Synthesis, Molecular Docking and Anticancer Activity of New Substituted Pyridine-1,2,3-Triazole Hybrid N-glycosides Via Click Chemistry

Document Type : Original Article

Authors

1 Department of Chemistry, College of Science, Qassim University, Buraidah 51452, Saudi Arabia

2 Department of Photochemistry, National Research Centre, Cairo 12622, Egypt.

3 Department of Chemistry, Faculty of Science, Islamic University of Madinah, Madinah, 42351, Saudi Arabia

Abstract

Cancer is still the most upsetting threat for human life and its fighting strategies have acquired intensive research. The design and synthesis of novel candidates for their possible potent anticancer activity has become a major objective in the drug anticancer discovery field. In the current research, new 1,2,3-triazole glycosides linked to substituted pyridine system were prepared vis click chemistry approach. A number of substituted acetylenic substrates incorporating varied structural features were applied for the click reaction. Various sugar moieties as acetylated glycopyranosyl forms provided the 1,4-disubstituted 1,2,3-triazole products possessing sugar, aryl- or heteroaryl substituents in the synthesized compounds. The 1,2,3-triazole glycoside 10 and its acetylenic precursor 6 possessing the biphenyl and thienyl rings in addition to the O-acetylated glucopyranosyl moiety showed the highest activity against A549, MCF7 and PC3 human cancer cell lines. Furthermore, the docking studies into EGFR and EGFR showing good binding modes with the protein active sites.

Keywords

Main Subjects

Egyptian Journal of Chemistry
Volume 67, Issue 13 - Serial Number 13
In Loving Memory of Late Professor Doctor ””Mohamed Refaat Hussein Mahran””
December 2024
Pages 1221-1233

Files

History

  • Receive Date: 08 October 2024
  • Revise Date: 16 November 2024
  • Accept Date: 25 November 2024

Share

How to cite

Statistics