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Synthesis and anticancer activity of N-9- and N-7- substituted 1,2,3 triazole analogues of 2,6-di-substituted purine

  • Jabeena KhazirEmail author
  • Bilal Ahmad Mir
  • Gousia Chashoo
  • Lynne Pilcher
  • Darren Riley
Original Research
  • 21 Downloads

Abstract

A library of N-9- and N-7-substituted 1,2,3 triazole analogues were generated on the 2,6-di-substituted purine upon reaction with various substituted aromatic azides. The synthesised analogues were screened for in vitro cytotoxic activity against various human cancer cell lines like (HCT-1 (colon), THP-1 (leukaemia), IMR-32 (neuroblastoma) and A-549 (lung)). From the bioassay results, it was observed that even though most of the synthesized derivatives exhibited a good potency against various screened cancer cell lines, but few of the analogues like 9a, 9b and 9e were found to be the most potent analogues in the series, with compound 9a showing IC50 values of 0.08 and 0.4 μM against THP-1 and A-549 cell lines, respectively.

Keywords

2,6 Dichloropurine Cycloaddition 1,2,3 triazoles anticancer 

Abbreviations

Ph

Phenyl ring

Ba

Benzyl amine

T

Triazole ring

Pu

Purine ring

Ea

Ethanol amine

Py

Pyrolidine

Pi

Piperidine

CH2Ba

Methylene group attached to benzene ring of benzyl amine

CH2T

Methylene group attached to Triazole ring

Notes

Acknowledgements

We thank University of Pretoria for providing postdoctoral fellowship to JK.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

Supplementary material

44_2019_2456_MOESM1_ESM.pdf (1.2 mb)
Supplementary Information

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Jabeena Khazir
    • 1
    Email author
  • Bilal Ahmad Mir
    • 2
  • Gousia Chashoo
    • 3
  • Lynne Pilcher
    • 4
  • Darren Riley
    • 4
  1. 1.Department of ChemistryGovernment Degree College (Boys)PulwamaIndia
  2. 2.Department of Botany, Satellite Campus KargilUniversity of KashmirSrinagarIndia
  3. 3.Cancer Pharmacology DivisionCSIR-Indian Institute of Integrative Medicine, Canal RoadJammuIndia
  4. 4.Department of ChemistryUniversity of PretoriaPretoriaSouth Africa

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