Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor

Scientific Reports
2020.0

Abstract

The current study describes synthesis of diindolylmethane (DIM) derivatives based-thiadiazole as a new class of urease inhibitors. Diindolylmethane is natural product alkaloid reported to use in medicinal chemistry extensively. Diindolylmethane-based-thiadiazole analogs (1-18) were synthesized and characterized by various spectroscopic techniques (1)HNMR, (13)C-NMR, EI-MS and evaluated for urease (jack bean urease) inhibitory potential. All compounds showed excellent to moderate inhibitory potential having IC(50) value within the range of 0.50 +/- 0.01 to 33.20 +/- 1.20 microM compared with the standard thiourea (21.60 +/- 0.70 microM). Compound 8 (IC(50) = 0.50 +/- 0.01 microM) was the most potent inhibitor amongst all derivatives. Structure-activity relationships have been established for all compounds. The key binding interactions of most active compounds with enzyme were confirmed through molecular docking studies.

DOI： 10.1038/s41598-020-64729-3

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