Trichomoniasis is a sexually transmitted disease that is caused by a parasite called Trichomonas vaginalis. The parasite does not create nucleobases and will obtain them from the host to reproduce. Uridine nucleoside ribohydrolase (UNH) is one of the salvage pathway enzymes used by the parasite to obtain nitrogenous bases. There are treatments for trichomoniasis but some strains of the parasite are growing resistant and new treatments are needed. Using a different pathway, potential inhibitors can be used as treatment against the parasitic infection. 2-(2-Methylpyridin-3-yl)phenol (Figure 1) was found to inhibit UNH with an IC50 value of 1.9 µM. Using this scaffold, derivatives were made using the Suzuki reaction. Suzuki reaction is a cross-coupling reaction that combines a boronic acid and an aryl halide with a palladium catalyst, to create biaryl compounds. After the compound was made, they were tested against the parasite to obtain an IC50. The goal is to create a compound that can inhibit UNH at a sub micromolar IC50 value.

Synthesis of 2-(2-methylpyridin-3-yl)phenol derivatives as uridine nucleoside ribohydrolase inhibitors

ACS Fall 2021

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