Synthesis and Antibacterial Activity of Azetidinonyl Norfloxacin Congeners

DOI:

https://doi.org/10.37285/ijpsn.2015.8.3.11

Authors

  • Shalabh Sharma
  • Kuldeep Kumar Saxena

Abstract

Some novel Schiff bases and azetidinone congeners of norfloxacin have been synthesized and screened for antibacterial activity. The structures of compounds 1-ethyl-6-fluoro-7-piperazinyl-4-oxo-3-(substitutedarylidinylcarboxy- hydrazido)quinolines (2-6) and 1-ethyl-6-fluoro-7-pipera-zinyl-4-oxo-3-(3′-choloro-2′-oxo-4′-substitutedaryl-3′-aze-tidinyl)-aminocarboxy quinolines (7-11) were established by spectral and elemental analysis. The compounds 2-11 were evaluated in vitro against various strains of bacteria: E. coli ATCC 25922,    B. subtilis ATCC 1633 and S. aureus ATCC 25923 to determine their antibacterial activity and feasible structure-activity relationships. The results of the study were compared with reference drug. Compound 8: 1-ethyl-6-fluoro-7-piperazinyl-4-oxo-3-(3′-choloro-2′-oxo-4′-(4′′-methoxyphenyl)-3′-azetidinyl)-aminocarboxyquinoline has displayed more potent antibacterial activity as compared to standard drug, chloramphenicol. 

 

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Keywords:

Quinolone, Schiff base, thiazolidinone, antibacterial activity, antifungal activity

Downloads

Published

2015-08-30

How to Cite

1.
Sharma S, Saxena KK. Synthesis and Antibacterial Activity of Azetidinonyl Norfloxacin Congeners. Scopus Indexed [Internet]. 2015 Aug. 30 [cited 2024 Dec. 10];8(3):2967-71. Available from: https://www.ijpsnonline.com/index.php/ijpsn/article/view/800

Issue

Section

Research Articles

References

Bawa S, and Kumar S (2009). Synthesis of Schiff’s Bases of 8-methyl-tetrazolo(1,5-a)quinoline as Potential Anti-inflammatory and Antimicrobial agents. Indian J Chem, 48B: 142-145.

Bonsignore L, De Logu A, Loy G, Lavagna SM and Secci D (1994). Synthesis and Antimicrobial Activity of Coumarin and Benzodioxazepine-, Diazazepine- and Benzoxazepine-Substituted Penicillins. Eur J Med Chem, 29: 479-485.

Demuth TP, White RE, Tietjen RA, Storrin RJ, Skuster JR, Anderson JA, McOsker CC, Freedman R and Rourke FJ (1991). Synthesis and Antibacterial Activity of New C-10 Quinolonyl-Cephem Esters. J Antibiotic, 44: 200-209.

El-Sayed OA, Al-Bassam, BA and Hussein ME (2002). Synthesis of Some Novel Quinoline-3- Carboxylic Acids and Pyrimidoquinoline Derivatives as Potential Antimicrobial Agents. Arch Pharm (Weinheim) 335: 403-410.

Fraser AG and Harrower AD (1977). Convulsions and Hyperglycaemia Associated with Nalidixic Acid. Br Med, J 2: 1518-1518.

Gould JC and Bowie JH (1952). The Determination of Bacterial Sensitivity to Antibiotics. Edi Med J , 59: 178-199.

Iannini PB (2007). The Safety Profile of Moxifloxacin and Other Fluoroquinolones in Special Patient Populations. Curr. Med Res Opin, 23: 1403-1413.

Jazayeri S, Moshafi MH, Firoozpour L, Emami S, Rajabalian S, Haddad M, Pahlavanzadeh F, Esnaashari M, Shafiee A and Foroumadi A (2009). Synthesis and Antibacterial Activity of Nitroaryl Thiadiazole-Gatifloxacin Hybrids. Eur J Med Chem, 44: 1205-1209.

Jorgensen JH, Turnidge JD and Washington JA (1999). Antibacterial Susceptibility Tests: Dilution and Disk Diffusion Methods. In: Murry P.R, Baron E.J, Pfaller M.A, Tenover F.C and Nolken R.H. (ed.) Manual of Clinical Microbiology, American Society for Microbilogy, Washington, DC, 1275-1435.

Kumar V, Kumar A, Sharma S and Singh NP (2011). Synthesis and Antimicrobial Activity of Thiazolidinone Norfloxacin Hybrids. Indian J Chem, 50B: 1496-1503.

Kumar V, Sharma SK, Singh S, Kumar A and Sharma S (2010). Synthesis and Evaluation of Novel Indolyl thiadiazinoazetidinones and Indolylthiadiazinothiazolidinones as Antimicrobial Agents. Arch pharm chem life sci, 343: 98-107.

Kumar V, Singh S, Sharma S and Kumar A (2010). Antimicrobial Activities of Some Newly Synthesized Indolyl thiazolyl-azetidione and Indolylthiazolylthiazoldinone Derivatives. Int J Drug Des Discov, 1: 239-251.

Owens RC and Ambrose P G (2005). Antimicrobial safety: focus on Fluoroquinolones. Clin Infect Dis, 41: 144-157.

Raman N, Raja JD and Sakthivel A (2007). Synthesis, Spectral Characterization of Schiff Base Transition Metal Complexes: DNA Cleavage and Antimicrobial Activity Studies. J Chem Sci, 119: 303-310.

Singh S, Kumar V, Sharma SK, Kumar A and Sharma S (2010). Synthesis of some new 1,3-thiazolyldi phenyl amine derivatives and Evaluation of their Antibacterial effects. Orient J Chem, 26: 93-101.

Singh T, Sharma S, Srivastava VK and Kumar A (2006). Synthesis and Pesticidal Activities of Some Substituted Pyridine Derivatives. Indian J Chem, 44B: 1557-1563.