Carbonic anhydrase inhibitors. The nematode α-carbonic anhydrase of Caenorhabditis elegans CAH-4b is highly inhibited by 2-(hydrazinocarbonyl)-3-substituted-phenyl-1H-indole-5-sulfonamides

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 8, 2009, Pages 3212-3215

  Güzel, Özlen ^a,b   Innocenti, Alessio ^b   Hall, Rebecca A ^c   Scozzafava, Andrea ^b   Mühlschlegel, Fritz A ^c   Supuran, Claudiu T ^b  

^a ISTANBUL UNIVERSITY   (Turkey)

^b UNIVERSITY OF FLORENCE   (Italy)

^c UNIVERSITY OF KENT   (United Kingdom)

Author keywords

Caenorhabditis elegans; Carbonic anhydrase; Indole 5 sulfonamide; Nematode; Sulfonamides

Indexed keywords

ACETAZOLAMIDE; ANTHELMINTIC AGENT; CARBONATE DEHYDRATASE I; CARBONATE DEHYDRATASE II; CARBONATE DEHYDRATASE INHIBITOR; ETHOXZOLAMIDE; SULFONAMIDE;

ARTICLE; CAENORHABDITIS ELEGANS; CONTROLLED STUDY; DRUG SELECTIVITY; DRUG STRUCTURE; ENZYME INHIBITION; NONHUMAN;

ANIMALS; CAENORHABDITIS ELEGANS; CARBONIC ANHYDRASE INHIBITORS; CARBONIC ANHYDRASES; HUMANS; HYDRAZINES; INDOLES; ISOENZYMES; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES;

CAENORHABDITIS ELEGANS; NEMATODA;

EID: 64049092267     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.01.048     Document Type: Article

References (39)

1. Grover J.K., Vats V., Uppal G., and Yadav S. Trop. Gastroenterol. 22 (2001) 180
2. Bregani E.R., Tantardini F., and Rovellini A. Parassitologia 49 (2007) 37
3. Ramanathan R., and Nutman T. Curr. Infect. Dis. Rep. 10 (2008) 105
4. Hall, R. A.; Mühlschlegel, F. A. Fungal and Nematode Carbonic Anhydrases: Their Inhibition in Drug Design. In Drug Design of Zinc-Enzyme Inhibitors: Functional, Structural, and Disease Applications, Supuran, C. T., Winum, J. Y., Eds.; Wiley, in press.
5. Waller P.J. Vet. Parasitol. 72 (1997) 391
6. Alvarez-Sánchez M.A., Pérez-García J., Cruz-Rojo M.A., and Rojo-Vázquez F.A. Parasitol. Res. 99 (2006) 78
7. Supuran C.T. Nat. Rev. Drug Discov. 7 (2008) 168
8. Supuran C.T., and Scozzafava A. Bioorg. Med. Chem. 15 (2007) 4336
9. Supuran C.T., Scozzafava A., and Casini A. Med. Res. Rev. 23 (2003) 146
10. Scozzafava A., Mastrolorenzo A., and Supuran C.T. Exp. Opin. Ther. Pat. 14 (2004) 667
11. Winum J.Y., Montero J.L., Scozzafava A., and Supuran C.T. Mini-Rev. Med. Chem. 6 (2006) 921
12. Krishnamurthy V.M., Kaufman G.K., Urbach A.R., Gitlin I., Gudiksen K.L., Weibel D.B., and Whitesides G.M. Chem. Rev. 108 (2008) 946
13. Pastorekova S., Parkkila S., Pastorek J., and Supuran C.T. J. Enzyme Inhib. Med. Chem. 19 (2004) 199
14. Supuran C.T., Scozzafava A., and Casini A. Development of Sulfonamide Carbonic Anhydrase Inhibitors. In: Supuran C.T., Scozzafava A., and Conway J. (Eds). Carbonic Anhydrase-Its Inhibitors and Activators (2004), CRC Press, Boca Raton 67-147
15. Thiry A., Dogné J.M., Masereel B., and Supuran C.T. Trends Pharmacol. Sci. 27 (2006) 566
16. Supuran C.T. Curr. Pharm. Des. 14 (2008) 641
17. Supuran C.T., Scozzafava A., and Conway J. Carbonic Anhydrase-Its Inhibitors and Activators (2004), CRC Press, Boca Raton, New York, London pp 1-363
18. Köhler K., Hillebrecht A., Schulze Wischeler J., Innocenti A., Heine A., Supuran C.T., and Klebe G. Angew. Chem., Int. Ed. 46 (2007) 7697
19. Thiry A., Dogné J.M., Supuran C.T., and Masereel B. Curr. Pharm. Des. 14 (2008) 661
20. Hall R.A., Vullo D., Innocenti A.A., Scozzafava A., Supuran C.T., Klappa P., and Mühlschlegel F.A. Mol. Biochem. Parasitol. 161 (2008) 140
21. DeRosa A.A., Chirgwin S.R., Williams J.C., and Klei T.R. Vet. Parasitol. 154 (2008) 58
22. Güzel O., Temperini C., Innocenti A., Scozzafava A., Salman A., and Supuran C.T. Bioorg. Med. Chem. Lett. 18 (2008) 152
23. Güzel O., Innocenti A., Scozzafava A., Salman A., Parkkila S., Hilvo M., and Supuran C.T. Bioorg. Med. Chem. 16 (2008) 9113
24. De Simone G., Vitale R.M., Di Fiore A., Pedone C., Scozzafava A., Montero J.L., Winum J.Y., and Supuran C.T. J. Med. Chem. 49 (2006) 5544
25. De Simone G., Di Fiore A., Menchise V., Pedone C., Antel J., Casini A., Scozzafava A., Wurl M., and Supuran C.T. Bioorg. Med. Chem. Lett. 15 (2005) 2315
26. Winum J.Y., Temperini C., El Cheikh K., Innocenti A., Vullo D., Ciattini S., Montero J.L., Scozzafava A., and Supuran C.T. J. Med. Chem. 49 (2006) 7024
27. Alterio V., Vitale R.M., Monti S.M., Pedone C., Scozzafava A., Cecchi A., De Simone G., and Supuran C.T. J. Am. Chem. Soc. 128 (2006) 8329
28. Casini A., Antel J., Abbate F., Scozzafava A., David S., Waldeck H., Schafer S., and Supuran C.T. Bioorg. Med. Chem. Lett. 13 (2003) 841
29. Weber A., Casini A., Heine A., Kuhn D., Supuran C.T., Scozzafava A., and Klebe G. J. Med. Chem. 47 (2004) 550
30. Menchise V., De Simone G., Alterio V., Di Fiore A., Pedone C., Scozzafava A., and Supuran C.T. J. Med. Chem. 48 (2005) 5721
31. Khalifah R.G. J. Biol. Chem. 246 (1971) 2561
32. Vullo D., Franchi M., Gallori E., Antel J., Scozzafava A., and Supuran C.T. J. Med. Chem. 47 (2004) 1272
33. Nishimori I., Vullo D., Innocenti A., Scozzafava A., Mastrolorenzo A., and Supuran C.T. J. Med. Chem. 48 (2005) 7860
34. Pastorekova S., Zatovicova M., and Pastorek J. Curr. Pharm. Des. 14 (2008) 685
35. Pastorekova S., and Pastorek J. Cancer-Related Carbonic Anhydrase Isozymes and Their Inhibition. In: Supuran C.T., Scozzafava A., and Conway J. (Eds). Carbonic Anhydrase-Its Inhibitors and Activators (2004), CRC Press, Boca Raton (FL) 255-281
36. Svastova E., Hulikova A., Rafajova M., Zatovicova M., Gibadulinova A., Casini A., Cecchi A., Scozzafava A., Supuran C.T., Pastorek J., and Pastorekova S. FEBS Lett. 577 (2004) 439
37. Vullo D., Franchi M., Gallori E., Pastorek J., Scozzafava A., Pastorekova S., and Supuran C.T. Bioorg. Med. Chem. Lett. 13 (2003) 1005
38. Cecchi A., Hulikova A., Pastorek J., Pastorekova S., Scozzafava A., Winum J.-Y., Montero J.-L., and Supuran C.T. J. Med. Chem. 48 (2005) 4834
39. Vullo D., Innocenti A., Nishimori I., Pastorek J., Scozzafava A., Pastorekova S., and Supuran C.T. Bioorg. Med. Chem. Lett. 15 (2005) 963