α,α-Difluorophosphonohydroxamic Acid Derivatives among the Best Antibacterial Fosmidomycin Analogues

Molecules

卷:26

Aurore Dreneau¹  Fanny S. Krebs¹  Didier Lièvremont¹  Catherine Grosdemange-Billiard¹  Denis Tritsch¹  Chheng Ngov¹  Michel Rohmer¹  Mathilde Munier¹ 

[1] Laboratoire de Chimie et Biochimie de Molécules Bioactives, Université de Strasbourg/CNRS, UMR 7177, Institut Le Bel, 4 Rue Blaise Pascal, 67081 Strasbourg, France;

关键词: α,α-difluorophosphonate;    deoxyxylulose phosphate reductoisomerase;    1-deoxy-dxylulose 5-phosphate reductoisomerase (DXR);    antimicrobial;    fosmidomycin;    isoprenoid biosynthesis;   

DOI  :  10.3390/molecules26165111

来源: DOAJ

【 摘 要 】

Three α,α-difluorophosphonate derivatives of fosmidomycin were synthesized from diethyl 1,1-difluorobut-3-enylphosphonate and were evaluated on Escherichia coli. Two of them are among the best 1-deoxy-d-xylulose 5-phosphate reductoisomerase inhibitors, with IC₅₀ in the nM range, much better than fosmidomycin, the reference compound. They also showed an enhanced antimicrobial activity against E. coli on Petri dishes in comparison with the corresponding phosphates and the non-fluorinated phosphonate.

【 授权许可】

Unknown