Please use this identifier to cite or link to this item:
https://hdl.handle.net/1959.11/22910
Title: | A Novel Class of Carbonic Anhydrase Inhibitors: Glycoconjugate Benzene Sulfonamides Prepared by "Click-Tailing" | Contributor(s): | Wilkinson, Brendan (author)![]() |
Publication Date: | 2006 | DOI: | 10.1021/jm060967z | Handle Link: | https://hdl.handle.net/1959.11/22910 | Abstract: | Aryl and heteroaryl sulfonamides (ArSO₂NH₂) are therapeutically used to inhibit the catalytic activity of carbonic anhydrases (CAs). Using a "click-tail" approach a novel class of glycoconjugate benzene sulfonamides have been synthesized that contain diverse carbohydrate-triazole tails. These compounds were assessed for their ability to inhibit three human CA isozymes in vitro: cytosolic hCA I and hCA II and transmembrane, tumor-associated hCA IX. This isozyme has a minimal expression in normal tissue but is overexpressed in hypoxic tumors and its inhibition is a current approach toward new cancer therapies. The qualitative structure-activity for all derivatives demonstrated that the stereochemical diversity present within the carbohydrate tails effectively interrogated the CA active site topology, to generate several inhibitors that were potent and selective toward hCA IX, an important outcome in the quest for potential cancer therapy applications based on CA inhibition. | Publication Type: | Journal Article | Source of Publication: | Journal of Medicinal Chemistry, 49(22), p. 6539-6548 | Publisher: | American Chemical Society | Place of Publication: | United States of America | ISSN: | 1520-4804 0022-2623 |
Fields of Research (FoR) 2008: | 030499 Medicinal and Biomolecular Chemistry not elsewhere classified 030504 Organic Green Chemistry 030401 Biologically Active Molecules |
Fields of Research (FoR) 2020: | 340504 Organic green chemistry 340401 Biologically active molecules 340499 Medicinal and biomolecular chemistry not elsewhere classified |
Socio-Economic Objective (SEO) 2008: | 970106 Expanding Knowledge in the Biological Sciences 929999 Health not elsewhere classified 970103 Expanding Knowledge in the Chemical Sciences |
Socio-Economic Objective (SEO) 2020: | 280105 Expanding knowledge in the chemical sciences 200199 Clinical health not elsewhere classified 280102 Expanding knowledge in the biological sciences |
Peer Reviewed: | Yes | HERDC Category Description: | C1 Refereed Article in a Scholarly Journal |
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Appears in Collections: | Journal Article School of Science and Technology |
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