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ID: ALA5223070

Journal: Bioorg Med Chem

Title: Synthesis and optimisation of P3 substituted vinyl sulfone-based inhibitors as anti-trypanosomal agents.

Authors: Doherty W, Adler N, Butler TJ, Knox AJS, Evans P.

Abstract: A series of lysine-based vinyl sulfone peptidomimetics were synthesised and evaluated for anti-trypanosomal activity against bloodstream forms of T. brucei. This focused set of compounds, varying in the P3 position, were accessed in a divergent manner from a common intermediate (ammonium salt 8). Several P3 analogues exhibited sub-micromolar EC50 values, with thiourea 14, urea 15 and amide 21 representing the most potent anti-trypanosomal derivatives of the series. In order to establish an in vitro selectivity index the most active anti-trypanosomal compounds were also assessed for their impact on cell viability and cytotoxity effects in mammalian cells. Encouragingly, all compounds only reduced cellular metabolic activity in mammalian cells to a modest level and little, or no cytotoxicity, was observed with the series.

CiteXplore: 32992251

DOI: 10.1016/j.bmc.2020.115774