Author/Authors :
Jones، نويسنده , , Amy E. and Wilson، نويسنده , , Helen K. and Meath، نويسنده , , Paul and Meng، نويسنده , , Xiaoli and Holt، نويسنده , , David W. and Johnston، نويسنده , , Atholl and Oellerich، نويسنده , , Michael and Armstrong، نويسنده , , Victor W. and Stachulski، نويسنده , , Andrew V.، نويسنده ,
Abstract :
Following in vivo use of mycophenolic acid, the O-aryl and O-acyl glucuronides, as well as the recently discovered O-aryl glucoside (Scheme 1), are all found as metabolites. We describe convenient preparations of all three derivatives. The phenolic glycosides are obtained by phase-transfer-catalysed alkylation of methyl mycophenolate in very high yield, as an excellent alternative to the Kِnigs-Knorr reaction. We carefully optimised our earlier synthesis of the acyl glucuronide to give a highly pure product in a much improved yield. Finally, we describe the value of a synthetic acyl glucuronide in demonstrating its reactivity towards a known target protein with superior response to the naturally obtained material.
