One-Pot Synthesis of New, Biologically Active 3,5-Disubstituted-1,2,4-oxadiazoles

Abstract

New chiral 3,5-disubstituted-1,2,4-oxadiazoles have been prepared via an efficient one-pot procedure by the condensation of new chiral amidoximes derived from amino acids with aldehydes. This method is applicable to both aliphatic and aromatic aldehydes, leading easily to the corresponding pure oxadiazoles in excellent yields. These new compounds were tested for their antibacterial and antifungal activities using microdilution tests against some strains of bacteria and fungi, and they showed excellent antibacterial activity.

Keywords:

• Aldehydes
• amidoximes
• amino acids
• antibacterial and antifungal activities
• 1,2,4-oxadiazoles

ACKNOWLEDGMENTS

The authors thank Dr. Gwilherm Evano from the University of Versailles, France, for his help and the DGRSRT (Direction Générale de la Recherche Scientifique et de la Rénovation Technologique) of the Tunisian Ministry of Higher Education and Scientific Research and Technology for the financial support of this research work.

Notes

^a c = 0.0033, CHCl₃.

Notes. Levofloxacin: controlled antibiotic; amphotericin B: controlled antifungal. MIC: minimum inhibitory concentration, given as mg mL⁻¹. Nd: not determined.