Synthesis, Spectroscopic Characterization and Biological Evaluation of 1-(4'-Hydroxybenzamido)-Imine-1,2,3,4-Tetrahydrocarbazole Derivatives

Abstract

A facile synthetic approach towards 1-(4'-hydroxybenzamido)-imine-1,2,3,4-tetrahydrocarbazole derivatives 3a–g was reported via reaction of 1-oxo-1,2,3,4-tetrahydrocarbazoles 1a–g, with p-hydroxybenzhydrazide in ethanol in the presence of sufficient amount of acetic acid. The structure of all the compounds was confirmed by spectroscopic studies. The antioxidant properties of all the derivatives have also been checked against DPPH and OH radicals. Further, in vitro anticancer activities of all the synthesized compounds were investigated by MTT assay method. All the prepared analogues exhibited considerable anticancer properties especially, 3e and 3f which reveled the best anticancer activity among all the test compounds. Additionally, we carried out molecular docking studies using the protein kinase CK2 inhibitors. In all the biological assays, halogen substituted carbazole derivatives showed enhanced activities than the other derivatives.