Antimycobacterial activity: A facile three-component [3+2]-cycloaddition for the regioselective synthesis of highly functionalised dispiropyrrolidines

A series of twelve dispiropyrrolidines were synthesized using [3+2]-cycloaddition reactions. The synthesized compounds were screened for their antimycobacterial activity against M. tuberculosis H37Rv and INH resistant M. tuberculosis strains using agar dilution method, four of them showed good activity with MIC of less than 1 μM. Compound 4′-[5-(4-fluorophenyl)pyridin-3-yl]-1′-methyldispiro[indan-2,2′ pyrrolidine-3′,2″-indan]-1,3,1″-trione (4b) was found to be the most active with MIC of 0.1215 and 5.121 μM, respectively.

Graphical abstractCompound 4′-[5-(4-fluorophenyl)pyridin-3-yl]-1′-methyldispiro[indan-2,2′ pyrrolidine-3′,2″-indan]-1,3,1″-trione (4b) was found to be the most active against Mycobacterium tuberculosis (MTB-H37Rv) and INHR-MTB with MIC of 0.1215 and 5.121 μM, respectively.Figure optionsDownload full-size imageDownload as PowerPoint slide