title: Synthesis and Anti-microbial Activity of Novel Phosphatidylethanolamine-N-amino Acid Derivatives.
abstract: The study involved synthesis of five novel amino acid derivatives of phosphatidylethanolamine isolated from egg yolk lecithin employing a three step procedure i) N-protection of L-amino acids with BOC anhydride in alkaline medium ii) condensation of - CO2H group of N-protected amino acid with free -NH2 of PE by a peptide linkage and iii) deprotection of N-protected group of amino acids to obtain phosphatidylethanolamine-N-amino acid derivatives in 60-75% yield. The five L-amino acids used were L glycine, L-valine, L-leucine, L-isoleucine and L-phenylalanine. The amino acid derivatives were screened for anti-baterial activity against B. subtilis, S. aureus, P. aeroginosa and E. coli taking Streptomycin as reference compound and anti-fungal activity against C. albicans, S. cervisiae, A. niger taking AmphotericinB as reference compound. All the amino acid derivatives exhibited extraordinary anti-bacterial activities about 3 folds or comparable to Streptomycin and moderate or no anti-fungal activity against Amphotericin-B.
authors.affiliation: Centre for Lipid Research, CSIR-Indian Institute of Chemical Technology.
authors.forename: Tadla
authors.initials: T
authors.lastname: Vijeetha
authors.forename: Marrapu
authors.initials: M
authors.lastname: Balakrishna
authors.forename: Mallampalli Sri Lakshmi
authors.initials: MS
authors.lastname: Karuna
authors.forename: Bhamidipati Venkata
authors.initials: BV
authors.lastname: Surya Koppeswara Rao
authors.forename: Rachapudi Badari Narayana
authors.initials: RB
authors.lastname: Prasad
authors.forename: Koochana Pranay
authors.initials: KP
authors.lastname: Kumar
authors.forename: Upadyaula
authors.initials: U
authors.lastname: Surya Narayana Murthy
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D004353:Drug Evaluation, Preclinical; D004352:Drug Resistance, Microbial; D004530:Egg Yolk / Q000737:chemistry; D005658:Fungi / Q000187:drug effects*; D005998:Glycine / Q000737:chemistry; D007532:Isoleucine / Q000737:chemistry; D054709:Lecithins / Q000737:chemistry; D007930:Leucine / Q000737:chemistry; D010649:Phenylalanine / Q000737:chemistry; D010714:Phosphatidylethanolamines / Q000737:chemistry* / Q000302:isolation & purification*; D014633:Valine / Q000737:chemistry
chemical_list: D000596:Amino Acids; D054709:Lecithins; D010714:Phosphatidylethanolamines; D007532:Isoleucine; D010649:Phenylalanine; D007930:Leucine; D014633:Valine; D005998:Glycine