Benzenesulfonamide analogs of fluoroquinolones. Antibacterial activity and QSAR studies

European Journal of Medicinal Chemistry

Volumn 40, Issue 4, 2005, Pages 361-369

  Nieto, M J ^a   Alovero, F L ^a   Manzo, R H ^a   Mazzieri, Maria R ^a  

^a UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

Author keywords

Antimicrobial; Ciprofloxacin; Fluoroquinolones; Lipophilicity; QSAR; SAR

Indexed keywords

BENZENESULFONAMIDE DERIVATIVE; QUINOLINE DERIVED ANTIINFECTIVE AGENT;

ANTIBACTERIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; HYDROPHOBICITY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

EID: 16244417498     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejmech.2004.11.008     Document Type: Article

References (43)

1. D.C. Hooper, and E. Rubinstein Quinolone Antimicrobial Agents 2003 ASM Press American Society for Microbiology Washington, USA
2. J.M. Blondeau Survey Ophtalmol. 49 Suppl. 2 2004 S73 S78
3. F. Blanche, B. Cameron, F.-X. Bernard, L. Maton, B. Manse, and L. Ferrero Antimicrob. Agents Chemother. 40 12 1996 2714 2720
4. D. Hooper Clin. Infect. Dis. 32 Suppl. 1 2001 9 15
5. (a) B. Fournier, X. Zhao, T. Lu, K. Drlica, D. Hooper, Antimicrob. Agents Chemother. 44 (8) (2000) 2160-2165;
6. (b) B. Fournier, D. Hooper, Antimicrob. Agents Chemother. 42 (1) (1998) 121-128.
7. R.H. Manzo, D.A. Allemandi, J.D. Perez, U.S. Patent 5,395,936, 1995.
8. D. Allemandi, F. Alovero, and R. Manzo J. Antimicrob. Chemother. 34 1994 261 265
9. F. Alovero, M. Nieto, M. Mazzieri, R. Then, and R. Manzo Antimicrob. Agents Chemother. 42 6 1998 1495 1498
10. M. Nieto, F. Alovero, R. Manzo, and M. Mazzieri Eur. J. Med. Chem. 34 1999 209 214
11. F. Alovero, A. Barnes, M. Nieto, M. Mazzieri, and R. Manzo J. Antimicrob. Chemother. 48 5 2001 709 712
12. M.E. Wolff Burguer's Medicinal Chemistry and Drug Discovery Vol. 2: Therapeutic Agents, fifth ed 1996 Wiley New York, USA 527 573
13. P.G. De Benedetti Prog. Drug Res. 36 1991 361 417
14. F. Alovero, X.-S. Pan, J. Morris, R. Manzo, and L. Fisher Antimicrob. Agents Chemother. 44 2 2000 320 325
15. X.-S. Pan, P. Hamlyn, R. Talens-Visconti, F. Alovero, R. Manzo, and L. Fisher Antimicrob. Agents Chemother. 46 8 2002 2498 2506
16. L. Shen, L. Mitscher, P. Sharma, T. O'Donnell, D. Chu, and C. Cooper Biochemistry 28 1989 3886 3894
17. (a) H. Kubinyi, QSAR: Hansch Analysis and Related Approaches, in: R. Manhold, P. Krogsgaard-Larsen, H. Timmerman (Eds.), Methods and Principles in Medicinal Chemistry, VCH Publishers, Weinheim, 1993;
18. (b) Y.C. Martin, in: G.L. Grunewald (Ed.), Quantitative Drug Design, A Critical Introduction, Marcel Dekker, Inc., New York, 1978;
19. (c) M.E. Wolff (Ed.), Burguer's Medicinal Chemistry and Drug Discovery Vol. 1., fifth ed., Wiley New York, USA, 1995.
20. C. Hansch, and A. Leo S.R. Heller Exploring QSAR: Fundamentals and Applications in Chemistry and Biology 1995 ACS Professional Reference Book, American Chemical Society Washington, USA
21. R. Manzo, M. Mazzieri, M. Nieto, F. Alovero, Argentinean Patent Application P97 01 06669, 1997.
22. National Committee for Clinical Laboratory Standards (NCCLS) Methods for dilution antimicrobial susceptibility test for bacteria that grow aerobically. Tentative Standard, M7-A2 2000 National Committee for Clinical Laboratory Standards Villanova PA
23. CLOGP Biobyte Software (Release 1.0.0).
24. M. Nieto, P. Rodríguez-Manzanares, R. Manzo, and M. Mazzieri Med. Chem. Res. 12 2 2003 94 110
25. C. Fallati, M. Mazzieri, and R. Manzo Stp Pharma Sci. 6 2 1996 162 165
26. (a) W.J. Dunn III, J.H. Block, R.S. Pearlman, Partition Coefficient. Determination and Stimation, Pergamon Press, New york, 1986;
27. (b) S.H. Yalkovsky, A.A. Sinkula, S.C. Valvani (Eds.), Physical Chemical Properties of Drugs, M. Dekker, Inc., New York, 1980.
28. (a) G. Biagi, M. Recanatini, A. Barbaro, M. Guerra, A. Sapone, P. Borea, M. Pietrogrande, in: H. Kalasz, L.S. Ettre, J. Pick (Eds.), New Approaches in Chromatography' 93, Fekete Sas Könyvkiadö, Budapest, 1993, pp. 215-234;
29. (b) K. Dross, R.F. Rekker, G. de Vries, R. Mannhold, Quant. Struct.-Act. Relatsh. 17 (6) (1998) 549-557.
30. (a) K. Dross, C. Sonntag, R. Mannhold, J. Chromatogr. A 673 (1994) 113-124;
31. (b) G. Biagi, A. Barbaro, A. Sapone, M. Recanatini, J. Chromatogr. A 662 (1994) 341-361.
32. T. Braumann J. Chromatogr. 373 1986 191 225
33. (a) H. Van De Waterbeemd, B. Testa, Adv. Drug Res. 16 (1987) 227-279;
34. (b) P.G. De Benedetti, Adv. Drug Res. 16 (1987) 85-225.
35. C. Hansch, A. Leo, D. Hoeckman, in: S.R. Heller (Ed.), Exploring QSAR: Hydrophobic, Electronic, and Steric Constants. ACS Professional Reference Book, American Chemical Society, Washington, USA, 1995.
36. K. Bebee, R. Pell, and M. Seasholtz Chemometrics: A Practical Guide 1998 Wiley New York
37. (a) V. Lorian (Ed.), Antibiotics in Laboratory Medicine, fourth ed., Williams and Wilkins, Baltimore, USA, 1996;
38. (b) J. Rozenski, C.J. De Ranter, H. Verplanken, Quant. Struct.-Act. Relatsh. 14 (1995) 134-141.
39. B. Llorente, F. Leclerc, and R. Cedergren Biorg Med. Chem. 4 1 1996 61 71
40. M. Ohta, and H. Koga J. Med. Chem. 34 1991 131 139
41. J. Domagala J. Antimicrob. Chemother. 33 4 1994 685 706
42. L. Peterson Clin. Infect. Dis. 33 Suppl. 3 2001 180 186
43. R. Beyer, E. Pestova, J. Millichap, V. Stosor, G. Noskin, and L. Peterson Antimicrob. Agents Chemother. 44 3 2000 798 801