Synthesis and in vitro antibacterial activity of 7-(3-alkoxyimino-5-amino/methylaminopiperidin-1-yl)fluoroquinolone derivatives

✍ Scribed by Yibin Zhang; Guoqing Li; Mingliang Liu; Xuefu You; Lianshun Feng; Kai Lv; Jue Cao; Huiyuan Guo

• Publisher: Elsevier Science
• Year: 2011
• Tongue: English
• Weight: 438 KB
• Volume: 21
• Category: Article
• ISSN: 0960-894X
• DOI: 10.1016/j.bmcl.2010.12.073

✦ Synopsis

We report herein the design and synthesis of novel 7-(3-alkoxyimino-5-amino/methylaminopiperidin-1yl)fluoroquinolone derivatives based on the structures of new fluoroquinolones IMB and DZH. The antibacterial activity of these newly synthesized compounds was also evaluated and compared with gemifloxacin, ciprofloxacin, and levofloxacin. Results revealed that all of the target compounds 10-27 have good potency in inhibiting the growth of Staphylococcus aureus including MSSA (MIC: 0.125-8 lg/mL), Staphylococcus epidermidis including MRSE (MIC: 0.25-16 lg/mL), Streptococcus pneumoniae (MIC: 0.125-4 lg/mL), and Escherichia coli (MIC: 0.25-0.5 lg/mL). In particular, some compounds showed useful activity against several fluoroquinolone-resistant strains, and the most active compound 15 was found to be 16-128, 2-32, and 4-8-fold more potent than the three reference drugs against fluoroquinoloneresistant MSSA, MRSA, and MRSE.