Synthesis, characterization, antioxidant, antidiabetic, anticholinergic, and antiepileptic properties of novel N‐substituted tetrahydropyrimidines based on phenylthiourea

Abstract

In the presence of trifluoroacetic acid, on the basis of three‐component condensation of phenylthiourea with its salicylaldehyde and methyl‐3‐oxobutanoate, an efficient method for the synthesis of 1‐(4‐(2‐hydroxyphenyl)‐6‐methyl‐1‐phenyl‐2‐thioxo‐1,2,3,4‐tetrahydropyrimidin‐5‐yl)ethanone (I) has been worked out. These novel N‐substituted tetrahydropyrimidines based on phenylthiourea showed good inhibitory action against acetylcholinesterase (AChE), α‐glycosidase, and human carbonic anhydrase (hCA) isoforms I and II. K i values of AChE enzyme were in the range of 0.48 to 7.46 nM. The hCA I and II were effectively inhibited by the compounds, with K i values in the range of 502.44 to 923.11 nM for hCA I and 400.32 to 801.57 nM for hCA II, respectively. The antioxidant activity of the novel N‐substituted tetrahydropyrimidines based on phenylthiourea was investigated by using different in vitro antioxidant assays; including 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH·) radical scavenging, Cu 2+ and Fe 3+ reducing activities.

Inhibition profiles of Voriconazole against acetylcholinesterase, α‐glycosidase, and human carbonic anhydrase I and II isoenzymes

“…Diabetes is associated with high blood glucose, which can cause other health issues, such as weakness, nephropathy retinopathy, neuropathy, cardiovascular disease, gangrene, high blood pressure, and other dysfunctions . α‐GIs can be a serious factor for therapy in T2DM . In the present study, we determined that Voriconazole had marked inhibition potential on α‐glycosidase with the indicated inhibition parameters.…”

“…[74][75][76] α-GIs can be a serious factor for therapy in T2DM. [77,78] In the present study, we determined that Voriconazole had marked inhibition potential on αglycosidase with the indicated inhibition parameters.…”

Synthesis, characterization, molecular docking, and biological activities of coumarin–1,2,3‐triazole‐acetamide hybrid derivatives

“…">The cholinesterase inhibition effects of novel coumarin–1,2,3‐triazole‐acetamide hybrids 8a – m were evaluated according to the spectrophotometric Ellman's method using tacrine as a reference compound, [ 65 ] as described previously. [ 66,67 ] AChE was obtained from the electric eel (E.C. 3.1.1.7) and BChE from equine serum (E.C.…”

Synthesis, biological evaluation and molecular docking study of dihydropyrimidine derivatives as potential anticancer agents

“…The pyrimidine system is an important pharmacophore with abundant occurrence in nature. Natural and synthetic dihydropyrimidine derivatives have a wide range of pharmacological actions, such as antifungal, anticonvulsant, antitubercular, anti‐inflammatory, and antiviral . Several drugs have been developed from tetrahydropyrimidine derivatives like sildenafil, which is an inhibitor of phosphodiesterase.…”