Synthesis, conformational preferences and antimicrobial evaluation of N-piperazinoacetyl-r-2,c-6-diphenylpiperidin-4-ones

• Five piperidin-4-ones were synthesized and conformational analysis was carried out.
• Assignment of 1H & 13C NMR signals are made using 2D NMR spectra.
• All compounds prefer to exist in an equilibrium between B1 and B2 conformations.
• Antibacterial and antifungal studies were carried out for all the compounds.
• Compounds exhibit good activity against the selected bacterial and fungal strains.

Five new N-piperazinoacetyl-r-2,c-6-diphenylpiperidin-4-ones 11–15 have been synthesized and characterized using IR, 1H, 13C, DEPT & 2D NMR and mass spectral studies. The NMR spectral data indicate that the N-piperazinoacetyl-r-2,c-6-diphenylpiperidin-4-ones 11–15 prefer to exist in an equilibrium between B1 and B2 conformations. Furthermore, the antibacterial and antifungal studies were carried out. The results show that the piperazinoacetyl piperidin-4-ones 11–15 exhibit good activity against the selected bacterial and fungal strains.

A series of N-piperazinoacetyl-r-2,c-6-diphenylpiperidin-4-ones have been synthesized and their stereochemistry established. All the synthesized compounds have been evaluated for their antibacterial and antifungal activities and the results reveal a better structure – activity relationship.Figure optionsDownload as PowerPoint slide