Metalloantibiotics: Synthesis, characterization and antimicrobial evaluation of bismuth-fluoroquinolone complexes against Helicobacter pylori

Acta Pharmaceutica

Volumn 59, Issue 3, 2009, Pages 259-271

  Shaikh, Anwar ^a   Giridhar, Rajani ^a   Megraud, Francis ^b   Yadav, Mange Ram ^a  

^a M S UNIVERSITY OF BARODA   (India)

^b UNIVERSITÉ DE BORDEAUX   (France)

Author keywords

Antimicrobial activity; Bismuth; Complex; Fluoroquinolone; Helicobacter pylori

Indexed keywords

BISMUTH; CIPROFLOXACIN; LOMEFLOXACIN; NORFLOXACIN; OFLOXACIN; ORGANOMETALLIC COMPOUND; PEFLOXACIN; QUINOLINE DERIVED ANTIINFECTIVE AGENT; SPARFLOXACIN;

ANTIBACTERIAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; ATOMIC ABSORPTION SPECTROMETRY; BACILLUS PUMILUS; CHEMICAL STRUCTURE; COMPLEX FORMATION; DIFFERENTIAL SCANNING CALORIMETRY; DRUG SYNTHESIS; ESCHERICHIA COLI; HELICOBACTER PULLORUM; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; STAPHYLOCOCCUS AUREUS; STAPHYLOCOCCUS EPIDERMIDIS; THERMOGRAVIMETRY; ULTRAVIOLET SPECTROSCOPY;

EID: 70350121644     PISSN: 13300075     EISSN: None     Source Type: Journal    
DOI: 10.2478/v10007-009-0027-6     Document Type: Article

References (19)

1. R. Nagarajan, S. N. Mehta, S. R. Naik and W. Fabry, Preparation and activity of some novel organo-metallic complexes against Helicobacter pylori, Arzneim. Forsch/Drug Res. 49 (1999) 951-954.
2. I. Muhammad, I. Javed, I. Shahid and I. Nazia, In vitro antibacterial studies of ciprofloxacin-imines and their complexes with Cu (II), Ni (II), Co (II) and Zn (II), Turk. J. Biol. 31 (2007) 67-72.
3. S. Nakajima, D. Y. Graham, T. Hattori and T. Bamba, Strategy for treatment of Helicobacter pylori infection in adults II. Practical Policy in 2000, Curr. Pharm. Design 15 (2000) 1515-1529; DOI: 10.2174/1381612003399013.
4. L. J. Ming, Structure and function of »metalloantibiotics«, Med. Res. Rev. 23 (2003) 697-762; DOI: 10.1002/med.10052. (Pubitemid 37306012)
5. Z. H. Chohan, C. T. Supuran and A. Scozzafava, Metal binding and antibacterial activity of ciprofloxacin complexes, J. Enz. Inhib. Med. Chem. 20 (2005) 303-307; DOI: 10.1080/14756360310001624948. (Pubitemid 41015747)
6. A. J. Schaeffer, The expanding role of fluoroquinolones, Dis. Mon. 49 (2003) 129-147; DOI: 10.1016/S0011-5029(03)90005-8. (Pubitemid 36350780)
7. J. Strahilevitz, A. Robicsek and D. C. Hooper, Role of the extended alpha4 domain of Staphylococcus aureus gyrase A protein in determining low sensitivity to quinolones, Antimicrob. Agents Chemother. 50 (2006) 600-606; DOI: 10.1128/AAC.50.2.600-606.2006. (Pubitemid 43190972)
8. Y. Dinh, Bacterial topoisomerase I as a target for discovery of antibacterial compounds, Nucl. Acids Res. 37 (2009) 731-737; DOI: 10.1093/nar/gkn936.
9. A. Foroumadi, M. Safavi, S. Emami, F. Siavoshi, S. Najjari, F. A. Safari and A. Shafiee, Structure- activity relationship study of a series of N-substituted piperazinyl-fluoroquinolones as anti-Helicobacter pylori agents, Med. Chem. 4 (2008) 498-502; DOI: 10.2174/157340608785700162.
10. M. Zupancic, I. Turel, P. Bukovec, A. White and D. J. Williams, Synthesis and characterization of two novel zinc(II) complexes with ciprofloxacin. Crystal structure of [C17H19N3O3F]2 • [ZnCl4] • 2H2O, Croat. Chem. Acta 74 (2001) 61-74.
11. T. Mach, P. Neves, E. Spiga, H. Weingart, M. Winterhalter, P. Ruggerone, M. Ceccarelli and P. Gameiro, Facilitated permeation of antibiotics across membrane channels - Interaction of the quinolone moxifloxacin with the Omp F channel, J. Am. Chem. Soc. 40 (2008) 13301-13309.
12. J. Clitherow, Preparation of Ranitidine Salts and Oral Compositions Containing them, U.K. Pat. GB 2,220,937, Jan 24, 1990;
13. ref. Chem. Abstr. 113 (1990) 65266n.
14. L. Vertesy, M. Astrid and K. Michael, Bismuth Salts of Moenomycin-Like Antibiotic Preparation, Use and Pharmaceuticals Containing Such Salts for Treatment of Stomach Disorders, Eur. Pat. 864,579, Sep 16, 1998;
15. ref. Chem. Abstr. 129 (1998) 216854m.
16. M. Guo, I. Harvey, W. Yang, L. Coghill, A. John, T. A. Ross and P. J. Sadler, Synergistic anion and metal binding to the ferric ion-binding protein from Neisseria gonorrhoeae, J. Biol. Chem. 278 (2003) 2490-2502.
17. A. R. Shaikh, R. Giridhar and M. R. Yadav, Bismuth-norfloxacin complex: Synthesis, physicochemical and antimicrobial evaluation, Int. J. Pharm. 332 (2007) 24-30; DOI: 10.1016/j.ijpharm. 2006.11.037.
18. National Committee for Clinical Laboratory Standards, Methods for Antimicrobial Testing of Anaerobic Bacteria, Approved standard M11-A3, 2nd ed., Villanova (PA): National Committee for Clinical Laboratory Standards 1993.
19. I. Turel, I. Leban and N. Bukovec, Synthesis, characterization, and crystal structure of a copper( II) complex with quinolone family member (ciprofloxacin); bis (1)-cyclopropyl-6-fluoro-1,4- -dihydro-4-oxo-7-piperazin-1- yl-quinoline-3-carboxylate copper(II) chloride hexahydrate, J. Inorg. Biochem. 56 (1994) 273-282.