Synthesis of novel phthalimido oxime pseudoesters and evaluation of their cytotoxicity

Mehrez, Asma; Chakroun, Ibtisem; Mtat, Dalila; Mansour, Hédi Ben; Toauti, Ridha

doi:10.2298/jsc180302082m

Cited by 3 publications

(2 citation statements)

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“…64, No. 6 (2021) increase in reaction time [12,15,17,29]. Conducting the practice in an acetic acid environment makes the method relatively efficient and economical [30,31].…”

Section: Resultsmentioning

confidence: 99%

“…This suggests that they may be compounds with leading potential in the development of anti-obesity drugs [11]. It has also been found that pseudoesters of phthalimidooxims exhibit strong cytotoxic activity in human cancer cells [12]. When the neurotoxic and antiepileptic properties of compounds obtained by combining gamma amino butyric acid (GABA), phthalimide, hydrazone, and anilides with different pharmacophore properties into a single molecule were studied, most of the compounds showed activity in scSTY and ipPIC models [13].…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of new Amides based on N-Phthaloyl-α-Amino Acids

2021

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N-phthaloyl derivatives of aliphatic α-amino acids were synthesized using phthalanhydride under standard conditions. The optimization reaction carried out by the thermal method to obtain the amides of these N-phthaloyl amino acids resulted in transimitted rather than amidation. The target amides of N-phthaloyl-α-amino acids were obtained by acylation of the amine with the corresponding acid chloroanhydrides in dichloromethane. These results were compared with the results of a similar acylation in a non-polar solvent (benzene). The dependence of the direction of the reaction on the duration of the acylation and the amount of amine used was established. The conditions for the formation of the corresponding N-phthaloyl-α-amino acid amides and asymmetric phthalic acid diamides were found. It is noteworthy that the formation of diamides is directly proportional to the equivalent amount of amine and the duration of the reaction, which makes it possible to purposefully control the synthesis in one reactor.

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“…64, No. 6 (2021) increase in reaction time [12,15,17,29]. Conducting the practice in an acetic acid environment makes the method relatively efficient and economical [30,31].…”

Section: Resultsmentioning

confidence: 99%