Synthesis, Characterization, and Antibacterial Activity of New Linezolid-Based Phosphoramidate Derivatives

GRAPHICAL ABSTRACT

Abstract

A series of new linezolid-based phosphoramidate derivatives 5(a-j) were synthesized in high yields from a linezolid intermediate, [3-(3-fluoro-4-morpholinophenyl)-5-(hydroxymethyl) oxazolidin-2-one] to develop new antibacterial agents. The structures of the newly synthesized compounds were elucidated by mass, ¹H, ¹³C & ³¹P NMR, IR and Elemental analysis spectral characterization data. All the synthesized compounds were screened for their antibacterial activity against recipient (Streptomycin resistant), donor (Rifampin resistant), and mutant (Streptomycin resistant) Gram –Ve E. coli strains using Amoxiclav as a standard.

Keywords:

• Linezolid intermediate
• phosphorylation
• 4-chlorophenyl phosphorodichloridate
• phosphoramidate derivatives
• antibacterial activity

ACKNOWLEDGMENTS

Authors are highly thankful to K. Mallikarjun and K. Surendra (Prof. E. J. Corey Research Group at Harvard University) for their technical support

SUPPLEMENTAL MATERIAL

Supplemental data for this article can be accessed on the publisher's website, www.tandfonline.com/gpss