ChemInform Abstract: Metal Complexes of the Antibiotic Nalidixic Acid.

Abstract

The Complexes (I)‐(IV) are prepared by reaction of corresponding metal salts with sodium salt of the title compound HL in stoichiometric ratios.

Gallium(iii) and iron(iii) complexes of quinolone antimicrobials

“…Elemental analyses have been performed on all eighteen tris(quinolono)metal(III) complexes. Similar to literature reports of other tris(quinolono)iron(III) complexes, 67,87 they contain several water molecules in their elemental formulae.…”

“…Please consult the ESI † for detailed information on the synthesis and characterization of each metal(III) complex. Similar to the reaction pathways reported to give a diversity of metal-quinolone complexes, 67,70,83 the synthesis can be carried out in three principle steps. First, the respective quinolone was dissolved in water or methanol.…”

“…64 Quinolone antimicrobial agents have been used as broadspectrum bactericidal agents for more than 50 years. Numerous metal complexes of main group and transition metals with a diversity of quinolone ligands have been reported, 65,66 as have been the syntheses of the iron(III) complexes tris(nalidixido)iron(III), 67 tris(norfloxacino)iron(III), 68 tris(enrofloxacino)iron(III), 69 tris(ciprofloxacino)iron(III), 70 bis(sparfloxacino)iron(III), 71 and tris(lomefloxacino)iron(III), 72 as well as some mixed complexes of iron(III) with quinolones and a second ligand, such as bispyrazolones 73 or the nitrilotriacetic anion. 74 Research in this area has been motivated by the clinical observation that bioavailability and bactericidal efficacy of quinolone antimicrobial agents are reduced through the interaction with cations in the human body, and has, therefore, focused on metals generally included in antacid preparations or vitamin supplements.…”

Iron(iii)-binding of the anticancer agents doxorubicin and vosaroxin

“…41 Iron(III) complexes with various commercially available quinolone antimicrobial drugs in which the iron coordinates the drug ligands in a stable octahedral 1 : 3 fashion have been reported and studied. [42][43][44][45][46][47][48][49] Iron(III) forms some of the most stable complexes with quinolones compared to other bivalent and trivalent metals, 50 and the determined stability constants range from log β FeL3 = 25.16 (0.005) for enoxacin ‡ to log β FeL3 = 46.94 (8) for ciprofloxacin. § Antimicrobial treatment with quinolone drugs is, in general, considered safe, as they are known to be commonly well tolerated and have safety profiles that compare to those of other antimicrobial drug classes.…”