SYNTHESIS, CHARACTERIZATION AND BIO-ACTIVITY OF SOME NEW α-AMINOPHOSPHONATES

  • A. Balakrishna
  • C. Suresh Reddy Department of Chemistry, S.V. University, Tirupati-517 502, India
  • S.K. Naik Bio-organic Division, Bhabha Atomic Research Centre, Mumbai-400 085, India
  • M. Manjunath Department of Biochemistry, S.V. University, Tirupati-517 502, India
  • C. Naga Raju Department of Chemistry, S.V. University, Tirupati-517 502, India
Keywords: &alpha, -Aminophosphonate, Kabachnik-fields reaction, Antibacterial and antifungal activities

Abstract

A convenient and efficient one-pot reaction has been employed for the synthesis of new α-aminophosphonates 4a-4k via Kabachnik-Fields reaction in 65-82 % yields. In the procedure developed, equimolar quantities of 2-amino-4-methylphenol 1, various aromatic aldehydes 2a-2k and dimethylphosphite 3 in dry toluene were reacted under reflux for 4-6 h. The products were characterized by IR, 1H, 13C and 31P NMR spectra and elemental analysis. All the synthesized compounds were screened for in vitro antibacterial activity (Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Klebsiella pneumoniae, Salmonella typhimurium) and antifungal activity (Candida albicans, Aspergillus niger). 4a showed potent activity with lowest MIC value.
KEY WORDS: α-Aminophosphonate, Kabachnik-fields reaction, Antibacterial and antifungal activities

Bull. Chem. Soc. Ethiop. 2009, 23(1), 69-75.
Published
2009-04-01
Section
Articles

Journal Identifiers


eISSN: 1726-801X
print ISSN: 1011-3924