Synthesis of novel organohalogen chalcone derivatives and screening of their molecular docking study and some enzymes inhibition effects

被引:44
作者
Burmaoglu, Serdar [1 ]
Kazancioglu, Elif Akin [2 ]
Kaya, Ruya [1 ,3 ]
Kazancioglu, Mustafa [4 ]
Karaman, Muhammet [5 ]
Algul, Oztekin [6 ]
Gulcin, Ilhami [1 ]
机构
[1] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
[2] Kilis 7 Aralik Univ, Vocat High Sch Hlth Serv, Kilis, Turkey
[3] Ibrahim Cecen Univ Agri, Cent Res & Applicat Lab, TR-04100 Agri, Turkey
[4] Kilis 7 Aralik Univ, Yusuf Serefoglu Fac Hlth Sci, TR-79000 Kilis, Turkey
[5] Kilis 7 Aralik Univ, Fac Art & Sci, Mol Biol & Genet Dept, Kilis, Turkey
[6] Mersin Univ, Dept Pharmaceut Chem, Fac Pharm, TR-33169 Mersin, Turkey
关键词
Chalcone; Enzyme inhibition; Carbonic anhydrase; Acetylcholinesterase; alpha-Glycosidase; POTENT CARBONIC-ANHYDRASE; TROUT ONCORHYNCHUS-MYKISS; ERYTHROCYTES IN-VITRO; CRYSTAL-STRUCTURE; 1ST SYNTHESIS; ISOENZYMES I; ANTICHOLINERGIC ACTIVITIES; BIOLOGICAL EVALUATION; ALPHA-GLYCOSIDASE; HCA I;
D O I
10.1016/j.molstruc.2020.127868
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Chalcones and their derivatives are increasing attention due to numerous biochemical and pharmacological applications. In this study, a series of novel organohalogen chalcone derivatives (5-12) were tested towards alpha-glycosidase (alpha-Gly), acetylcholinesterase (AChE) human carbonic anhydrase I (hCA I), and carbonic anhydrase II (hCA II) enzymes. These compounds (5-12) showed K,s in ranging of 16.24 - 40.96 nM on hCA I, 29.61-67.15 nM on hCA II, 1.21-4.39 nM on AChE and 12.54-35.22 nM on alpha-glycosidase. The novel organohalogen chalcone derivatives (5-12) had effective inhibition profiles against all tested metabolic enzymes. Also, because of the enzyme inhibitory effects of the compounds (5-12), they have the potential of drug candidates to treat of some diseases including epilepsy, glaucoma, type-2 diabetes mellitus (T2DM), Alzheimer's disease (AD), and leukemia. Also, the chalcone derivatives with best inhibition score docked into the active site of indicated metabolic enzymes receptors. Bro-mobenzyle and chlorophenyl moieties of chalcone derivatives contribute to their inhibitor properties on the enzymes. (C) 2020 Published by Elsevier B.V.
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页数:10
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