Potent carbonic anhydrase I, II, IX and XII inhibition activity of novel primary benzenesulfonamides incorporating bis-ureido moieties
AbstractA novel series of twelve aromatic bis-ureido-substituted benzenesulfonamides was synthesised by conjugation of aromatic aminobenzenesulfonamides with aromatic bis-isocyanates. The obtained bis-ureido-substituted derivatives were tested against four selected human carbonic anhydrase isoforms...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Taylor & Francis Group
2023-12-01
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| Series: | Journal of Enzyme Inhibition and Medicinal Chemistry |
| Subjects: | |
| Online Access: | https://www.tandfonline.com/doi/10.1080/14756366.2023.2185762 |
| _version_ | 1797400995417817088 |
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| author | Tuba Tekeli Suleyman Akocak Andrea Petreni Nebih Lolak Servet Çete Claudiu T. Supuran |
| author_facet | Tuba Tekeli Suleyman Akocak Andrea Petreni Nebih Lolak Servet Çete Claudiu T. Supuran |
| author_sort | Tuba Tekeli |
| collection | DOAJ |
| description | AbstractA novel series of twelve aromatic bis-ureido-substituted benzenesulfonamides was synthesised by conjugation of aromatic aminobenzenesulfonamides with aromatic bis-isocyanates. The obtained bis-ureido-substituted derivatives were tested against four selected human carbonic anhydrase isoforms (hCA I, hCA II, hCA IX and hCA XII). Most of the new compounds showed an effective inhibitory profile against isoforms hCA IX and hCA XII, also having some selectivity with respect to hCA I and hCA II. The inhibition constants of these compounds against isoforms hCA IX and XII were in the range of 6.73–835 and 5.02–429 nM, respectively. Since hCA IX and hCA XII are important drug targets for anti-cancer/anti-metastatic drugs, these effective inhibitors reported here may be considered of interest for cancer related studies in which these enzymes are involved. |
| first_indexed | 2024-03-09T02:02:31Z |
| format | Article |
| id | doaj.art-27d3d6164b084861b578bf702b6f3f3b |
| institution | Directory Open Access Journal |
| issn | 1475-6366 1475-6374 |
| language | English |
| last_indexed | 2024-03-09T02:02:31Z |
| publishDate | 2023-12-01 |
| publisher | Taylor & Francis Group |
| record_format | Article |
| series | Journal of Enzyme Inhibition and Medicinal Chemistry |
| spelling | doaj.art-27d3d6164b084861b578bf702b6f3f3b2023-12-08T03:24:20ZengTaylor & Francis GroupJournal of Enzyme Inhibition and Medicinal Chemistry1475-63661475-63742023-12-0138110.1080/14756366.2023.2185762Potent carbonic anhydrase I, II, IX and XII inhibition activity of novel primary benzenesulfonamides incorporating bis-ureido moietiesTuba Tekeli0Suleyman Akocak1Andrea Petreni2Nebih Lolak3Servet Çete4Claudiu T. Supuran5Vocational School of Technical Science, Department of Chemistry and Chemical Processing Technologies, Adıyaman University, Adıyaman, TürkiyeDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Adıyaman University, Adıyaman, TürkiyeNEUROFARBA Dept., Sezione di Scienze Farmaceutiche, Università degli Studi di Firenze, Sesto Fiorentino (Florence), ItalyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Adıyaman University, Adıyaman, TürkiyeDepartment of Chemistry, Faculty of Science, Gazi University, Ankara, TürkiyeNEUROFARBA Dept., Sezione di Scienze Farmaceutiche, Università degli Studi di Firenze, Sesto Fiorentino (Florence), ItalyAbstractA novel series of twelve aromatic bis-ureido-substituted benzenesulfonamides was synthesised by conjugation of aromatic aminobenzenesulfonamides with aromatic bis-isocyanates. The obtained bis-ureido-substituted derivatives were tested against four selected human carbonic anhydrase isoforms (hCA I, hCA II, hCA IX and hCA XII). Most of the new compounds showed an effective inhibitory profile against isoforms hCA IX and hCA XII, also having some selectivity with respect to hCA I and hCA II. The inhibition constants of these compounds against isoforms hCA IX and XII were in the range of 6.73–835 and 5.02–429 nM, respectively. Since hCA IX and hCA XII are important drug targets for anti-cancer/anti-metastatic drugs, these effective inhibitors reported here may be considered of interest for cancer related studies in which these enzymes are involved.https://www.tandfonline.com/doi/10.1080/14756366.2023.2185762Bis-ureidocarbonic anhydrasesulphonamideisoform-selective inhibitoranticancer agent |
| spellingShingle | Tuba Tekeli Suleyman Akocak Andrea Petreni Nebih Lolak Servet Çete Claudiu T. Supuran Potent carbonic anhydrase I, II, IX and XII inhibition activity of novel primary benzenesulfonamides incorporating bis-ureido moieties Journal of Enzyme Inhibition and Medicinal Chemistry Bis-ureido carbonic anhydrase sulphonamide isoform-selective inhibitor anticancer agent |
| title | Potent carbonic anhydrase I, II, IX and XII inhibition activity of novel primary benzenesulfonamides incorporating bis-ureido moieties |
| title_full | Potent carbonic anhydrase I, II, IX and XII inhibition activity of novel primary benzenesulfonamides incorporating bis-ureido moieties |
| title_fullStr | Potent carbonic anhydrase I, II, IX and XII inhibition activity of novel primary benzenesulfonamides incorporating bis-ureido moieties |
| title_full_unstemmed | Potent carbonic anhydrase I, II, IX and XII inhibition activity of novel primary benzenesulfonamides incorporating bis-ureido moieties |
| title_short | Potent carbonic anhydrase I, II, IX and XII inhibition activity of novel primary benzenesulfonamides incorporating bis-ureido moieties |
| title_sort | potent carbonic anhydrase i ii ix and xii inhibition activity of novel primary benzenesulfonamides incorporating bis ureido moieties |
| topic | Bis-ureido carbonic anhydrase sulphonamide isoform-selective inhibitor anticancer agent |
| url | https://www.tandfonline.com/doi/10.1080/14756366.2023.2185762 |
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