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ID: ALA1147466

Journal: Bioorg Med Chem Lett

Title: Synthesis and biological evaluation of phosphonic and thiophosphoric acid derivatives of lysophosphatidic acid.

Authors: Santos WL, Heasley BH, Jarosz R, Carter KM, Lynch KR, Macdonald TL.

Abstract: Using an N-oleoyl ethanolamide scaffold, a series of phosphate polar head group analogues of LPA comprised of various alpha-substituted phosphonates and thiophosphates was prepared. In a broken cell GTP[gamma35S] binding assay, agonist activity was evaluated at the three LPA receptors of the endothelial differentiation gene (Edg) family. This study has resulted in the discovery of a nonhydrolyzable LPA1-selective agonist (11). Additionally, thiophosphate 19 bears an isosteric phosphate mimetic that confers agonism at the LPA1 receptor but not LPA2.

CiteXplore: 15177455

DOI: 10.1016/j.bmcl.2004.04.061