title: Toward new classes of potent antibiotics: synthesis and antimicrobial activity of novel metallosaldach-imidazolium salts.
abstract: Imidazolium salts (Im(+)-R(2)R(3)-Cl(-)) attached to the N,N'-bis(salicylidene)-(±)-trans-1,2-diaminocyclohexane (saldach) backbone (4a-f) have been designed and successfully applied for the synthesis of the corresponding mononuclear complexes with Mn(III) and Fe(III) ions. The molecular structures of the saldach ligands H2(R(1))2saldach(Im(+)-R(2)R(3)-Cl(-))2 (R(1) = H, tert-Bu, R(2) = H, Et, n-Bu, R(3) = H, Me) and their [M(III)Cl{(R(1))2saldach(Im(+)-R(2)R(3)-Cl(-))2}] (M = Mn, Fe) complexes have been established. The free ligands exist as the phenol-OH and not as the zwitterionic (imine)N-H(+)· · ·(-)O(phenol) tautomer. Antimicrobial activity of the target compounds revealed higher potent antibacterial activity against Salmonella aureus, B. subtilis while less effective against E. coli and C. albicans and inactivity against A. flavus. Compound (4d) and its Fe(III) complex (6d) exhibit remarkable extra-potent bactericidal activity.
authors: Faculty of Science, Suez University, Suez, Egypt; Institut für Anorganische Chemie und Strukturchemie, Heinrich-Heine Universität Düsseldorf, 40204 Düsseldorf, Germany. Electronic address: reda_elshaarawi@science.suez.edu.eg.
authors: Reda F M
authors: RF
authors: Elshaarawy
authors: Institut für Anorganische Chemie und Strukturchemie, Heinrich-Heine Universität Düsseldorf, 40204 Düsseldorf, Germany. Electronic address: janiak@uni-duesseldorf.de.
authors: Christoph
authors: C
authors: Janiak
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D001424:Bacterial Infections / Q000188:drug therapy; D003514:Cyclohexylamines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D004926:Escherichia coli; D005290:Ferric Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D009181:Mycoses / Q000188:drug therapy; D012492:Salts / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000890:Anti-Infective Agents; D003514:Cyclohexylamines; D005290:Ferric Compounds; D007093:Imidazoles; D012492:Salts; C030435:1,2-cyclohexanediamine
keywords: Antimicrobial survey; Complexes; Imidazolium chlorides; N,N′-Bis(salicylidene)-1,2-diaminocyclohexane; Spectral study