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  • Title: Synthesis and in-vitro antimycobacterial activity of fluoroquinolone derivatives containing a coumarin moiety.
    Author: Guo Q, Liu ML, Feng LS, Lv K, Guan Y, Guo HY, Xiao CL.
    Journal: Arch Pharm (Weinheim); 2011 Dec; 344(12):802-9. PubMed ID: 21989627.
    Abstract:
    A series of gatifloxacin, ciprofloxacin, and 8-OCH(3) ciprofloxacin coumarin derivatives with remarkable improvement in lipophilicity as compared to the parent fluoroquinolones was designed, synthesized, and characterized by (1) H-NMR, MS, and HRMS. These derivatives were evaluated for their in-vitro activity against Mycobacterium smegmatis CMCC 93202 and MTB H37Rv ATCC 27294. All of the synthesized compounds were less active than the parent compounds against M. smegmatis CMCC 93202, but the activity of compound 6 was found to be 2-8-fold more potent than ciprofloxacin, 8-OCH(3) ciprofloxacin, moxifloxacin, and rifampin, and comparable to gatifloxacin against MTB H37Rv ATCC 27294. These results indicated that the lipophilicity of the tested compounds is not the sole parameter affecting antimycobacterial activity.
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