Synthesis of benzimidazole-sugar derivatives: a potential treatment for Alzheimer’s disease
In this study, a new series of chiral benzimidazole-glycosyl thiourea derivatives (5-10) were synthesized and evaluated for their inhibitory effects against hCA I, hCA II, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The structures of the benzimidazole-glycosyl thiourea compounds we...
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| Veröffentlicht in: | Studia Universitatis Babeș-Bolyai. Chemia 2023-12, Vol.68 (4), p.111-126 |
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| container_title | Studia Universitatis Babeș-Bolyai. Chemia |
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| creator | Yuksekdanaci, Seda Astley, Demet Senturk, Murat |
| description | In this study, a new series of chiral benzimidazole-glycosyl thiourea derivatives (5-10) were synthesized and evaluated for their inhibitory effects against hCA I, hCA II, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The structures of the benzimidazole-glycosyl thiourea compounds were determined by FTIR, [sup.1]H-NMR, [sup.13]C-NMR and elemental analysis. The KI values for the CA isoenzymes of the synthesized materials ranged from 6.03 to 42.98 nM. KI values for cholinesterase enzymes were shown to be between 5.32 and 39.14 nM. It was observed that compound 10 is the best hCA I inhibitor (KI:6.03 nM), compund 9 is the best hCAII inhibitor (KI:17.29 nM) and compound 8 is the best AChE (KI:5.32 nM) and the best BChE (KI:18.73 nM) inhibitor. Keywords: Benzimidazole; amino acid; glycosyl thiourea; carbonic anhydrase; Cholinesterase |
| doi_str_mv | 10.24193/subbchem.2023.4.08 |
| format | Article |
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The structures of the benzimidazole-glycosyl thiourea compounds were determined by FTIR, [sup.1]H-NMR, [sup.13]C-NMR and elemental analysis. The KI values for the CA isoenzymes of the synthesized materials ranged from 6.03 to 42.98 nM. KI values for cholinesterase enzymes were shown to be between 5.32 and 39.14 nM. It was observed that compound 10 is the best hCA I inhibitor (KI:6.03 nM), compund 9 is the best hCAII inhibitor (KI:17.29 nM) and compound 8 is the best AChE (KI:5.32 nM) and the best BChE (KI:18.73 nM) inhibitor. Keywords: Benzimidazole; amino acid; glycosyl thiourea; carbonic anhydrase; Cholinesterase</description><identifier>ISSN: 1224-7154</identifier><identifier>EISSN: 2065-9520</identifier><identifier>DOI: 10.24193/subbchem.2023.4.08</identifier><language>eng</language><publisher>Universitatea Babes-Bolyai. Chemia</publisher><subject>Alzheimer's disease ; Amino acids ; Diagnostic imaging ; Drug therapy ; Isoenzymes ; Nuclear magnetic resonance</subject><ispartof>Studia Universitatis Babeș-Bolyai. Chemia, 2023-12, Vol.68 (4), p.111-126</ispartof><rights>COPYRIGHT 2023 Universitatea Babes-Bolyai. 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Chemia</title><description>In this study, a new series of chiral benzimidazole-glycosyl thiourea derivatives (5-10) were synthesized and evaluated for their inhibitory effects against hCA I, hCA II, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The structures of the benzimidazole-glycosyl thiourea compounds were determined by FTIR, [sup.1]H-NMR, [sup.13]C-NMR and elemental analysis. The KI values for the CA isoenzymes of the synthesized materials ranged from 6.03 to 42.98 nM. KI values for cholinesterase enzymes were shown to be between 5.32 and 39.14 nM. It was observed that compound 10 is the best hCA I inhibitor (KI:6.03 nM), compund 9 is the best hCAII