1 H -1,2,3-Triazole-tethered isatin-ferrocene and isatin-ferrocenylchalcone conjugates: Synthesis and in vitro antitubercular evaluation

摘要

A Cu-mediated azide-alkyne cycloaddition protocol has been employed for the synthesis of 16 different triazoles to probe the antitubercular structure-activity relationships within the isatin-ferrocene-triazole conjugate family. The antitubercular evaluation studies revealed a marked improvement in activity with the introduction of ferrocene nucleus among precursors N-alkylazido isatins with a prefernce for halogen (F, Cl) substituent at C-5 position of isatin as well as propyl chain length as a spacer. The induction of a chalcone nucleus resulted in the enhanced antimycobacterial efficacy irrespective of the subtituent and alkyl chain length as evidenced by the isatin-ferrocenylchalcone hybrids. The described protocol is the first successful attempt of the amalgamation of ferrocene-isatin nuclei tethered via a triazole linker.