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1,2,3-Triazole Fused Quinoline-Peptidomimetics: Studies on Synthesis, DNA Binding and Photonuclease Activity

  • T. Aravinda
  • H. S. Bhojya Naik
  • H. R. Prakash Naik
Article

Abstract

We present, simple approach for the accession of 1,2,3-triazole fused quinoline peptide analogues from 3-(azidomethyl)-2-chloroquinoline in a three-step mechanistic pathway. The UV–Visible absorbance plot shows dynamic interaction of parent triazole derivative with CT DNA as efficient DNA intercalator (K b = 4.6 × 10−4 M−1). Finally, the efficient DNA damage was observed on photo-irradiation at 360 nm in the presence of 2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionic acid 1-(2-chloro-quinolin-3-ylmethyl)-1H-[1,2,3]triazole-4-ylmethyl ester (6a).

Graphical Abstract

We present, simple approach for the accession of 1,2,3-triazole fused quinoline peptide analogues from 3-(azidomethyl)-2-chloroquinoline in a three-step mechanistic pathway. The UV–Visible absorbance plot shows dynamic interaction of parent triazole derivative with CT DNA as efficient DNA intercalator (K b = 4.6 × 10−4). Finally, the efficient DNA damage was observed on photo-irradiation at 360 nm in the presence of 2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionic acid 1-(2-chloro-quinolin-3-ylmethyl)-1H-[1,2,3]triazole-4-ylmethyl ester (6a).

Keywords

1,2,3-triazole-quinoline Peptidomimetics DNA binding-photocleavage 

Notes

Acknowledgments

We thank to Kuvempu University for providing JRF, Indian Institute of science, Bangalore, for providing spectral data, University of Mysore, for providing elemental analysis facility.

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Copyright information

© Springer Science+Business Media, LLC 2009

Authors and Affiliations

  • T. Aravinda
    • 1
  • H. S. Bhojya Naik
    • 1
  • H. R. Prakash Naik
    • 1
  1. 1.Department of Studies and Research in Industrial Chemistry, School of Chemical SciencesKuvempu UniversityShankaraghattaIndia

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