Microwave Assisted Synthesis of Benzo-Azacrown Ethers and In Vitro Inhibition Studies on hCA I-II

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dc.authoridCALISIR, Umit/0000-0001-7699-2008
dc.contributor.authorSapmaz, A.
dc.contributor.authorCalisir, Ue
dc.contributor.authorAkkemik, E.
dc.contributor.authorCicek, B.
dc.date.accessioned2024-12-24T19:29:38Z
dc.date.available2024-12-24T19:29:38Z
dc.date.issued2023
dc.departmentSiirt Üniversitesi
dc.description.abstractIn this study, macro-ringed benzo-aza-oxa-crown ethers were synthesized by a cyclization reaction between 2,2 '-dithiodianiline and mono/di/tri/tetraethylene glycol dichloride/dibromide with Cs2CO3 as a catalyst under nitrogen atmosphere by the S(N)2 mechanism using the microwave synthesis method, which is one of the green chemistry methods. Structural characterizations of the original 2,2 '-dithiodibenzo crown ether derivatives were confirmed with melting point, FT-IR, H-1 NMR, C-13 NMR, LC-MS/MS, elemental analysis, UV and fluorescence spectroscopy methods. In addition, the inhibition effects of these synthesized four crown ethers on human erythrocyte carbonic anhydrase (hCA I-II) isoenzyme activities were investigated. The synthesized compounds include aromatic benzene rings, nitrogen, sulfur, and oxygen donor atoms. The effects of aromaticity, S,S '-disulfide bond, nitrogen and oxygen donor atoms on the activity of carbonic anhydrase isoenzyme have been studied. (1,8,11,18)-Tetraaza[2,3-6,7-12,13-16,17]tetrabenzo-(4,5,14,15)-tetrathiocycloeicosane showed the highest inhibition effect on hCA I (K-i = 0.353 +/- 0.154 mu M) and hCA II (K-i = 1.588 +/- 0.998 mu M) enzyme.
dc.description.sponsorshipBalikesir University Scientific Research Projects Unit [BAP:2017/181, BAP:2022/022]
dc.description.sponsorshipThis work was supported by the Balikesir University Scientific Research Projects Unit (grant no. BAP:2017/181 and BAP:2022/022).
dc.identifier.doi10.1134/S1070363223020275
dc.identifier.endpage448
dc.identifier.issn1070-3632
dc.identifier.issn1608-3350
dc.identifier.issue2
dc.identifier.scopus2-s2.0-85151439896
dc.identifier.scopusqualityQ3
dc.identifier.startpage440
dc.identifier.urihttps://doi.org/10.1134/S1070363223020275
dc.identifier.urihttps://hdl.handle.net/20.500.12604/7182
dc.identifier.volume93
dc.identifier.wosWOS:000984102600027
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherMaik Nauka/Interperiodica/Springer
dc.relation.ispartofRussian Journal of General Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_20241222
dc.subjectbenzo-aza-oxa-crown ether
dc.subjectmicrowave-assisted synthesis
dc.subjectgreen chemistry
dc.subjectcarbonic anhydrase
dc.subjectinhibition
dc.titleMicrowave Assisted Synthesis of Benzo-Azacrown Ethers and In Vitro Inhibition Studies on hCA I-II
dc.typeArticle

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