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Article detail · 2025

1,2,3-Triazole naphthaldehyde compounds and their oxime derivatives: in vitro and in silico DNA binding properties

Journal of Biomolecular Structure and Dynamics

YÖKSİS OpenAlex SJR Q2 JCR Q3 Citations 6 Percentile 89.8% FWCI 2.88
Year
2025
ISSN
0739-1102
Type
article

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Abstract

English (OpenAlex)

In this work, we report the synthesis and DNA binding properties of a series of 1,2,3-triazole naphthaldehyde compounds and their oxime derivatives. The 1,2,3-triazole naphthaldehyde compounds (1a–1f) were prepared by the Cu(I) catalysed click reactions. The 1,2,3-triazole naphthaldehyde compounds (1a-1f) were then reacted with hydroxyl amine to yield 1,2,3-triazole oxime compounds (2a–2f). The structures of all compounds were characterized by Fourier-transform ınfrared spectroscopy, Nuclear magnetic resonance and elemental analysis. Crystal structures of compounds 1a, 1c, 1f, 2c and 2d were investigated by single crystal X-ray crystallography. The compounds were evaluated for their DNA binding properties via in vitro spectrophotometric and in silico molecular docking studies. The compounds were found to interact with DNA via a groove binding mode with considerable the binding constants. The groove binding mode of interactions were also suggested by fluorescence ethidium bromide replacement experiments and viscosity studies. Binding interactions of the compounds with DNA have also been studied by molecular docking studies.

Topics

  • Synthesis and Characterization of Heterocyclic Compounds
  • Synthesis and biological activity
  • Click Chemistry and Applications

Primary topic Synthesis and Characterization of Heterocyclic Compounds

Authors

  1. AHMET ACUZ
  2. ÖZGE GÜNGÖR KAHRAMANMARAŞ SÜTÇÜ İMAM ÜNİVERSİTESİ
  3. DERYA KILIÇASLAN KAHRAMANMARAŞ SÜTÇÜ İMAM ÜNİVERSİTESİ
  4. SEYİT ALİ GÜNGÖR
  5. MUHAMMET KÖSE