Synthesis and Biological Activity of N-acyl Anabasine and Cytisine Derivatives with Adamantane, Pyridine and 1,2-Azole Fragments

Molecules. 2022 Oct 31;27(21):7387. doi: 10.3390/molecules27217387.

Abstract

A series of N-acyl derivatives of anabasine and cytisine were prepared, to discover novel, natural product-based medicinal agents. All synthesized compounds were tested for antimicrobial, antifungal, antiviral and analgesic activity. The most pronounced antibacterial activity was shown by the compounds with isoxazole fragments, while the adamantane derivatives showed the greatest antiviral effect. It was found that the majority of anabasine derivatives showed significant analgesic activity, reducing the pain response of animals to the irritating effect of acetic acid. The presence of a high level of antimicrobial and antiviral activity in newly synthesized compounds makes it possible to consider them promising for further study of their pharmacological properties.

Keywords: adamantane; amides; anabasine; analgesic activity; antimicrobial activity; antiviral activity; cytisine; isothiazole; isoxazole; pyridine; quaternary pyridinium salts.

MeSH terms

  • Adamantane*
  • Anabasine
  • Analgesics / pharmacology
  • Animals
  • Anti-Bacterial Agents / pharmacology
  • Antiviral Agents / pharmacology
  • Azoles
  • Microbial Sensitivity Tests
  • Pyridines
  • Structure-Activity Relationship

Substances

  • Adamantane
  • Anabasine
  • cytisine
  • Azoles
  • Pyridines
  • Analgesics
  • Anti-Bacterial Agents
  • Antiviral Agents