New Synthesis and Antitumor Activity of CycloSal- Derivatives of 5-Fluoro-2′-deoxyuridinemonophosphate

Martina Lorey; Chris Meiera; De Clercq Erik; Jan Balzarini

doi:10.1080/07328319708002952

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New Synthesis and Antitumor Activity of CycloSal- Derivatives of 5-Fluoro-2′-deoxyuridinemonophosphate

Article 1997 en

Abstract

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Abstract An improved synthesis of 5′-cycloSal-FdUMP 3a-g and 3′,5′-bis-cycloSal-FdUMP 9a-g as potential prodrugs of FdU 1 is described. In hydrolysis studies, phosphotriesters 3 released FdUMP 2 selectively by a tandem reaction. The biological activity of cycloSal-phosphotriesters 3 and 9 was evaluated in different cell lines.

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New Synthesis and Antitumor Activity of <i>Cyclo</i>Sal- Derivatives of 5-Fluoro-2′-deoxyuridinemonophosphate

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<i>Cyclo</i>-saligenyl-5-fluoro-2′-deoxyuridinemonophosphate (<i>cyclo</i>Sal-FdUMP) — A New Prodrug Approach for FdUMP

<i>Cyclo</i>-saligenyl-2′,3′-dideoxy-2′,3′-didehydroythymidinemonophosphate (<i>cyclo</i>Sal-d4TMP) — A New Pro-Nucleotide Approach

<i>Cyclo</i>-Saligenyl-3′-Azido-2′,3′-Dideoxy- Thymidinemonophosphate (<i>cyclo</i>Sal-AZTMP) - A New Pro-Nucleotide Approach<sup>1</sup> ?-

<i>cyclo</i>Sal-2‘,3‘-dideoxy-2‘,3‘-didehydrothymidine Monophosphate (<i>cyclo</i>Sal-d4TMP): Synthesis and Antiviral Evaluation of a New d4TMP Delivery System

<i>cyclo</i>Sal-Pronucleotides of 2‘,3‘-Dideoxyadenosine and 2‘,3‘-Dideoxy-2‘,3‘-didehydroadenosine: Synthesis and Antiviral Evaluation of a Highly Efficient Nucleotide Delivery System