Synthesis of phosphonate 3-phthalidyl esters as prodrugs for potential intracellular delivery of phosphonates

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Abstract

A new prodrug approach for intracellular delivery of phosphonates was developed via the synthesis of 3-phthalidyl esters of 1- naphthalenemethylphosphonate. This approach is advantageous over the traditional acyloxymethyl phosphonate prodrugs, because these prodrugs do not generate formaldehyde and have improved plasma half-lives.

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Dang, Q., Brown, B. S., Van Poelje, P. D., Colby, T. J., & Erion, M. D. (1999). Synthesis of phosphonate 3-phthalidyl esters as prodrugs for potential intracellular delivery of phosphonates. Bioorganic and Medicinal Chemistry Letters, 9(11), 1505–1510. https://doi.org/10.1016/S0960-894X(99)00239-5

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