dc.contributor.author | Çakmak, Elmas Begüm | |
dc.contributor.author | Kurt, Belma Zengin | |
dc.contributor.author | Civelek, Dilek Özturk | |
dc.contributor.author | Angeli, Andrea | |
dc.contributor.author | Akdemir, Atilla | |
dc.contributor.author | Sönmez, Fatih | |
dc.contributor.author | Kücükislamoğlu, Mustafa | |
dc.date.accessioned | 2022-02-09T12:29:35Z | |
dc.date.available | 2022-02-09T12:29:35Z | |
dc.date.issued | 2021 | |
dc.identifier.issn | 0045-2068 | |
dc.identifier.issn | 1090-2120 | |
dc.identifier.uri | https://doi.org/10.1016/j.bioorg.2021.104778 | |
dc.identifier.uri | https://hdl.handle.net/20.500.14002/351 | |
dc.description.abstract | Carbonic anhydrase (CA) IX, and XII isoforms are known to be highly expressed in various human tissues and malignancies. CA IX is a prominent target for some cancers because it is overexpressed in hypoxic tumors and this overexpression leads to poor prognosis. Novel twenty-seven compounds in two series (sulfamoylcarbamate-based quinoline (2a-2o) and sulfamide-based quinoline (3a-3l)) were synthesized and characterized by means of IR, NMR, and mass spectra. Their inhibitory activities were evaluated against CA I, CA II, CA IX, and CA XII isoforms. 2-Phenylpropyl (N-(quinolin-8-yl)sulfamoyl)carbamate (2m) exhibited the highest hCA IX inhibition with the K-i of 0.5 mu M. In addition, cytotoxic effects of the synthesized compounds on human colorectal adenocarcinoma (HT29; HTB-38), human breast adenocarcinoma (MCF7; HTB-22), human prostate adenocarcinoma (PC3; CRL-1435) and human healthy skin fibroblast (CCD-986Sk; CRL-1947) cell lines were examined. The cytotoxicity results showed that 2j, 3a, 3e, 3f are most active compounds in all cell lines (HT-29, MCF7, PC3, and CCD-986Sk). | en_US |
dc.description.sponsorship | Bezmialem Research Fund of the Bezmialem Vakif UniversityBezmialem Vakif University [4.2019/11] | en_US |
dc.description.sponsorship | This work was supported by the Bezmialem Research Fund of the Bezmialem Vakif University. Project Number: 4.2019/11. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | Academic Press Inc Elsevier Science | en_US |
dc.relation.ispartof | Bioorganic Chemistry | en_US |
dc.rights | info:eu-repo/semantics/closedAccess | en_US |
dc.subject | Quinoline | en_US |
dc.subject | Sulfamide | en_US |
dc.subject | Sulfamoyl carbamate | en_US |
dc.subject | CA inhibition | en_US |
dc.subject | Cytotoxicity | en_US |
dc.subject | Molecular docking | en_US |
dc.subject | Molecular dynamics simulations | en_US |
dc.subject | Inhibitory Properties | en_US |
dc.subject | Sulfamides | en_US |
dc.subject | Ix | en_US |
dc.subject | Design | en_US |
dc.subject | Potent | en_US |
dc.subject | Discovery | en_US |
dc.subject | Coumarin | en_US |
dc.subject | Vii | en_US |
dc.title | Quinoline-sulfamoyl carbamates/sulfamide derivatives: Synthesis, cytotoxicity, carbonic anhydrase activity, and molecular modelling studies | en_US |
dc.type | article | en_US |
dc.authorid | Ozturk, Dilek / 0000-0003-2485-891X | |
dc.authorid | Kurt, Belma Zengin / 0000-0002-4663-5402 | |
dc.authorid | angeli, andrea / 0000-0002-1470-7192 | |
dc.department | Meslek Yüksekokulları, Pamukova Meslek Yüksekokulu, Eczane Hizmetleri Programı | en_US |
dc.identifier.doi | 10.1016/j.bioorg.2021.104778 | |
dc.identifier.volume | 110 | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
dc.authorwosid | Ozturk, Dilek/AAD-9249-2020 | |
dc.authorwosid | Kurt, Belma Zengin/W-9070-2019 | |
dc.authorscopusid | 57222261598 | |
dc.authorscopusid | 56524994700 | |
dc.authorscopusid | 57223381811 | |
dc.authorscopusid | 57109998600 | |
dc.authorscopusid | 8912960500 | |
dc.authorscopusid | 54421145000 | |
dc.authorscopusid | 7102904152 | |
dc.identifier.wos | WOS:000670626400004 | en_US |
dc.identifier.scopus | 2-s2.0-85102050413 | en_US |
dc.identifier.pmid | 33684713 | en_US |