One-pot two-step catalytic synthesis of 6-amino-2-pyridone-3,5-dicarbonitriles enabling anti-cancer bioactivity

Lynden G. Nicely, Ruturajsinh M. Vala, Dipti B. Upadhyay, Joaquina Nogales, Celestine Chi, Sourav Banerjee (Lead / Corresponding author), Hitendra M. Patel (Lead / Corresponding author)

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)
43 Downloads (Pure)

Abstract

We report a one-pot two-step synthesis of a bioactive 6-amino-2-pyridone-3,5-dicarbonitrile derivative using natural product catalysts betaine and guanidine carbonate. Anti-cancer bioactivity was observed in specific molecules within the library of 16 derivatives. Out of the compounds, 5o had the most potent anti-cancer activity against glioblastoma cells and was selected for further study. Compound 5o showed anti-cancer properties against liver, breast, lung cancers as well as primary patient-derived glioblastoma cell lines. Furthermore, 5o in combination with specific clinically relevant small molecule inhibitors induced enhanced cytotoxicity in glioblastoma cells. Through our current work, we establish a promising 6-amino-2-pyridone-3,5-dicarbonitrile based lead compound with anti-cancer activity either on its own or in combination with specific clinically relevant small molecule kinase and proteasome inhibitors.
Original languageEnglish
Pages (from-to)23889-23897
Number of pages9
JournalRSC Advances
Volume12
Issue number37
Early online date24 Aug 2022
DOIs
Publication statusPublished - 24 Aug 2022

Keywords

  • 6-amino-2-pyridone-3
  • 5-dicarbonitriles
  • betaine
  • guanidine carbonate
  • one-pot two-step reaction
  • cancer

ASJC Scopus subject areas

  • General Chemical Engineering
  • General Chemistry

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