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Synthesis, Characterization of Ethyl Dioxoisoindolinyl Cyclohexenone Carboxylate Derivatives from Some Chalcones and its Biological Activity Assessment

Journal: Chemical Methodologies (Vol.7, No. 5)

Publication Date:

Authors : ; ; ; ;

Page : 408-418

Keywords : Dioxoisoindonyl; Chalcones; cyclohexenones; Ethyl carboxylate; Ethyl acetoacetate; Cyclization;

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In this study, new ethyl dioxoisoindolinyl cyclohexenone carboxylate derivatives have been synthesized via addition and cyclocondensation reactions when ethylacetoacetate added to chalcone compounds in a strong alkaline media. Ethylacetoacetate was added to chalcone compounds (D1-D10) in ethanol as solvent to produce cyclohexenone compounds (D11-D20), using sodium hydroxide as catalyst. The prepared compounds structures have been identified using the infrared spectroscopy (FT-IR) and some of them by 1H-NMR and 13C-NMR spectroscopy. The chalcones were prepared from our earliest published work. These new cyclohexenones have been applied as antibacterial agent towards Staphylococcus aureus, Staphylococcus epidermidis (gram-positive bacteria), and Escherichia coli (gram-negative bacteria). The results exhibited good antibacterial activity of the synthesized compounds against Staphylococcus aureus and Staphylococcus epidermidis at high concentrations (0.01 and 0.001) mg/mL compared to low concentration (0.001 mg/mL) because of high concentration effect.

Last modified: 2023-03-19 13:32:13