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Novel 8-Substituted Coumarins That Selectively Inhibit Human Carbonic Anhydrase IX and XII
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Indole-Based Hydrazones Containing A Sulfonamide Moiety as Selective Inhibitors of Tumor-Associated Human Carbonic Anhydrase Isoforms IX and XII

1
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, 34116 Istanbul, Turkey
2
Department of NEUROFARBA, Sezione di Scienze Farmaceutiche Universita degli Studi di Firenze, Sesto Fiorentino, 50019 Florence, Italy
3
Computer-Aided Drug Discovery Laboratory, Department of Pharmacology, Faculty of Pharmacy, Bezmialem Vakif University, 34093 Istanbul, Turkey
*
Author to whom correspondence should be addressed.
Int. J. Mol. Sci. 2019, 20(9), 2354; https://doi.org/10.3390/ijms20092354
Received: 1 April 2019 / Revised: 23 April 2019 / Accepted: 10 May 2019 / Published: 12 May 2019
(This article belongs to the Special Issue Protease and Carbonic Anhydrase Inhibitors, II)
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Abstract

Novel sulfonamidoindole-based hydrazones with a 2-(hydrazinocarbonyl)-3-phenyl-1H-indole-5-sulfonamide scaffold were synthesized and tested in enzyme inhibition assays against the tumor-associated carbonic anhydrase isoforms, hCA IX and XII, and the off-targets, hCA I and II. The compounds showed selectivity against hCA IX and XII over hCA I and II. Six compounds showed KI values lower than 10 nM against hCA IX or XII. Molecular modeling studies were performed to suggest binding interactions between the ligand and the hCA active sites. View Full-Text
Keywords: carbonic anhydrase; sulfonamides; hydrazones; enzyme inhibition; molecular modeling carbonic anhydrase; sulfonamides; hydrazones; enzyme inhibition; molecular modeling
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Demir-Yazıcı, K.; Bua, S.; Akgüneş, N.M.; Akdemir, A.; Supuran, C.T.; Güzel-Akdemir, Ö. Indole-Based Hydrazones Containing A Sulfonamide Moiety as Selective Inhibitors of Tumor-Associated Human Carbonic Anhydrase Isoforms IX and XII. Int. J. Mol. Sci. 2019, 20, 2354.

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