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

Q Dang, BS Brown, PD van Poelje, TJ Colby…

Index: Dang, Qun; Brown, Brian S.; Van Poelje, Paul D.; Colby, Timothy J.; Erion, Mark D. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 11 p. 1505 - 1510

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Citation Number: 18

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.