Synthesis of isosteric and isopolar phosphonate substrate analogues designed as inhibitors for phosphatidylinositol-specific phospholipase C from Bacillus cereus

Article abstract of DOI:10.1016/0040-4039(94)85358-4

The synthesis of the isosteric phosphonate substrate analogue inhibitor 2 and the isopolar difluoromethylenephosphonate inhibitor 3 for phosphatidylinositol-specific phospholipase C (PI-PLC) from Bacillus cereus is described. The key step involved a trichloroacetonitrile mediated condensation between the inositol derivative 8 and the corresponding phosphonic acids 16 and 18 to establish the central P-O bond in these inhibitors.