International E-publication: Publish Projects, Dissertation, Theses, Books, Souvenir, Conference Proceeding with ISBN.  International E-Bulletin: Information/News regarding: Academics and Research

Synthesis and in vitro Antimicrobial Evaluation of 5'-Acetamido-2'-Hydroxy Chalcone derivatives

Author Affiliations

  • 1 Department of Microbiology, Melaka Manipal Medical College (Manipal Campus), Manipal University, Manipal, Karnataka, INDIA
  • 2 Department of Chemistry, Kasturba Medical College International Center, Manipal University, Manipal, Karnataka, INDIA
  • 3 Department of Chemistry, Shri Madhwa Vadiraja Institute of Technology and Management, Bantakal, Udupi , Karnataka, INDIA
  • 4 Department of Pharmaceutical Quality Assurance, Manipal College of Pharmaceutical Sciences, Manipal University, Manipal, Karnataka, INDIA

Res.J.chem.sci., Volume 4, Issue (2), Pages 56-59, February,18 (2014)

Abstract

A series of chalcones (3a-j) were synthesized by Claisen-Schmidt condensation of aromatic aldehydes with 5-acetamido-2-hydroxyacetophenone. Paracetamol was acetylated using acetic anhydride and sulphuric acid. The acetylated paracetamol underwent Fries rearrangement to form 5-acetamido-2-hydroxy acetophenone. The antibacterial and antifungal activity of the test compounds were evaluated using the agar well diffusion method. The test compounds displayed activity against Candida albicans. The fluorinated chalcone 3c exhibited maximum inhibition. However the test compounds failed to show antibacterial activity.

References

  1. Achanta G., Modzelewska A., Feng L., Khan S.R, Huang P., A boronic-chalcone derivative exhibits potent anticancer activity through inhibition of the proteasome, Molecular Pharmacology, 70, 426-433 (2006)
  2. Romagnoli R., Baraldi P.G., Carrion M.D., Cara C.L., Cruz-Lopez O., Preti D., Design, synthesis and biological evaluation of thiophene analogues of chalcones, Bioorganic and Medicinal Chemistry, 16, 5367-5376 (2008)
  3. Prasad R.Y., Kumar R.P., Synthesis and antimicrobial activity of some new Chalcones of 2-acetyl pyridine, Eur. J. Chem.,5, 236-241(2006)
  4. Jevwon S., Liv CT., Sao LT., Weng JR. and Ko HH., Synthetic Chalcones as potential anti-inflammatory and cancer chemopreventive agents, Eur. J. Chem.,40, 103-112 (2005)
  5. Shivakumar P.M., Babu G.S.M., Mukesh D., QSAR studies on Chalcones and flavonoids as antitubercular agents using genetic function approximation (GFA) method, Chemical and Pharmaceutical Bulletin, 55, 44-49 (2005)
  6. Sivakumar P.M., Prabhakar P.K., Doble, Synthesis, antioxidant evaluation and quantitative structure activity relationship studies of chalcones, Medicinal Chemistry Research, 19, 1-17 (2010)
  7. Nowakowska Z., A review of anti-infective and anti-inflammatory chalcones, European Journal of Medicinal Chemistry., 42,125-137 (2007)
  8. Cunha B.A., Antibiotic resistance, Drugs Today., 34(8),691-698 (1992)
  9. Cohen M.L., Epidemiology of drug resistance: Implication for a post-antimicrobial era, Science,257, 1050-1055 (1992)
  10. De Clercq E., New developments in anti-HIV chemotherapy, Farmaco, 56, 312 (2001)
  11. Poole K., Overcoming antimicrobial resistance by targeting resistance mechanisms, J Pharm Pharmacol, 53, 28394 (2001)
  12. Perez C. and Anesini J., Screening of plants used in Argentine folk medicine for antimicrobial activity,Ethnopharmacol., 44, 41-46 (1993)
  13. Nayak A., Nayak R.N., Soumya B.G., Bhat K. and Kudlakar M., Evaluation of antibacterial and anti candidial efficacy of aqueous and alchoholic extract of neem [Azadirachta indica] - An in vitro study, Int J Res Ayurveda Pharm., 2, 230-235 (2011)
  14. Essawi T., Srour M., Screening of some Palestinian medicinal plants for antibacterial activity, J Ethnopharmacol. 70, 343-349 (2000)
  15. Muntha K.R., Sashi K.G., Melissa R.J., Shabana I.K., Daneel F., Antioxidant, Antimalarial and Antimicrobial activities of Tannin-rich Fractions, Ellagitannins and Phenolic acids from Punica granatum L. Planta Med., 73), 461-467 (2007)