The synthesis of DL‐1‐(hexadecanoyloxy)methyl‐ and 1‐O‐hexadecanoyl‐inositols as potential inhibitors of phospholipase C

Abstract

The synthesis of racemic analogues of phosphatidylinositol (PI) and phosphatidylinositol4,S-bisphosphate (PIP,) starting from myo-inositol is described. Inositol derivatives with and without homologation at C( 1) and with and without ionic groups (phosphate or sulfate) at C(4) and C(5) were prepared as well as homologated derivatives with deoxy composition at C(2) and/or C(6). In all these compounds, palmitate ester groups were introduced in place of the diacylglyceryl group of PI or PIP2.