doiSerbia

Synthesis of novel phthalimido oxime pseudoesters and evaluation of their cytotoxicity

Mehrez Asma (Laboratory of Asymmetric Organic Synthesis and Homogeneous Catalysis, Faculty of Sciences of Monastir, Monastir, Tunisia)
Chakroun Ibtissem (Laboratory for Analysis, Treatment and Recovery of Environmental Pollutants and Products, Faculty of Pharmacy, Tunisia)
Mtat Dalila (Laboratory of Asymmetric Organic Synthesis and Homogeneous Catalysis, Faculty of Sciences of Monastir, Monastir, Tunisia)
Ben Mansour Hédi (Research Unit Analyzes and Processes Applied to the Environment, Higher Institute of Applied Sciences and Technology of Mahdia, Tunisia)
Touati Ridha (Laboratory of Asymmetric Organic Synthesis and Homogeneous Catalysis, Faculty of Sciences of Monastir, Monastir, Tunisia)

A series of novel optically pure oxime pseudoesters derivatives were synthesized by the reaction of substitute keto oximes with various N-substituted α-amino acids chlorides in the presence of triethylamine and dichloromethane at 0°C, and their structures were characterized by IR and 1D-NMR methods. The synthesized compounds were tested for their ability to inhibit the proliferation of human colon cancer cells and human epithelial cells. Some of them were revealed to have a significant cytotoxic effect.

Keywords: Oxime esters, α-amino acids, stereoselective, cytotoxic, biological activity, enantiomer