Synthesis and biological evaluation of aryl phosphoramidate prodrugs of fosfoxacin and its derivatives

被引：11

作者：

Munier, Mathilde ^{[1
]}

Tritsch, Denis ^{[1
]}

Lievremont, Didier ^{[1
]}

Rohmer, Michel ^{[1
]}

Grosdemange-Billiard, Catherine ^{[1
]}

机构：

[1] Univ Strasbourg, CNRS, Lab Chim & Biochim Mol Bioactives, UMR 7177,Inst Bel, 4 Rue Blaise Pascal, F-67081 Strasbourg, France

来源：

BIOORGANIC CHEMISTRY | 2019年 / 89卷

关键词：

Phosphate prodrug; Antimicrobials; MEP pathway; DXR; Mycobacterium tuberculosis; PHOSPHONIC ACID ANTIBIOTICS; MYCOBACTERIUM-SMEGMATIS; ISOPRENOID BIOSYNTHESIS; PROTIDE TECHNOLOGY; FOSMIDOMYCIN; INHIBITORS; FR-31564; PATHWAY; ANALOGS; GROWTH;

D O I：

10.1016/j.bioorg.2019.103012

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Aryl phosphoramidate prodrugs of fosfoxacin derivatives 15a-b and 8a-b were synthesized and investigated for their ability to target bacteria. No growth inhibition was observed neither for Mycobacterium smegmatis nor for Escherichia coli on solid medium, demonstrating the absence of release of the active compounds in the bacterial cells. Investigation of the stability of the prodrugs and their multienzymatic cleavage in abiotic and biotic conditions showed that the use of aryl phosphoramidate prodrug approach to deliver non-nucleotides compounds is not obvious and might not be appropriate for an antimicrobial drug.

引用

页数：10

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