Novel Benzylic Substituted Imidazolinium, Tetrahydropyrimidinium and Tetrahydrodiazepinium Salts: Potent Carbonic Anhydrase and Acetylcholinesterase Inhibitors

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dc.authoridGulcin, ilhami/0000-0001-5993-1668
dc.authoridAygün, Muhittin/0000-0001-9670-9062
dc.authoridAktaş, Aydın/0000-0001-8496-6782
dc.authoridTaslimi, Parham/0000-0002-3171-0633
dc.authorwosidGök, Yetkin/AAA-5669-2021
dc.authorwosidGulcin, ilhami/F-1428-2014
dc.authorwosidTaslimi, Parham/AAL-2788-2020
dc.authorwosidAygün, Muhittin/P-3605-2019
dc.authorwosidAktaş, Aydın/J-6194-2019
dc.authorwosidBarut Celepci, Duygu/M-6189-2017
dc.contributor.authorYigit, Beyhan
dc.contributor.authorYigit, Murat
dc.contributor.authorCelepci, Duygu Barut
dc.contributor.authorGok, Yetkin
dc.contributor.authorAktas, Aydin
dc.contributor.authorAygun, Muhittin
dc.contributor.authorTaslimi, Parham
dc.date.accessioned2024-08-04T20:44:40Z
dc.date.available2024-08-04T20:44:40Z
dc.date.issued2018
dc.departmentİnönü Üniversitesien_US
dc.description.abstractThe new imidazolinium, tetrahydropyrimidinium and tetrahydrodiazepinium salts were synthesized in good yield by the reaction of the corresponding N,N'-dialkylalkanediamine with triethyl orthoformate in the presence of ammonium chloride. All of the compounds were obtained, and spectroscopically characterized. The crystal structure for the 1,3-bis(4-benzyloxy-3-methoxybenzyl)-3,4,5,6-tetrahydropyrimidinium chloride (5g) was determined by single-crystal X-ray diffraction. The biological properties of all novel compounds were tested and the influence of ring size and benzylic N-substituents on the biological activities were examined. Also, they were found as effective inhibitors against cytosolic carbonic anhydrase I and II isoforms (hCA I and II), and acetylcholinesterase (AChE) enzyme. Among these compounds, 1,3-bis(4-(1-piperidinyl)benzyl)-3,4,5,6-tetrahydropyrimidinium chloride (5f) demonstrated the the best inhibition effects against hCA I, 1,3-bis(4-benzyloxy-3-methoxybenzyl)-3,4,5,6-tetrahydropyrimidinium chloride (5g) demonstrated the the best inhibition effects against cytosolic hCA II isoenzyme. On the other hand, 1,3-Bis(4-methylthiobenzyl)-3,4,5,6-tetrahydropyrimidinium chloride, (5e) demonstrated the the best inhibition effects against AChE enzyme.en_US
dc.description.sponsorship[2010. KB.FEN.13]en_US
dc.description.sponsorshipThe authors thank the X-ray Diffraction Laboratory, Faculty of Science, Dokuz Eylul University, for use of Oxford-Rigaku Xcalibur Eos diffractometer (purchased under University Research grant No: 2010. KB.FEN.13).en_US
dc.identifier.doi10.1002/slct.201801019
dc.identifier.endpage7982en_US
dc.identifier.issn2365-6549
dc.identifier.issue27en_US
dc.identifier.scopus2-s2.0-85050374917en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage7976en_US
dc.identifier.urihttps://doi.org/10.1002/slct.201801019
dc.identifier.urihttps://hdl.handle.net/11616/98390
dc.identifier.volume3en_US
dc.identifier.wosWOS:000439756200043en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherWiley-V C H Verlag Gmbhen_US
dc.relation.ispartofChemistryselecten_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAcetylcholinesteraseen_US
dc.subjectcarbonic anhydraseen_US
dc.subjectcrystal structureen_US
dc.subjectenzyme inhibitionen_US
dc.subjectnovel imidazoliniumen_US
dc.titleNovel Benzylic Substituted Imidazolinium, Tetrahydropyrimidinium and Tetrahydrodiazepinium Salts: Potent Carbonic Anhydrase and Acetylcholinesterase Inhibitorsen_US
dc.typeArticleen_US

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