Journal of Medicinal Chemistry p. 2590 - 2595 (1990)
Update date:2022-09-26
Topics:
Saari, Walfred S.
Schwering, John E.
Lyle, Paulette A.
Smith, Steven J.
Engelhardt, Edward L.
Some 3'- and 5'-<<(alkylamino)ethyl>glycyl> esters of 5-bromo-2'-deoxyuridine were prepared and evaluated in vitro as progenitors of the parent alcohol.The sters proved to be relatively stable at low pH but released 5-bromo-2'-deoxyuridine cleanly at rates which were pH and structure dependent.These basic esters are examples of cyclization-activated prodrugs in which generation of active drug is not linked to enzymatic cleavage but rather results from an intramolecular cyclization-elimination reaction.
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