Microwave-accelerated synthesis of novel triphosphate nucleoside prodrugs: Expanding the therapeutic arsenal of anticancer agents

Tisnerat, Camille, Di Ciano, Samuele, Pertusati, Fabrizio ORCID: https://orcid.org/0000-0003-4532-9101 and Serpi, Michaela ORCID: https://orcid.org/0000-0002-6162-7910 2025. Microwave-accelerated synthesis of novel triphosphate nucleoside prodrugs: Expanding the therapeutic arsenal of anticancer agents. Organic Letters 27 (1) , pp. 322-327. 10.1021/acs.orglett.4c04379

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Abstract

In this study, we report for the first time a microwave-accelerated synthesis of purine and pyrimidine nucleoside triphosphate prodrugs, whose γ phosphate is masked with an aryloxy moiety and an amino acid ester (γ-ProTriP). The synthetic utility of this method is illustrated by the synthesis of triphosphate prodrugs of clofarabine and gemcitabine, two FDA-approved anticancer drugs. These new prodrugs showed good chemical and rat serum stability. Remarkably the clofarabine prodrug showed significant cytotoxicity against a panel of cancer cell lines.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry Schools > Pharmacy
Publisher:	American Chemical Society
ISSN:	1523-7060
Funders:	MRC, Royal Society
Date of First Compliant Deposit:	3 January 2025
Date of Acceptance:	16 December 2024
Last Modified:	24 Mar 2025 16:39
URI:	https://orca.cardiff.ac.uk/id/eprint/174957

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