Synthesis of 5-N-methyl-benzofuro£Û3,2-b£Ýquinoline Derivatives and Spectroscopic Studies on These Derivatives as DNA Intercalators

KeyWord:benzofuro£Û3,2-b£Ýquinoline  double-stranded DNA  UV-Vis absorption spectra  molecular docking  EB displacement

Abstract:

      Based on the isostere theory and the structure of alkaloid crytolepine,5-N-methylbenzofuro£Û3,2-b£Ýquinoline scaffold was designed.Referencing to the derivatization strategy of amsacrine,a series of aniline-substituted 5-N-methylbenzofuro£Û3,2-b£Ýquinoline derivatives were designed and synthesized,and their structures were characterized by MS and 1H NMR spectra.The binding constants and docking sores of these derivatives with double-stranded DNA were studied by UV-Vis absorption spectra and Surflex-Dock.Surface binding mode was eliminated by ionic strength influence assay.Combined with the results from EB displacement experiments,it was proposed that these derivatives interacted with duplex DNA via intercalation binding mode.