Stereochemical effect on biological activities of new series of piperidin-4-one derivatives

Nat Prod Res. 2015;29(22):2092-6. doi: 10.1080/14786419.2015.1009456. Epub 2015 Feb 12.

Abstract

New series of (2S,3R,4S,6R)-3-methyl-4-alkyl-2,6-diarylpiperidin-4-ol were synthesised by the reduction of cis-3-alkyl-2,6-diarylpiperidin-4-one using Grignard reagent. The structural assignments and conformational studies of the synthesised compounds were established based on the IR, (1)H NMR, (13)C NMR, NOESY and mass spectral studies. Their stereochemical effect on antibacterial, antifungal and anthelmintic activities was studied.

Keywords: Grignard reagent; biological activity; mannich reaction; piperidin-4-one; stereochemical effect.

MeSH terms

  • Anthelmintics / chemistry*
  • Anti-Bacterial Agents / chemistry*
  • Antifungal Agents / chemistry*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Piperidines / chemistry*
  • Stereoisomerism

Substances

  • Anthelmintics
  • Anti-Bacterial Agents
  • Antifungal Agents
  • Piperidines