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Four ester derivatives of 2′, 3′-dideoxyinosine (DDI), acetate (C2-DDI), octanoate (C8-DDI), benzoate (Bz-DDI), and hemisuccinate (Suc-DDI), were synthesized from deoxyinosine, and evaluated as a prodrug of DDI, The esters were proved to quantitativery regenerate DDI in the presence of human plasma. Absolute bioavailability was evaluated by an oral administration to rats by using water or olive oil as a solvent. Hydrophobic prodrugs, C8-DDI and Bz-DDI, showed higher bioavailavility when administered as a water suspension than as an oil solution, though hydrophilic prodrugs, C2-DDI and Suc-DDI, showed higher bioavailability with an oil suspension than with a solution in water

Prodrugs of 2',3'-dideoxyinosine(DDI): Synthesis and plasma concentration of DDI in rats via oral administration of an oil formulation.