Synthesis of chiral phosphonoacetamides and their toxic effects on paramecium sp
Samia Guezane Lakoud, Marc Lecouvey, Houria Berrebah and Nour-Eddine Aouf
Chemistry Department, Sciences Faculty, Badji Mokhtar-Annaba University, BP 12 El Hadjar, 23000, Algeria
Laboratoire CSPBAT, FRE 3043 CNRS, University of Paris 13, 74 rue Marcel Cachin, 93017 Bobigny Cedex, France
Laboratory of Cell Toxicology, Badji-Mokhtar University, Algeria
Laboratory of Applied Organic Chemistry, Badji-Mokhtar University, El-Hadjar, Annaba, Algeria
Abstract: Three chiral phosphonoacetamides were prepared by an alternative method . For this purpose, 2-(diethoxyphosphoryl)acetic acid was prepared from ethyl 2-bromoacetate by treatment of P(OEt) 3 followed by saponification of the ester with K 2CO 3. BOP activated amidation of the 2-(diethoxyphosphoryl)acetic acid with (S)-amino acids gave the corresponding phosphonoaceteamides. Growth inhibition of two phosphonoacetamides on Paramecium sp. were studied.
Keywords: Paramecium sp; Organophosphorus ; Phosphonoacetamide; phosphorylation; coupling reaction. © 2015 ACG Publications. All rights reserved. |