ijddr

International Journal of Drug Development and Research

ISSN - 0975-9344

- (2014) Volume 6, Issue 2

Synthesis, Antimicrobial and Anti-Inflammatory studies of some novel Schiff Base Derivatives

 

Author info »

Abstract

A series of novel substituted 3-acetyl-1-(benzylideneamino) quinolin-2(1H)-one (1-12) have been synthesized by condensing different substituted 3-acetyl-1-aminoquinolin- 2-one and aromatic aldehydes in alcohol medium. 3-acetyl-1-aminoquinolin- 2-one were synthesized from substituted 3-acetyl coumarin upon refluxing with hydrazine hydrate and ethanol. The structures of the final synthesized compounds were confirmed by IR, 1H NMR and mass spectra. The synthesized compounds were screened for their antimicrobial activity against Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Candida albicans, Aspergillus niger respectively by tube dilution method. Most of the compounds showed good minimum inhibitory concentration compared to the standard drug amoxicillin and fluconazole respectively. Anti-inflammatory studies were carried out by carrageenan induced paw edema method. Anti-inflammatory studies showed statistically significant activity when compared to control.

References

  1. Milecki J, Baker SP, Standifer KM, Ishizu T, ChidaY, Kusiak JW. Carbostyril derivatives having
  2. Joseph B, Darro F, Behard A, Lesur B, Frydman A,Kiss R. 3-aryl-2-quinolone derivatives: Synthesis
  3. and characterization of in vitro and in vivoantitumor effects with emphasis on a newtherapeutical target connected with cellmigration. J Med Chem 2002; 45: 2534-2555.
  4. Ukrainets IV, Mospanova EV, Davidenko AA,Tkach AA, Gorokhova OV. 4-hydroxy-2-quinolones. Synthesis, structure and anti-inflammatory activity of 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl acetic acid and its
  5. Uchida M, Tabusa F, Komatsu M, Morita S,Kanbe T, Nakagawa K. Studies on 2(1H)-quinolinone derivatives as gastric antiulceractive agents. Synthesis and antiulcer activitiesof optically active alpha-amino acid derivativesof 2(1H)-quinolinone and oxindole.Chem PharmBull (Tokyo) 1987; 35(2): 853-856.
  6. AL-Omar MA, EL-Azab AS, EL-Obeid HA, AbdelH. Synthesis of some new 4(3H)-quinazolinoneanalogues. J Sandi ChemSoc 2006; 10: 113.
  7. Jin Y, Li HY, Lin LP, Tan JZ, Ding J, Luo XM.Synthesis and antitumor evaluation of novel-5-substituted-4-hydroxy-8-nitroquinazolines asEGFR signaling-targeted inhibitors.Bioorg MedChem 2005; 13: 5613.
  8. Yang DP, Ji HF, Tang GY, Siddiqi HM. How manydrugs are catecholics? Molecules 2008; 12: 878-884.
  9. Sridhar SK, Saravan M, Ramesh A. Synthesis andantibacterial screening of hydrazones Schiff andMannich bases of isatin derivatives. Eur J MedChem 2001; 36: 615-623.
  10. Raman N, Kulandaisamy A, Thangaraja C.Redox and antimicrobial studies of transitionmetal (II) tetradendate Schiff base complexes.Trans Met Chem 2003; 28: 29-36.
  11. Al-Amiery AA, Al-Majedy YK, Ibrahim HH, Al-Tamimi AA. Antioxidant, antimicrobial andtheoretical studies of the thiosemicarbazonederivative Schiff base 2-(2-imino-1-methylimidazolidin-4-ylidene)hydrazinecarbothiamide (IMMC). Organic andMedicinal Chemistry Letters 2012; 2(4): 1-7.
  12. Janos G, Tamas L. Macrophage MigrationInhibitory Factor (MIF) tautomerase inhibitors aspotential novel anti-inflammatory agents:Current Developments. Curr Med Chem 2009;16: 1091-1114.
  13. Billman JH, Schmidgall RL. Preparation andantitumor activity of some Schiff bases of 2-amino-4, 5-dichlorobenzene sulfonanilide and 2-amino-p-toulene sulfonamide. J Pharm Sci 2006;59: 1191-1194.
  14. Al-Bayati RIH, Radi MF. Synthesis of novel 2-quinolone derivatives.AfrJPureApplChe2010; 4(10): 228-232.
  15. Mobinikhaledi A, Foroughifar N, Khanpour M,Ebrahimi S. Synthesis of some novel schiff basescontaining 1,2,4-triazole ring. Eur J Chem 2010 1(1): 33-36.
  16. Andrews JM. Determination of minimuminhibitory concentrations. J AntimicrobChemother 2001; 48(S1): 5-16.
  17. New OCED 425 guidelines. OCED guidelines fortesting of animal. 2001, pp 1-26.
  18. Winter CA, Risley EA, Nuss GW. Carrageenininducedoedema in hind paw of the rats as anassay for anti-inflammatory drugs.ProcSocExp Bio Med 1962; 111: 544-547.

Author Info

 

Copyright:This is an open access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.