-2,3-dihydro-1H-inden-2-ol (L2) and (1S,2R)-1-(((E)-2-hydroxy-4-methoxybenzylidene)amino)-2,3-dihydro-1H-inden-2-ol (L3) were synthesized and characterized by 1H NMR, FT-IR, UV-Vis and elemental analysis (CHN). The crystal structures of L1 and L2 were determined by using single X-ray diffraction crystallographic technique also. It has been revealed that the remote substituents not only affect the structure of the Schiff bases (L1 and L2) but also affect the biological activity. Under physiological conditions using fluorescence quenching, UV-Vis spectroscopy and, Cyclic voltammetry, the interaction of Schiff bases with calf-thymus DNA (CT-DNA) was investigated. The present study aimed to investigate the effect of a remote substituent on the structure and DNA binding activity of the hydroxyl substituted chiral Schiff bases. The order of DNA binding affinity (Kb) calculated from the absorption spectroscopy was: L3 >L1 >L2.
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