New Benzamide Analogues of Metronidazole-tethered Triazoles as Non-sugar Based Inhibitors of beta-Glucuronidase

摘要

abstract_textpThe present study describes the synthesis, and evaluation of beta-glucuronidase inhibitory potential of metronidazole analogues. Twenty-four metronidazole-tethered benzamide triazoles (28-51) were synthesized using copper-catalyzed Huisgen alkyne-azide cycloaddition reaction, and characterized by using different spectroscopic techniques. All of them were identified as new compounds. Compounds 28-51 demonstrated weak to excellent in vitro beta-glucuronidase inhibitory activity with no toxicity against 3T3 mouse fibroblast cell lines. Compound 51 (IC50=12.41 +/- 0.58 mu M) was found to be the most active beta-glucuronidase inhibitor among the series, with an activity similar to 4 times higher than the standard inhibitor, D-saccharic acid-1,4-lactone (IC50=45.75 +/- 2.16 mu M)./p/abstract_text