Discovery of new chromone containing sulfonamides as potent inhibitors of bovine cytosolic carbonic anhydrase

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 11, 2011, Pages 3367-3371

  Al Rashida, Mariya ^a   Ashraf, Muhammad ^b   Hussain, Bushra ^b   Nagra, Saeed Ahmad ^a   Abbas, Ghulam ^a  

^a UNIVERSITY OF THE PUNJAB   (Pakistan)

^b THE ISLAMIA UNIVERSITY OF BAHAWALPUR   (Pakistan)

Author keywords

Carbonic anhydrase; Carbonic anhydrase inhibitors; Formylchromones; Sulfonamides

Indexed keywords

3 [[(2 ETHOXY 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 3 [[(6 BROMO 2 ETHOXY 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 3 [[(6 ETHYL 2 ETHOXY 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 3 [[(6 FLUORO 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 3 [[(6,8 DIBROMO 2 ETHOXY 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 4 [[(2 ETHOXY 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 4 [[(2 ETHOXY 6 FLUORO 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 4 [[(6 BROMO 2 ETHOXY 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 4 [[(6 ETHYL 2 ETHOXY 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; 4 [[(6,8 DIBROMO 2 ETHOXY 4 OXO 2H CHROMEN 3 (4H) YLIDENE)METHYL]AMINO]BENZENESULFONAMIDE; ACETAZOLAMIDE; CARBONATE DEHYDRATASE; CARBONATE DEHYDRATASE INHIBITOR; CHROMONE DERIVATIVE; SULFONAMIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CONTROLLED STUDY; CYTOSOL; DRUG DEVELOPMENT; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME INHIBITION; NONHUMAN; POLYMERIZATION;

ANIMALS; CARBONIC ANHYDRASE INHIBITORS; CARBONIC ANHYDRASES; CATTLE; CHROMONES; DRUG EVALUATION, PRECLINICAL; HYDROGEN BONDING; MOLECULAR CONFORMATION; SULFONAMIDES;

BOVINAE;

EID: 79957501856     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.04.040     Document Type: Article

References (32)

1. H.M. el-Shaaer, P. Foltinova, M. Lacova, J. Chovancova, and H. Stankovicova Farmaco 53 1998 224
2. Z.H. Chohan, A. Rauf, M.M. Naseer, M.A. Somra, and C.T. Supuran J. Enzyme Inhib. Med. Chem. 21 2006 173
3. D.H. Nam, K.Y. Lee, C.S. Moon, and Y.S. Lee Eur. J. Med. Chem. 45 2010 4288
4. W. Huang, Y. Ding, Y. Miao, M.Z. Liu, Y. Li, and G.F. Yang Eur. J. Med. Chem. 44 2009 3687
5. N. Desideri, P. Mastromarino, and C. Conti Antiviral Chem. Chemother. 14 2003 195
6. P.J. Houghton, T.Z. Woldemariam, A.I. Khan, A. Burke, and N. Mahmood Antiviral Res. 25 1994 235
7. G.C. Kaspentakis, C.A. Tsoleridis, and J.S. Stephanatou J. Heterocycl. Chem. 44 2007 425
8. V. Sosnovskikh, and V. Moshkin Russ. Chem. Bull. 59 2010 1056
9. A. Nohara, T. Umetani, and Y. Sanno Tetrahedron 30 1974 3553
10. A. Nohara, T. Umetani, and Y. Sanno Tetrahedron Lett. 22 1973 1995
11. H.M. Ishiki, P.M. Donate, and S.E. Galembeck J. Mol. Struc-Theochem 423 1998 235
12. E.L.R. Stokstad, and T.H. Jukes J. Nutr. 117 1987 1335
13. Y.L. Hong, P.A. Hossler, D.H. Calhoun, and S.R. Meshnic Antimicrob. Agents Chemother. 39 1995 1756
14. M.N.L. Nalam, A. Peeters, T.H.M. Jonckers, I. Dierynck, and C.A. Schiffer J. Virol. 81 2007 9512
15. M.A. Santos, S. Marques, D. Vullo, A. Innocenti, A. Scozzafava, and C.T. Supuran Bioorg. Med. Chem. Lett. 17 2007 1538
16. I. Nishimori, T. Minakuchi, T. Kohsaki, S. Onishi, H. Takeuchi, D. Vullo, A. Scozzafava, and C.T. Supuran Bioorg. Med. Chem. Lett. 17 2007 3585
17. M.A. Ilies, A. Scozzafava, and C.T. Supuran Met. Based Drugs 7 2000 57
18. M. Zareef, R. Iqbal, N.G. De Dominguez, J. Rodrigues, J.H. Zaidi, M. Arfan, and C.T. Supuran J. Enzyme Inhib. Med. Chem. 22 2007 301
19. C.T. Supuran, and A. Scozzafava Bioorg. Med. Chem. 15 2007 4336
20. C.T. Supuran Therapy 4 2007 355
21. C.T. Supuran Bioorg. Med. Chem. Lett. 12 2010 3467
22. C.T. Supuran Nat. Rev. Drug Disc. 7 2008 168
23. O. Ozensoy, L. Puccetti, G. Fasolis, O. Arslan, A. Scozzafava, and C.T. Supuran Med. Chem. Lett. 15 2005 4862
24. L. Puccetti, G. Fasolis, D. Vullo, Z.H. Chohan, A. Scozzafava, and C.T. Supuran Bioorg. Med. Chem. Lett. 15 2005 3096
25. M. al-Rashida, M.N. Tahir, S.A. Nagra, M. Imran, and J. Iqbal Acta Crystallogr. E65 2009 01818
26. Y. Pocker, and J.T. Stone Biochemistry 6 1967 668
27. H. Stankovicova, W.M.F. Fabian, and M. Lacova Molecules 1 1996 223
28. H. Stankovicova, R. Gasparova, M. Lacova, and J. Chovancova Collect. Czech. Chem. Commun. 62 1997 781
29. Stankovicova, H.; Lacova, M.; Gaplovsky, A.; Chovancova, J.; Pronayova, N., II-International Electronic Conference on Synthetic Organic Chemistry (ECSOC-2), 1998 http://www.mdpi.org/ecsoc.
30. A. Dziewulska-Kułaczkowska, and L. Mazur J. Mol. Struct. 985 2011 233
31. A. Gajbhiye, V. Mallareddy, and G. Achaiah Indian J. Pharm. Sci. 70 2008 118
32. T.H. Maren, and C.W. Conroy J. Biol. Chem. 268 1993 26233