Novel hybrid isoindole-1,3(2H)-dione compounds containing a 1H-tetrazole moiety: Synthesis, biological evaluation, and molecular docking studies

Basit Öğe Kaydı
dc.authoridAteş, Burhan/0000-0001-6080-229X
dc.authoridKIZILKAYA, SERAP/0000-0002-1398-3881
dc.authoridTAN, Ayse/0000-0003-2692-7923
dc.authorwosidAteş, Burhan/AAA-3730-2021
dc.contributor.authorTan, Ayse
dc.contributor.authorKizilkaya, Serap
dc.contributor.authorNoma, Samir A. A.
dc.contributor.authorAtes, Burhan
dc.contributor.authorKara, Yunus
dc.date.accessioned2024-08-04T20:51:45Z
dc.date.available2024-08-04T20:51:45Z
dc.date.issued2022
dc.departmentİnönü Üniversitesien_US
dc.description.abstractIn this study, novel hybrid isoindole-1,3(2H)-dione compounds (10 and 11) carrying a 1H-tetrazole moiety were synthesized, characterized and their inhibitory properties against xanthine oxidase (XO) and carbonic anhydrase isoenzymes (hCA I and hCA II) were investigated. Allopurinol for XO and acetazolamide for carbonic anhydrase isoenzymes were used as positive standards in inhibition studies. In addition, compounds 8 and 9, which were obtained in the intermediate step, were also investigated for their inhibition effects against the three enzymes. According to the enzyme inhibition results, hybrid isoindole-1,3(2H)-dione derivatives 10 and 11 showed significant inhibitory effects against all three enzymes. Surprisingly, compound 8, containing a SCN functional group, exhibited a greater inhibitory effect than the other compounds against hCA I and hCA II. The IC50 values of compound 8 against hCA I and hCA II were found to be 3.698 +/- 0.079 and 3.147 +/- 0.083 mu M, respectively. Compound 8 (IC50 = 4.261 +/- 0.034 mu M) showed higher activity than allopurinol (IC50 = 4.678 +/- 0.029 mu M) and the other compounds against XO, as well. These results clearly show the effect of the SCN group on the inhibition. In addition, in silico molecular docking studies were performed to understand the molecular interactions between each compound and enzymes, and the results were evaluated.en_US
dc.identifier.doi10.1002/jbt.23015
dc.identifier.issn1095-6670
dc.identifier.issn1099-0461
dc.identifier.issue5en_US
dc.identifier.pmid35257437en_US
dc.identifier.scopus2-s2.0-85125807074en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/jbt.23015
dc.identifier.urihttps://hdl.handle.net/11616/100514
dc.identifier.volume36en_US
dc.identifier.wosWOS:000765579300001en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWileyen_US
dc.relation.ispartofJournal of Biochemical and Molecular Toxicologyen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject1H-tetrazoleen_US
dc.subject3(2H)-dioneen_US
dc.subjectanhydrase isoenzymes (hCA I and II)en_US
dc.subjecthybrid moleculesen_US
dc.subjectisoindole-1en_US
dc.subjectmolecular dockingen_US
dc.subjectxanthine oxidaseen_US
dc.titleNovel hybrid isoindole-1,3(2H)-dione compounds containing a 1H-tetrazole moiety: Synthesis, biological evaluation, and molecular docking studiesen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
PubMed İndeksli Yayın Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu