The binding of small phosphorus-containing compounds to the butyrophilin isoform 3A1 (BTN3A1) leads to activation of Vγ9Vδ2 T cells through mechanisms that remain unclear. Recent studies on mixed aryl/acyloxy prodrugs of the phosphonate 1 have given compounds with cellular potency that approaches that of the natural ligand (E)-4-hydroxy-3-methyl-but-2-enyl diphosphate (HMBPP, 2). New variations on these prodrug forms have given still more potent compounds and begun to clarify the features that contribute to their potency. The synthesis of these compounds, together with our initial investigations on their biological activity, will be reported.

Synthesis and biological activity of coumarin-containing prodrugs of a butyrophilin ligand

255th National Meeting (2018)

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