Synthesis, Characterization and Evaluation of Azetidinylquinolines and Thiazolidinylquinolines as Antibacterial Agents
DOI:
https://doi.org/10.37285/ijpsn.2014.7.3.5Abstract
Several molecules were synthesized like 8-ethoxy-4-methyl-2-amino-(3’-chloro-2’-oxo-4’-substitutedaryl-1’-azeti-dinyl)-quinolines 8-12 and 8-ethoxy-4-methyl-2-amino-(2’-substitutedaryl-4’-oxo-1’,3’-thiazolidin-3’-yl)quinolines 13-17 from 8-ethoxy-4-methyl-2-(substitutedarylidenylimino amino)-quinolines 3-7, and screened to evaluate their antibacterial activity against numerous strains of bacteria in vitro. The structures of new compounds were established on the basis of their elemental analysis, IR, 1H-NMR and mass spectral data. The results showed that three compounds 10, 11 and 16 were found to exhibit promising antibacterial activity as compared to the standard drug amphicillin.
Downloads
Metrics
Keywords:
Antibacterial Activity, Quinoline, Azetidinone, Schiff Base, Thiazolidinone
Downloads
Published
How to Cite
Issue
Section
References
Abdel-Moty SG, Abdel-Rahman MH, Elsherief HA, and Kafafy, AHN(2005). Synthesis of some quinolinethiosemicarbazone derivatives of potential antimicrobial activity. Bull Pharm Sci 28: 79-93.
Azam F, Singh S, Khokhra SL, and Prakash O (2007). Synthesis of Schiff bases of naphtha[1,2-d]thiazol-2-amine and metal complexes of 2-(2'-hydroxy)benzylideneaminonaphthothiazole as potential antimicrobial agents. J Zhejiang Univ Sci B. 8: 446-52.
Cerić H, Sindler-Kulyk M, Kovacević M, Perić M, and Zivković A (2010). Azetidinone-isothiazolidinones: Stereoselective synthesis and antibacterial evaluation of new monocyclic beta-lactams. Bioorg Med Chem 18: 3053-3058.
Gould JC, and Bowie JH. (1952). The determination of bacterial sensitivity to antibiotics. Edi Med J 59: 178-199.
Hazeldine ST, Polin L, Kushner J, White K, Corbett TH, Biehl J, and Horwitz JP (2005). Synthesis and biological evaluation of some analogs of the antitumor agents, 2-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid, and 2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy}propionic acid. Bioorg Med Chem 13: 1069-1081.
Jorgersen JH, Turnidge JD, and Washington JA (1999). Antibacterial susceptibility tests: dilution and disk diffusion methods. In: Murray P.R, Baron E.J, Pfaller M.A, Tenover F.C, Nolken R.H. (ed.) Manual of Clinical Microbiology, American Society for Microbiology, Washington, DC, pp. 1275-1435.
Kumar V, Singh S, Sharma SK, Kumar A, and Sharma S (2010). Synthesis and evaluation of novel indolylthiadiazinoazetidinones and indolylthiadiazinoathiazolidinones as antimicrobial agents. Arch Pharm Chem Life Sci 343: 98-107.
Normand-Bayle M, Bénard C, Zouhiri V, Mouscadet J, Leh H, Thomas C, Mbemba G, Desmaële D, and d’Angelo J (2005). New HIV-1 replication inhibitors of the styryquinoline class bearing aroyl/acyl groups at the C-7 position: synthesis and biological activity. Bioorg Med Chem Lett 15: 4019-4022.
Ola A, 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 Der Pharm 335: 403-410.
Pawar RP, Andurkar NM, Patil BR, and Vibhute YB(1998). Synthesis and antibacterial activity of some Schiff bases and 4-thiazolidinones. Hindustan Antibiot. Bull. 40: 51-53.
Ravichandran V, Jain A, Kumar KS, Rajak H, and Agrawal RK (2011). Design, synthesis and evaluation of thiazolidinone derivatives as antimicrobial and anti-viral agents. Chem Bio Drug Design 78: 464-470.
Sanchez JP, Domagala JM, Hagen SE, Heifetz CL, Hutt MP, Nichols JB, and Trehan AK (1988). Quinolone antibacterial agents, synthesis and structure-activity relationships of 8-substituted quinoline-3-carboxylic acids and 1,8-naphthyridine-3-carboxylic acids. J Med Chem 31: 983-991.
Singh T, Sharma S, Srivastava VK, and Kumar A (2006). Synthesis and pesticidal activities of some substituted pyridine derivatives. Indian J Chem 45B: 1557-1563.
Upadhayaya RS, Vandavasi JK, Kardile RA, Lahore SV, Dixit SS, Deokar HS, Shinde PD, Sarmah MP, and Chattopadhyaya J (2010). Novel quinoline and naphthalene derivatives as potent antimycobacterial agents. Eur J Med Chem 45: 1854-1867.
Viahov R, Parushev ST, and Vlahov J (1990). Synthesis of some new quinoline derivatives potential antimalarial drugs. Pure Appl Chem 62:1303-1306.
Vicini P, Geronikaki A, Incerti M, Zani F, Dearden J, and Hewitt M (2008). Heteroarylimino-5-benzylidene-4-thiazolidinones analo-gues of 2-thiazolylimino-5-benzylidene-4-thiazolidinoes with antimicrobial activity: synthesis and structure-activity relationship. Bioorg Med Chem 16: 3714-3724.
