Radhi, A., Zimam, E., Jafer, E. (2021). New Barbiturate Derivatives as potent in vitro α-Glucosidase Inhibitors. Egyptian Journal of Chemistry, 64(1), 117-123. doi: 10.21608/ejchem.2019.16210.1991
Ali Jabbar Radhi; Ezat Hussein Zimam; Emad Abbas Jafer. "New Barbiturate Derivatives as potent in vitro α-Glucosidase Inhibitors". Egyptian Journal of Chemistry, 64, 1, 2021, 117-123. doi: 10.21608/ejchem.2019.16210.1991
Radhi, A., Zimam, E., Jafer, E. (2021). 'New Barbiturate Derivatives as potent in vitro α-Glucosidase Inhibitors', Egyptian Journal of Chemistry, 64(1), pp. 117-123. doi: 10.21608/ejchem.2019.16210.1991
Radhi, A., Zimam, E., Jafer, E. New Barbiturate Derivatives as potent in vitro α-Glucosidase Inhibitors. Egyptian Journal of Chemistry, 2021; 64(1): 117-123. doi: 10.21608/ejchem.2019.16210.1991
New Barbiturate Derivatives as potent in vitro α-Glucosidase Inhibitors
1Faculty of Pharmacy, Al-Kafeel University, Najaf, Iraq.
2Department of Chemistry, Faculty of Science , Kufa University, Najaf, Iraq
3Babylon Technical Institute, Al-Furat Al-Awsat Technical University, Al-Kuf, Iraq
Receive Date: 25 August 2019,
Revise Date: 30 October 2019,
Accept Date: 26 July 2020
Abstract
Abstract: A series of new Schiff base derivatives were synthesized by reaction barbiturate derivatives (barbital and phenobarbital) with some aromatic aldehydes. Barbital and phenobarbital were treated with formaldehyde in ethanol as solvent to produce a and b. Then reaction compounds a or b with paratoluenesulfonylchloride in DCM and presence triethylamine to form (1,3(2H,4H)-diyl)bis(methylene)bis(4-methylbenzene sulfonate) barbiturate 1a and 1b. Nucleophilic substitution reaction of compound 1a or 1b with sodium amide or with hydrazine hydrate to form barbiturate derivatives contain free amino group2a, 3a,2b and 3b. barbiturate derivatives which contain free amino or hydraznyl group reacted with some aromatic benzaldehyde to preparation final products 1-8 (Schiff base derivatives). The structures of the prepared derivatives were identified by many spectroscopic methods such as Mass, NMR, FTIR spectroscopy and the elemental analysis(C,H,N). The end products were evaluated in vitro α-glucosidase inhibitory activity. All Schiff base derivatives were showed α-glucosidase inhibition with IC50 values 110 ± 2.15, 197 ± 3.11, 38 ± 0.84, 64 ± 1.78, 119 ± 3.55, 204 ± 2.08, 32 ± 1.42, 81 ± 2.23 µM respectively, when compared to the standard drug acarbose (IC50 =787.27 ± 2.23 µM).
Top