CuAAC Mediated Synthesis of 2-HBT Linked Bioactive 1,2,3-Triazole Hybrids: Investigations through Fluorescence, DNA Binding, Molecular Docking, ADME Predictions and DFT Study

A series of three different classes of benzothiazole linked 1,2,3-triazole hybrid molecules with varying alkyl spacers (ethyl, propyl, and butyl) between 2-hydroxyphenyl benzothiazoles and 1,2,3-triazoles are efficiently synthesized under CuAAC condition. All compounds are satisfactorily characterized by FTIR, H-1-NMR, C-13-NMR, ESI-MS data and structures of some compounds were finally supported by single-crystal X-ray diffraction data. Most of the synthesized compounds exhibited good to better DNA binding property (0.28x10(5) M-1 to 2.91x10(5) M-1) and well drug-like properties. Some promising compounds showed good agreement to all experimental and theoretical computed properties (fluorescence study, DNA binding, molecular docking, DFT, and ADME Predictions).

Automated summary

A series of benzothiazole linked 1,2,3-triazole hybrid molecules with varying alkyl spacers were efficiently synthesized under CuAAC conditions. Most synthesized compounds exhibited good DNA binding properties and drug-like characteristics, with some promising compounds showing good agreement with all experimental and theoretical computed properties.