Synthesis and carbonic anhydrase inhibition of tetrabromo chalcone derivatives

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dc.contributor.author Ilhami, Gulcin
dc.contributor.author Koçyiğit, Ümit M.
dc.contributor.author Budak, Yakup
dc.contributor.author Fikret, Eligüzel
dc.contributor.author Taslimi, Parham
dc.contributor.author Kılıç, Deryanur
dc.contributor.author Ceylan, Mustafa
dc.date.accessioned 2019-05-17T08:40:25Z
dc.date.available 2019-05-17T08:40:25Z
dc.date.issued 2017-12
dc.identifier.uri http://hdl.handle.net/11772/1202
dc.description.abstract In the present study, human carbonic anhydrase (hCA) enzyme was purified and characterized from fresh blood human red cells by Sepharose-4B-l-tyrosine-sulfanilamide affinity gel chromatography. Secondly, a series of new tetrabromo chalcone derivatives containing 4,7-methanoisoindol-1,3-dione (2a-i) were synthesized from the addition of Br-2 to related chalcone derivatives (1a-i). The structures of the new molecules (2a-i) were confirmed by means of H-1 NMR, C-13 NMR and elemental analysis. Finally, the inhibitory effects of 2a-i on CA activities were investigated using the esterase method under in vitro conditions. The compounds 2a-i exhibited excellent inhibitory effects, in the low nanomolar range, with K-i values in the range of 11.30-21.22nM against hCA I and in the range of 8.21-12.86nM against hCA II. Our findings suggest that the new compounds 2a-i have superior inhibitory effect over acetazolamide (AZA), which is used as clinical CA inhibitor, with obtained K-i values of 34.50 and 28.93nM against the hCA I and II isozymes, respectively. In addition to the inhibition assays, molecular modeling approaches were implemented for prediction of the binding affinities of compounds 2a and 2c, which had the highest inhibition effects, against the hCA I and II isozymes. en_US
dc.language.iso eng en_US
dc.publisher Wiley en_US
dc.relation.isversionof 10.1002/ardp.201700198 en_US
dc.rights info:eu-repo/semantics/restrictedAccess en_US
dc.subject Carbonic anhydrase en_US
dc.subject Chalcone en_US
dc.subject Enzyme inhibition en_US
dc.subject Molecular docking simulations en_US
dc.subject Molecular modeling en_US
dc.title Synthesis and carbonic anhydrase inhibition of tetrabromo chalcone derivatives en_US
dc.type article en_US
dc.relation.journal Archiv der Pharmazie en_US
dc.contributor.department Bartın Üniversitesi, Fen Fakültesi, Biyoteknoloji Bölümü en_US
dc.identifier.volume 350 en_US
dc.identifier.issue 12 en_US
dc.identifier.startpage e1700198 en_US

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