Synthesis and antibacterial activity of new fluoroquinolones containing a cis- or trans-cyclohexane moiety

Qing-Rong Qi; Jia Pan; Xiao-Qiang Guo; Ling-Ling Weng; Yu-Feng Liang

doi:10.1016/j.bmcl.2012.09.106

Synthesis and antibacterial activity of new fluoroquinolones containing a cis- or trans-cyclohexane moiety

Bioorg Med Chem Lett. 2012 Dec 15;22(24):7688-92. doi: 10.1016/j.bmcl.2012.09.106. Epub 2012 Oct 5.

Authors

Qing-Rong Qi¹, Jia Pan, Xiao-Qiang Guo, Ling-Ling Weng, Yu-Feng Liang

Affiliation

¹ Key Laboratory of Drug-Targeting and Drug-Delivery Systems of Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, PR China.

PMID: 23102889
DOI: 10.1016/j.bmcl.2012.09.106

Abstract

New quinolone derivatives bearing a cis- or trans-cyclohexane side chain at the C-7 position have been synthesized and evaluated for their antibacterial activities against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa using the agar dilution method. The activities of compound 53 against these three bacteria were superior to those of the reference drug lomefloxacin. Compounds bearing a cis-cyclohexane side chain generally exhibited greater antibacterial activity than their corresponding trans-isomers.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemical synthesis
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Cyclohexanes / chemistry*
Dose-Response Relationship, Drug
Escherichia coli / drug effects*
Fluoroquinolones / chemical synthesis
Fluoroquinolones / chemistry
Fluoroquinolones / pharmacology*
Microbial Sensitivity Tests
Molecular Structure
Pseudomonas aeruginosa / drug effects*
Staphylococcus aureus / drug effects*
Stereoisomerism
Structure-Activity Relationship

Substances

Anti-Bacterial Agents
Cyclohexanes
Fluoroquinolones
Cyclohexane