inhibitor (KI:17.29 nM) and compound 8 is the best AChE (KI:5.32 nM) and the best BChE (KI:18.73 nM) inhibitor. Keywords: Benzimidazole; amino acid; glycosyl thiourea; carbonic anhydrase; Cholinesterase</description><subject>Alzheimer's disease</subject><subject>Amino acids</subject><subject>Diagnostic imaging</subject><subject>Drug therapy</subject><subject>Isoenzymes</subject><subject>Nuclear magnetic resonance</subject><issn>1224-7154</issn><issn>2065-9520</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNptkM1KAzEUhYMoWGqfwE3A9Yz5ncy4K-IfFFzYrYQ7mZs2Mj8lGQW78jV8PZ_EanUhyF0c7uGcs_gIOeUsF4pX8jw917VbY5cLJmSuclYekIlghc4qLdghmXAhVGa4VsdkltITY4xzoVXBJuTx4bUf15hCooOnNfbb0IUGtkOLWXpeQaQNxvACY3jBdEGBboYR-zFAS8eIMHa7h_oh0nm7XWPoMH68vSfahISQ8IQceWgTzn50SpbXV8vL22xxf3N3OV9kTnI-ZsYoIZmvS1OK0ivNwYBA4SQa5JUotUPvhK81OM2LUkGjoSmwQs9VAVxOydl-dgUt2tD7YYzgupCcnZtKqMJIU-5S-T-p3TXYBTf06MPO_1OQ-4KLQ0oRvd3E0EF8tZzZb_T2F739Qm-VZaX8BKHzeyw</recordid><startdate>20231201</startdate><enddate>20231201</enddate><creator>Yuksekdanaci, Seda</creator><creator>Astley, Demet</creator><creator>Senturk, Murat</creator><general>Universitatea Babes-Bolyai. Chemia</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20231201</creationdate><title>Synthesis of benzimidazole-sugar derivatives: a potential treatment for Alzheimer’s disease</title><author>Yuksekdanaci, Seda ; Astley, Demet ; Senturk, Murat</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c311t-774230fb87828f451a7a2e2c3e7e19285cefc2fb5ac51684ad5ad6e9ef146a13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Alzheimer's disease</topic><topic>Amino acids</topic><topic>Diagnostic imaging</topic><topic>Drug therapy</topic><topic>Isoenzymes</topic><topic>Nuclear magnetic resonance</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yuksekdanaci, Seda</creatorcontrib><creatorcontrib>Astley, Demet</creatorcontrib><creatorcontrib>Senturk, Murat</creatorcontrib><creatorcontrib>Department of Biochemistry, Faculty of Pharmacy, Ağrı İbrahim Çeçen University, Ağrı, Turkey</creatorcontrib><creatorcontrib>Ege University, Faculty of Science, Department of Chemistry, Izmir, Turkey</creatorcontrib><creatorcontrib>Uşak University, Faculty of Health Sciences, Department of Occupational Health and Safety, Uşak, Turkey</creatorcontrib><collection>CrossRef</collection><jtitle>Studia Universitatis Babeș-Bolyai. Chemia</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yuksekdanaci, Seda</au><au>Astley, Demet</au><au>Senturk, Murat</au><aucorp>Department of Biochemistry, Faculty of Pharmacy, Ağrı İbrahim Çeçen University, Ağrı, Turkey</aucorp><aucorp>Ege University, Faculty of Science, Department of Chemistry, Izmir, Turkey</aucorp><aucorp>Uşak University, Faculty of Health Sciences, Department of Occupational Health and Safety, Uşak, Turkey</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of benzimidazole-sugar derivatives: a potential treatment for Alzheimer’s disease</atitle><jtitle>Studia Universitatis Babeș-Bolyai. 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| identifier | ISSN: 1224-7154 |
| ispartof | Studia Universitatis Babeș-Bolyai. Chemia, 2023-12, Vol.68 (4), p.111-126 |
| issn | 1224-7154 2065-9520 |
| language | eng |
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| source | EZB-FREE-00999 freely available EZB journals |
| subjects | Alzheimer's disease Amino acids Diagnostic imaging Drug therapy Isoenzymes Nuclear magnetic resonance |
| title | Synthesis of benzimidazole-sugar derivatives: a potential treatment for Alzheimer’s disease |
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