NDLI: Synthesis of an acridine orange sulfonamide derivative with potent carbonic anhydrase IX inhibitory action

Content Provider	Taylor & Francis Online
Author	Carta, Fabrizio Supuran, Claudiu T. Bragagni, Marco AlOthman, Zeid Osman, Sameh M.
Abstract	Acridine orange (AO) a fluorescent cationic dye used for the management of human musculoskeletal sarcomas, due to its strong tumoricidal action and accumulation in the acidic environment typical of hypoxic tumors, was used for the preparation of a primary sulfonamide derivative. The rationale behind the drug design is the fact that hypoxic, acidic tumors overexpress carbonic anhydrase (CA, EC 4.2.1.1) isoforms, such as CA IX, which is involved in pH regulation, proliferation, cell migration and invasion, and this enzyme is strongly inhibited by primary sulfonamides. The AO-sulfonamide derivative was indeed a potent, low nanomolar CA IX inhibitor whereas its inhibition of the cytosolic isoforms CA I and II was in the micromolar range. A second transmembrane, tumor-associated isoform, CA XII, was also effectively inhibited by the AO-sulfonamide derivative, making this compound an interesting theranostic agent for the management of hypoxic tumors.
Starting Page	701
Ending Page	706
Page Count	6
File Format	PDF HTM / HTML
ISSN	14756366 14756374
DOI	10.1080/14756366.2017.1302441
Journal	Journal of Enzyme Inhibition and Medicinal Chemistry
Volume Number	32
Issue Number	1
Language	English
Publisher	Taylor & Francis
Publisher Date	2017-03-23
Access Restriction	Open
Subject Keyword	Carbonic anhydrase Sulfonamide Inhibitor Tumor Acridine orange
Content Type	Text
Resource Type	Article
Subject	Drug Discovery Medicine Pharmacology

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