Synthesis, characterization, antioxidant, antidiabetic, anticholinergic, and antiepileptic properties of novel N‐substituted tetrahydropyrimidines based on phenylthiourea. Issue 12 (6th October 2018)

• Record Type: Journal Article
• Authors: Maharramova, Gunel; Taslimi, Parham; Sujayev, Afsun; Farzaliyev, Vagif; Durmaz, Lokman; Gulçin, İlhami
• Is Part Of: Journal of biochemical and molecular toxicology. Volume 32:Issue 12(2018)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2018-10-06
• Subjects: acetylcholinesterase -- antioxidant activity -- butyrylcholinesterase -- carbonic anhydrase -- phenylthiourea; Biochemistry -- Periodicals; Molecular biology -- Periodicals; Toxicology -- Periodicals; 574
• DOI: 10.1002/jbt.22221
• Languages: English
• ISSNs: 1095-6670

Abstract

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.