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Published on: July 6, 2016
Copper-catalyzed xanthine-chalcogenide hybrids: synthesis, DNA binding and docking
Clara Holthausen1, Isabella Barbosa Dos Reis Carlos2, Suzane Quintana Gomes1
1Departamento de Energia e Sustentabilidade, Universidade Federal de Santa Catarina - UFSC, Rua Pedro João Pereira, 150, 88905-120, Araranguá, Santa Catarina, Brazil. tiago.frizon@ufsc.br.
Organic & Biomolecular Chemistry
|June 16, 2026
Summary
This study developed a sustainable method to synthesize novel xanthine-chalcogenide hybrids. These compounds show promising interactions with DNA, suggesting potential for biological applications.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Biochemistry
Background:
- Xanthine derivatives are important scaffolds in medicinal chemistry.
- Chalcogenide moieties can impart unique biological properties.
- Developing efficient synthetic routes for novel hybrid molecules is crucial.
Purpose of the Study:
- To synthesize novel xanthine-chalcogenide hybrids.
- To investigate the DNA-binding properties of these hybrids.
- To explore their potential for biological applications.
Main Methods:
- Copper-catalyzed C(sp2)-H chalcogenylation using diaryl dichalcogenides.
- Spectroscopic characterization (1H- and 13C-NMR).
- UV-visible absorption titration with calf thymus DNA and molecular docking simulations.
Main Results:
- Efficient synthesis of selenium- and sulfur-containing xanthine derivatives under mild conditions.
- Confirmation of structures via NMR spectroscopy.
- Evidence of noncovalent DNA interaction and elucidation of binding modes through simulations.
Conclusions:
- A sustainable synthetic approach for xanthine-chalcogenide hybrids was established.
- The synthesized hybrids exhibit DNA-binding capabilities.
- These compounds hold potential for further biological investigation.
