Synthesis, Evaluation of New Imidazolidin-4-one and Thiazolidine -4- one compound on Insulin in the Serum of Type 1 Diabetes Albino Rats
محورهای موضوعی :
Laith G. Atiya
1
(Chemistry Department, College of Science, University of Mosul, Mosul, Iraq)
Omar M. Yahya
2
(Chemistry Department, College of Science, University of Mosul, Mosul, Iraq)
Salim J. Mohammed
3
(Department of chemistry, college of science, Mosul university. Mosul, Iraq)
کلید واژه: 4-(2, 4-di chlorophenoxy) butyric acid, Hydrazide, Hydrazine, Imidazolidine, Thiazolidine, Molecular docking,
چکیده مقاله :
This paper includes the synthesis of new imidazolidine-4-one and thiazolidine-4-one derivatives derived from 4-(2,4-dichlorophenoxy) butyric acid (1) by multistep reaction, the first step synthesis ester (2) by the esterification reaction of 4-(2,4-dichlorophenoxy) butyric acid with ethanol in the presence of sulfuric acid. Ester namely ethyl 4-(2,4-dichlorophenoxy) butanoate (2) was converted to the corresponding 4-(2,4-dichloro phenoxy)butane hydrazide (3) by reaction with hydrazine hydrate after those hydrazones (4a-f) derivatives were obtained by the reaction of carboxylic acid hydrazide (3) with various substituted aromatic aldehydes, this hydrazone were used to synthesize some new heterocyclic compounds by the hydrazones (4a-f) with Phenyl Alanine and thioglycolic acid to prepare imidazolidine-4-one(5a-e) and thiazolidine-4-one (6a-d) compounds respectively. The molecular docking study was carried out with the essential enzyme Insulin (PDB 1i144) responsible for Diabetes, suggesting that (4a-e) are the most active derivatives of the series that is responsible for diabetes, for some of the compounds that were prepared in this study. It was found that compounds (4a-e) are the most active derivatives. All newly synthesized compounds in this study were confirmed by physical and spectral (FT-IR, 1H NMR, and 13C NMR) analysis.
This paper includes the synthesis of new imidazolidine-4-one and thiazolidine-4-one derivatives derived from 4-(2,4-dichlorophenoxy) butyric acid (1) by multistep reaction, the first step synthesis ester (2) by the esterification reaction of 4-(2,4-dichlorophenoxy) butyric acid with ethanol in the presence of sulfuric acid. Ester namely ethyl 4-(2,4-dichlorophenoxy) butanoate (2) was converted to the corresponding 4-(2,4-dichloro phenoxy)butane hydrazide (3) by reaction with hydrazine hydrate after those hydrazones (4a-f) derivatives were obtained by the reaction of carboxylic acid hydrazide (3) with various substituted aromatic aldehydes, this hydrazone were used to synthesize some new heterocyclic compounds by the hydrazones (4a-f) with Phenyl Alanine and thioglycolic acid to prepare imidazolidine-4-one(5a-e) and thiazolidine-4-one (6a-d) compounds respectively. The molecular docking study was carried out with the essential enzyme Insulin (PDB 1i144) responsible for Diabetes, suggesting that (4a-e) are the most active derivatives of the series that is responsible for diabetes, for some of the compounds that were prepared in this study. It was found that compounds (4a-e) are the most active derivatives. All newly synthesized compounds in this study were confirmed by physical and spectral (FT-IR, 1H NMR, and 13C NMR) analysis.
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