Carbonic anhydrase inhibitors chemistry

Figure 9. A dynamic combinatorial chemistry library used to identify a carbonic anhydrase inhibitor.

Thiadiazoles have attracted significant interest in medicinal chemistry and many fields of technology. Some of the technological applications involve dyes, lubricating compositions, optically active liquid crystals, and photographic materials. In medicinal field, one of the best-known drugs based on 1,3,4-thiadiazole is the acetazolamide (Acetazola), which is a carbonic anhydrase inhibitor launched in 1954. 

A new class of carbonic anhydrase inhibitor. The Journal of Biological Chemistry, 268, 26233-23239. 

Innocenti, A. Hilvo, M. Scozzafava, A Parkkila, S. Supuran, C.T. (2008a). Carbonic anhydrase inhibitors Inhibition of the new membrane-associated isoform XV with phenols Bioorganic Medicinal Chemistry Letters, 18,3593-35%. 

Figure 6.4 Chemical structures of carbonic anhydrase inhibitors explored via click chemistry.

Poulsen, S.-A. Bomaghi, L. F. Fragment-based drug discovery of carbonic anhydrase 11 inhibitors by dynamic combinatorial chemistry utilizing alkene cross metathesis. Bioorg. Med. Chem. 2006,14, 3275-3284. 

Multihetero atom heterocycles are comparatively rare in nature, dendrodoine, a cytotoxic substance from a marine tunicate, is an example, however in medicinal chemistry they are of considerable significance Alprazolam is a major drug for the treatment of anxiety, Acetazolamide is an inhibitor of the enzyme carbonic anhydrase and is used principally for the treatment of glaucoma, and Fluconazole, is an antifungal agent. 

C.T, Wouters, J., and Masereel, B. (2009) Ligand-based and structure-based virtual screening to identify carbonic anhydrase IX inhibitors. Bioorganic ej Medicinal Chemistry, 17, 553-557. 

Griineberg, S., Stubbs, M.T., and Klebe, G. (2002) Successful virtual screening for novel inhibitors of human carbonic anhydrase strategy and experimental confirmation. Journal of Medicinal Chemistry, 45, 3588-3602. 

D. (2011) Selection of carbonic anhydrase ix inhibitors from one million DNA-encoded compoimds. ACS Chemical Biology, 6, 336-344 (c) BuUer, F., Zhang, Y Scheuermann, J., Schafer, J., Biihlmann, P., and Neri, D. (2009) Discovery of TNF inhibitors from a DNA-encoded chemical library based on Diels-Alder cycloaddition. Chemistry and Biology, 16, 1075—1086. 

Innocenti, A Durdagi, S. Doostdar, N. Strom, T.A Barron, A.R. Supuran, C.T. (2010) Nanoscale enzyme inhibitors fullerenes inhibit carbonic anhydrase by occluding the active site entrance. Bioorganic Medicinal Chemistry, 18,2822-2828. 

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