| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1356008 | Bioorganic Chemistry | 2014 | 9 Pages |
•A series of dihydropyrimidines and oxy bridged pyrimidines are synthesized.•This novel method avoids the use of any expensive metal catalysts.•Most of the synthesized compounds have shown promising α-glucosidase activity.•Compound 4f presented the highest inhibitory activity with IC50 value 112.21 ± 0.97.•Molecular modeling demonstrated the binding pattern.
A convenient and efficient new method has been established for the synthesis of dihydropyrimidines by inexpensive and non-toxic N-acetyl glycine (NAG) catalysed reaction of aromatic aldehydes with ethyl acetoacetate and urea/thiourea. This method is applicable for various substituted aldehydes as well as urea and thiourea. It has also been used to synthesize bicyclic oxygen-bridged pyrimidine derivatives (4d, 4j). The biological assay revealed that the majority of compounds synthesized displayed modest inhibitory activity against α-glucosidase at low micro-molar concentrations. Molecular docking studies were also performed on the most active compound, 4f (with IC50 value 112.21 ± 0.97 μM), to show the enzyme – inhibitor interactions.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
