N, N-dimethylbiguanide complexes displaying low cytotoxicity as potential large spectrum antimicrobial agents

The new complexes M(DMBG) 2(ClO 4) 2 (M:Mn, Ni, Cu and Zn; DMBG: N, N-dimethylbiguanide) have been synthesized and characterized by IR, EPR, 1H NMR, 13C NMR as well as electronic spectroscopy data. Complex [Ni(DMBG) 2](ClO 4) 2·2DMF (DMF: N, N-dimethylformamide) crystallizes in the monoclinic P2(1)/...

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Bibliographic Details
Published in:European journal of medicinal chemistry 2010-07, Vol.45 (7), p.3027-3034
Main Authors: Olar, Rodica, Badea, Mihaela, Marinescu, Dana, Chifiriuc, Mariana-Carmen, Bleotu, Coralia, Grecu, Maria Nicoleta, Iorgulescu, Emilia-Elena, Lazar, Veronica
Format: Article
Language:English
Subjects:
Anti-Infective Agents - chemistry
Anti-Infective Agents - pharmacology
Anti-Infective Agents - toxicity
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antimicrobial activity
Bacteria - drug effects
Bacterial biofilm
Biological and medical sciences
Complex
Crystallography, X-Ray
Cytotoxicity
Electrochemistry
Fungi - drug effects
General aspects
HeLa Cells
Humans
Medical sciences
Metformin - chemistry
Metformin - pharmacology
Metformin - toxicity
N,N-dimethylbiguanide
Organometallic Compounds - chemistry
Organometallic Compounds - pharmacology
Organometallic Compounds - toxicity
Oxidation-Reduction
Pharmacology. Drug treatments
Spectrum Analysis
Stereoisomerism
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Summary:The new complexes M(DMBG) 2(ClO 4) 2 (M:Mn, Ni, Cu and Zn; DMBG: N, N-dimethylbiguanide) have been synthesized and characterized by IR, EPR, 1H NMR, 13C NMR as well as electronic spectroscopy data. Complex [Ni(DMBG) 2](ClO 4) 2·2DMF (DMF: N, N-dimethylformamide) crystallizes in the monoclinic P2(1)/c space group while [Cu(DMBG) 2](ClO 4) 2 adopt monoclinic P21/c space group as X-ray single crystal data indicate. The redox behavior of complexes was investigated by cyclic voltammetry. The metal-free N, N-dimethylbiguanide and complexes exhibit specific anti-infective properties as demonstrated the low MIC values, a large antimicrobial spectrum and also inhibit the ability of Pseudomonas aeruginosa and Staphylococcus aureus strains to colonize the inert surfaces. The complexes exhibit also a low cytotoxicity levels on HeLa cells. A series of new complexes M(DMBG) 2(ClO 4) 2 (M:Mn, Ni, Cu and Zn; DMBG: N, N-dimethylbiguanide) have been synthesised and evaluated for their antimicrobial, antibiofilm as well as cytostatic activity. [Display omitted]
ISSN:0223-5234
1768-3254
DOI:10.1016/j.ejmech.2010.03.033