Design, synthesis and in vitro antibacterial activity of 7-(4-alkoxyimino-3-aminomethylpiperidin-1-yl)fluoroquinolone derivatives

Yun Chai; Jian Wang; Mingliang Liu; Hong Yi; Lanying Sun; Xuefu You; Huiyuan Guo

doi:10.1016/j.bmcl.2011.04.002

Design, synthesis and in vitro antibacterial activity of 7-(4-alkoxyimino-3-aminomethylpiperidin-1-yl)fluoroquinolone derivatives

Bioorg Med Chem Lett. 2011 Jun 1;21(11):3377-80. doi: 10.1016/j.bmcl.2011.04.002. Epub 2011 Apr 7.

Authors

Yun Chai¹, Jian Wang, Mingliang Liu, Hong Yi, Lanying Sun, Xuefu You, Huiyuan Guo

Affiliation

¹ Institute of Medical Biotechnology, Chinese Academy of Medical Sciences, Peking Union Medical College, Beijing 100050, China.

PMID: 21515052
DOI: 10.1016/j.bmcl.2011.04.002

Abstract

We report herein the design and synthesis of novel 7-(4-alkoxyimino-3-aminomethylpiperidin-1-yl) fluoroquinolone derivatives. The antibacterial activity of the newly synthesized compounds was evaluated and compared with gemifloxacin, levofloxacin and ciprofloxacin. Results reveal that compounds 10, 16, and 17 have good activity against all of the tested gram-positive organisms including drug-resistance strains (MICs: 0.125-4 μg/mL). In addition, compounds 16 and 17 (MICs: 4 μg/mL) were 2- to 8-fold more potent than the reference drugs against Pseudomonas aeruginosa.

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Drug Design*
Fluoroquinolones / chemical synthesis*
Fluoroquinolones / chemistry
Fluoroquinolones / pharmacology*
Imino Pyranoses / chemical synthesis*
Imino Pyranoses / chemistry
Imino Pyranoses / pharmacology
Microbial Sensitivity Tests
Molecular Structure
Pseudomonas aeruginosa / drug effects*

Substances

Anti-Bacterial Agents
Fluoroquinolones
Imino Pyranoses