Analogues of phospholipids: synthesis and biological evaluation of a series of 3-phosphocholine glyceric acid derivatives

Abstract

A series of phospholipid analogues derived from 3-phosphocholine glyceric acid ( 1a–e) have been prepared and tested as lysophosphatidylcholine or PAF analogues according to their structure. Of these compounds, hexadecyl 3-phosphocholine glycerate ( 1a), the most similar to the model lysophosphatidylcholine, showed some interesting immunomodulating activities, while hexadecyl 2-acetyl-3-phosphocholine glycerate ( 1b), most similar to PAF, had no immunomodulating activity but was a weak agonist of platelet aggregation. Other compounds of the series with modification of the side chain showed little activity in either category.