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Review
. 2025;32(16):3193-3242.
doi: 10.2174/0109298673280546240106123000.

Recent Synthesis of Nucleoside Phosphonate Analogs Using Olefin Cross-metathesis

Joon Hee Hong  1
Affiliations
Review

Recent Synthesis of Nucleoside Phosphonate Analogs Using Olefin Cross-metathesis

Joon Hee Hong. Curr Med Chem. 2025.

Abstract

Nucleotide analogs known as acyclic and cyclic nucleoside phosphonates (ANPs and CNPs, respectively) have a variety of biological properties, including antibacterial, antiviral, antiparasitic, antineoplastic, and immunomodulatory. A strong reaction that has emerged in the last several decades has fundamentally changed our knowledge of the chemistry of nucleoside phosphonates. In particular, Olefin cross-metathesis (CM) has been a potent and practical synthesis route to produce functionalized olefins from essential alkene precursors. This review describes recent synthesis examples of ANPs and CNPs analogs using the Ru-catalyzed olefin cross-metathesis reactions. Olefin cross-metathesis reactions are performed in the olefinic parts of nucleoside and phosphonate produced by Grubbs, Hoveyda-Grubbs, and Nolan. This review presents a synthetic overview of a few chosen nucleosides with biological significance. Their biological activity results are briefly discussed.

Keywords: Olefin cross-metathesis; acyclic nucleoside phosphonates; antineoplastic.; antiviral agents; cyclic nucleoside phosphonates; enzyme inhibitors.

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