Tags

Type your tag names separated by a space and hit enter

Synthesis of 4,5-disubstituted-2-thioxo-1,2,3,4-tetrahydropyrimidines and investigation of their acetylcholinesterase, butyrylcholinesterase, carbonic anhydrase I/II inhibitory and antioxidant activities.
J Enzyme Inhib Med Chem. 2016; 31(sup3):1-9.JE

Abstract

A series of tetrahydropyrimidinethiones were synthesized from thiourea, β-diketones and aromatic aldehydes, such as p-tolualdehyde, p-anisaldehyde, o-tolualdehyde, salicylaldehyde and benzaldehyde. These cyclic thioureas showed good inhibitory action against acetylcholine esterase (AChE), butyrylcholine esterase (BChE), and human (h) carbonic anhydrase (CA) isoforms I and II. AChE and BChE inhibitions were in the range of 6.11-16.13 and 6.76-15.68 nM, respectively. hCA I and II were effectively inhibited by these compounds, with Ki values in the range of 47.40-76.06 nM for hCA I, and of 30.63-76.06 nM for hCA II, respectively. The antioxidant activity of the cyclic thioureas was investigated by using different in vitro antioxidant assays, including 1,1-diphenyl-2-picrylhydrazyl (DPPH·) radical scavenging, Cu2+ and Fe3+ reducing, and Fe2+ chelating activities.

Authors+Show Affiliations

a Laboratory of Theoretical Bases of Synthesis and Action Mechanism of Additives , Institute of Chemistry of Additives, Azerbaijan National Academy of Sciences , Baku , Azerbaijan.b Department of Chemistry , Faculty of Sciences, Ataturk University , Erzurum , Turkey.a Laboratory of Theoretical Bases of Synthesis and Action Mechanism of Additives , Institute of Chemistry of Additives, Azerbaijan National Academy of Sciences , Baku , Azerbaijan.b Department of Chemistry , Faculty of Sciences, Ataturk University , Erzurum , Turkey.b Department of Chemistry , Faculty of Sciences, Ataturk University , Erzurum , Turkey.b Department of Chemistry , Faculty of Sciences, Ataturk University , Erzurum , Turkey. c Department of Zoology , College of Science, King Saud University , Riyadh-Saudi , Arabia.b Department of Chemistry , Faculty of Sciences, Ataturk University , Erzurum , Turkey.a Laboratory of Theoretical Bases of Synthesis and Action Mechanism of Additives , Institute of Chemistry of Additives, Azerbaijan National Academy of Sciences , Baku , Azerbaijan.b Department of Chemistry , Faculty of Sciences, Ataturk University , Erzurum , Turkey.d Dipartimento Di Chimica Ugo Schiff , Università Degli Studi Di Firenze , Firenze , Sesto Fiorentino , Italy , and. e Neurofarba Department , Section of Pharmaceutical and Nutriceutical Sciences, Università Degli Studi Di Firenze , Florence , Sesto Fiorentino , Italy.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27329935

Citation

Garibov, Emin, et al. "Synthesis of 4,5-disubstituted-2-thioxo-1,2,3,4-tetrahydropyrimidines and Investigation of Their Acetylcholinesterase, Butyrylcholinesterase, Carbonic Anhydrase I/II Inhibitory and Antioxidant Activities." Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 31, no. sup3, 2016, pp. 1-9.
Garibov E, Taslimi P, Sujayev A, et al. Synthesis of 4,5-disubstituted-2-thioxo-1,2,3,4-tetrahydropyrimidines and investigation of their acetylcholinesterase, butyrylcholinesterase, carbonic anhydrase I/II inhibitory and antioxidant activities. J Enzyme Inhib Med Chem. 2016;31(sup3):1-9.
Garibov, E., Taslimi, P., Sujayev, A., Bingol, Z., Çetinkaya, S., Gulçin, İ., Beydemir, S., Farzaliyev, V., Alwasel, S. H., & Supuran, C. T. (2016). Synthesis of 4,5-disubstituted-2-thioxo-1,2,3,4-tetrahydropyrimidines and investigation of their acetylcholinesterase, butyrylcholinesterase, carbonic anhydrase I/II inhibitory and antioxidant activities. Journal of Enzyme Inhibition and Medicinal Chemistry, 31(sup3), 1-9.
Garibov E, et al. Synthesis of 4,5-disubstituted-2-thioxo-1,2,3,4-tetrahydropyrimidines and Investigation of Their Acetylcholinesterase, Butyrylcholinesterase, Carbonic Anhydrase I/II Inhibitory and Antioxidant Activities. J Enzyme Inhib Med Chem. 2016;31(sup3):1-9. PubMed PMID: 27329935.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of 4,5-disubstituted-2-thioxo-1,2,3,4-tetrahydropyrimidines and investigation of their acetylcholinesterase, butyrylcholinesterase, carbonic anhydrase I/II inhibitory and antioxidant activities. AU - Garibov,Emin, AU - Taslimi,Parham, AU - Sujayev,Afsun, AU - Bingol,Zeynebe, AU - Çetinkaya,Songul, AU - Gulçin,İlhami, AU - Beydemir,Sukru, AU - Farzaliyev,Vagif, AU - Alwasel,Saleh H, AU - Supuran,Claudiu T, Y1 - 2016/06/22/ PY - 2016/6/23/pubmed PY - 2017/2/24/medline PY - 2016/6/23/entrez KW - Acetylcholinesterase KW - antioxidant activity KW - butyrylcholinesterase KW - carbonic anhydrase KW - enzyme inhibition SP - 1 EP - 9 JF - Journal of enzyme inhibition and medicinal chemistry JO - J Enzyme Inhib Med Chem VL - 31 IS - sup3 N2 - A series of tetrahydropyrimidinethiones were synthesized from thiourea, β-diketones and aromatic aldehydes, such as p-tolualdehyde, p-anisaldehyde, o-tolualdehyde, salicylaldehyde and benzaldehyde. These cyclic thioureas showed good inhibitory action against acetylcholine esterase (AChE), butyrylcholine esterase (BChE), and human (h) carbonic anhydrase (CA) isoforms I and II. AChE and BChE inhibitions were in the range of 6.11-16.13 and 6.76-15.68 nM, respectively. hCA I and II were effectively inhibited by these compounds, with Ki values in the range of 47.40-76.06 nM for hCA I, and of 30.63-76.06 nM for hCA II, respectively. The antioxidant activity of the cyclic thioureas was investigated by using different in vitro antioxidant assays, including 1,1-diphenyl-2-picrylhydrazyl (DPPH·) radical scavenging, Cu2+ and Fe3+ reducing, and Fe2+ chelating activities. SN - 1475-6374 UR - https://www.unboundmedicine.com/medline/citation/27329935/Synthesis_of_45_disubstituted_2_thioxo_1234_tetrahydropyrimidines_and_investigation_of_their_acetylcholinesterase_butyrylcholinesterase_carbonic_anhydrase_I/II_inhibitory_and_antioxidant_activities_ L2 - http://www.tandfonline.com/doi/full/10.1080/14756366.2016.1198901 DB - PRIME DP - Unbound Medicine ER -