Abstract
Five ester prodrugs of 2′,3′-dideoxy-2′,3′-didehydrothymidine (D4T) were synthesized. The prodrugs showed higher partition coefficients to chloroform and lower solubility in water than D4T. Although the prodrugs were chemically stable within the range pH 2–7, enzymatic hydrolysis and quantitative regeneration of D4T were observed in the presence of human plasma or porcine liver esterase.
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