# 1H-1,2,3-triazolyl-1,6-naphthyridin-7(6H)-ones as Potential Fluorescent Nucleoside Analogues: Synthesis and Optical Properties

**Authors:** Anissa Beghennou, Océane Rondot, Vincent Corcé, Candice Botuha

PMC · DOI: 10.3390/molecules29030687 · Molecules · 2024-02-01

## TL;DR

Scientists created new fluorescent nucleoside analogues with unique optical properties that could help study enzymes and develop antiviral or anticancer drugs.

## Contribution

The paper introduces a new class of fluorescent nucleoside analogues with tunable emissivity based on solvent polarity.

## Key findings

- The synthesized nucleosides show strong fluorescence with emissivity changes in different solvents.
- These molecules are suitable for probing enzyme binding sites and nucleic acids.
- They may serve as a basis for developing antiviral or antitumoral drugs.

## Abstract

In this article, we present the synthesis and the optical properties of three original molecules as potential fluorescent ribonucleoside analogues incorporating a 1,6-naphthyridin-7(6H)-one scaffold as a fluorescent nucleobase and a 1,2,3-triazole as a linkage. The nucleosides were prepared via a Cu alkyne-azide cycloaddition (CuAAC) reaction between a ribofuranosyl azide and a 4-ethynylpyridine partner. Construction of substituted 1,6-naphthyridin-7(6H)-ones was achieved through two additional steps. Optical property studies were investigated on nucleoside analogues. Powerful fluorescence properties have been evidenced with a remarkable change of emissivity depending on the polarity of the solvent, making these molecules suitable as a new class of artificial fluorescent nucleosides for investigating enzyme binding sites as well as probing nucleic acids. In addition, we are convinced that such analogues could be of great interest in the search for new antiviral or antitumoral drugs based on nucleosides.

## Linked entities

- **Chemicals:** 4-ethynylpyridine (PubChem CID 642801)

## Full-text entities

- **Chemicals:** azide (MESH:D001386), ribonucleoside (MESH:D012263), Nucleoside (MESH:D009705), 1,6-naphthyridin-7(6H)- (-)

## Full text

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## Figures

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## References

53 references — full list in the complete paper: https://tomesphere.com/paper/PMC10856630/full.md

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Source: https://tomesphere.com/paper/PMC10856630