Synthesis of 1H-1,2,3-triazole linked β-lactam–isatin bi-functional hybrids and preliminary analysis of in vitro activity against the protozoal parasite Trichomonas vaginalis

Twenty-two different triazoles were prepared to examine the anti-Trichomonas vaginalis structure–activity relationships (SAR) within the β-lactam–isatin–triazole conjugate family. The compounds were synthesized by copper-catalyzed ‘click chemistry.’ In vitro activity against T. vaginalis was determined at 10 and 100 μM for each compound, with eighteen of the synthesized hybrids showing 100% growth inhibition at 100 μM. The compound 5i, with no cytotoxicity on cultured CHO-K1 cells, is considered a good compound for further analysis.

Synthesis of 1H-1,2,3-triazole-tethered β-lactam–isatin structural chimeras and their in vitro activity against Trichomonas vaginalis at 10 and 100 μM.Figure optionsDownload as PowerPoint slideHighlights
► Synthesis of 1H-1,2,3-triazole-tethered β-lactam–isatin structural chimeras.
► In vitro activity was evaluated against T. vaginalis at 10 and 100 μM.
► The compound 5i proved to be non-cytotoxic with an IC50 of 7.69 μM.