Synthesis, Structural Characterization and Biological Activity of Novel Cyclohexane-1,3-dione Ligands and Their Metal Complexes

• Published in: Molecules (Basel, Switzerland) Vol. 20; no. 5; pp. 9309 - 9325
• Main Authors: Turan, Nevin, Körkoca, Hanifi, Adigüzel, Ragıp, Çolak, Naki, Buldurun, Kenan
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 21.05.2015; MDPI
• Subjects: Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - pharmacology; antibacterial activity; Antiinfectives and antibacterials; Bacteria; Biological; Biological activity; Coordination Complexes - chemical synthesis; Coordination Complexes - pharmacology; Coordination compounds; Copper - chemistry; cyclohexane-1,3-dione; Cyclohexanones - chemical synthesis; Cyclohexanones - pharmacology; E coli; Enterococcus faecalis; Enterococcus faecalis - drug effects; Escherichia coli; Escherichia coli - drug effects; Hydrazones - chemical synthesis; Hydrazones - pharmacology; Ligands; Magnetic permeability; mass spectra; Mass Spectrometry; metal complexes; Microbial Sensitivity Tests; Nitrates; Nuclear Magnetic Resonance, Biomolecular; Salmonella; Salmonella typhimurium; Salmonella typhimurium - drug effects; spectroscopic characterization; Staphylococcus aureus; Staphylococcus aureus - drug effects; Ultraviolet; Zinc - chemistry; Turkey; antibacterial activity; metal complexes; mass spectra; cyclohexane-1,3-dione; spectroscopic characterization
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules20059309

Some new Zn(II) and Cu(II) complexes [Cu(L1)(OAc)2]∙H2O, [Cu(L1)(NO3)H2O]∙NO3∙3.5H2O, [Zn(L1)(NO3)2]∙4.5H2O, [Zn(L1)(OAc)2(H2O)2]∙3H2O, [Cu2(L2)(OAc)4]∙2H2O∙2DMF, [Cu(L2)2]∙2NO3∙1.5DMF∙H2O, [Zn(L2)2(NO3)2]∙DMF and [Zn2(L2)(OAc)4(H2O)4]∙5H2O; L1 = 2-[2-(2-methoxyphenyl)hydrazono]cyclohexane-1,3-dione and L2 = 2-[2-(3-nitrophenyl)hydrazono]cyclohexane-1,3-dione were synthesized and characterized by IR, 1H-NMR,13C-NMR and ultraviolet (UV-Vis.) spectroscopy, elemental analysis, magnetic susceptibility, mass spectrometry and thermogravimetry-differential thermal analysis (TGA-DTA). The synthesized ligands and their complexes were tested for antibacterial activity against Escherichia coli ATCC 25922, Enterococcus faecalis ATCC 29212, Staphylococcus aureus ATCC 25923, and Salmonella typhimurium CCM 583. Some of complexes showed medium-level antibacterial activity against the test bacteria compared with ampicillin.