Pyridine-2,5-dicarboxylate complexes with 2,2′-bipyridine and Co(II), Zn(II), Cu(II): syntheses, characterization, antimicrobial, and cytotoxic effects

Çolak, Alper Tolga; Çolak, Ferdağ; Öztopçu-Vatan, Pınar; Akduman, Demet; Kabadere, Selda; Uyar, Ruhi

doi:10.1007/s00044-012-0446-7

Cited by 5 publications

(4 citation statements)

References 36 publications

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“…The interaction between metal complexes and DNA is significant due to the importance of DNA as the main target for anticancer drugs. In general, 2‐pyridinecarboxylic acid and its derivatives possess a wide range of pharmacological properties, particularly as antiproliferative, antibacterial and anticancer agents. Metal complexes of 2‐pyridinecarboxylic acids are an important class of biologically active compounds due to their natural tendency to interact with DNA …”

Section: Introductionmentioning

confidence: 99%

Crystal growth, structural and spectroscopic characterization, antimicrobial activity, DNA cleavage, molecular docking and density functional theory calculations of Zn(II) complex with 2‐pyridinecarboxylic acid

Tamer

Avcı

Çelikoğlu

et al. 2018

Applied Organom Chemis

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A Zn(II) complex with 2-pyridinecarboxylic acid was prepared, and its crystal structure characterization was carried out using X-ray diffraction analysis.The spectroscopic properties of the Zn(II) complex were determined by means of Fourier transform infrared, Raman and UV-visible spectroscopic techniques. The coordination sphere for the central Zn(II) ion was found to be a distorted octahedron. The C═O, C═C and C═N stretching vibrations were found highly active and strong, leading to intramolecular charge transfer within the Zn(II) complex. Density functional theory calculations were carried out to provide further understanding of structural, spectroscopic and nonlinear optical properties of the complex. The occurrence of hydrogen bonding interactions in the Zn(II) complex was explained by natural bond orbital analysis. According to obtained hyperconjugative interaction energies, metal-ligand charge transfer interactions occur in the Zn(II) complex. The antimicrobial activities were determined against standard Gram-positive and Gram-negative bacterial strains and yeasts using the minimum inhibitory concentration method. Having a significant effect against Candida albicans and Saccharomyces cerevisiae is important in that the complex can be used as a new antifungal agent. The calculated free binding energy of the interaction of the Zn(II) complex with DNA was found to be 6.72 kcal mol −1 , indicating a high binding affinity between the complex and DNA.

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Section: Introductionmentioning

confidence: 99%

Crystal growth, structural and spectroscopic characterization, antimicrobial activity, DNA cleavage, molecular docking and density functional theory calculations of Zn(II) complex with 2‐pyridinecarboxylic acid

Tamer

Avcı

Çelikoğlu

et al. 2018

Applied Organom Chemis

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“…All these absorption bands showed a blue shift of 10-20 cm -1 than the parent carboxylate complexes because of the complex formation with ligand molecule. In addition to these vibrational bands, the complexes showed the absorption bands in the region of 1494-1442 and 1615-1597 cm -1 due to the ν(C=C) and ν(C=N) stretching vibrations [33,[35][36][37] which were absent in the parent nickel carboxylate and hence confirms that the ligand molecule has been attached to these nickel carboxylate complex. The peaks in the region of 598-468 cm -1 are comparatively broad which indicates that these compounds may be polymeric in nature (Fig.…”

Section: Resultsmentioning

confidence: 81%

“…It is reported in the literature [3,22,27,28] that the vibrational band due to the free >C=O group of carboxylic moiety appears in the region of 1725-1700 cm -1 and in metal carboxylate ν(COO -) asymmetric and symmetric stretching vibrations appeared in the region of 1610-1520 and 1460-1300 cm -1 . Also ν(M-O) vibrational bands appeared in the region of 400-600 cm -1 have been reported [23,[29][30][31][32][33] in the literature. The vibrational bands in the region of 3000-2800 cm -1 have been reported [3] in literature due to asymmetric and symmetric vibrations of methylene group.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Unique Nickel(II) Carboxylates and Their Coordination Complexes

Shavina¹,

Singh²

2018

Asian J. Chem.

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INTRODUCTIONElectrochemical technique in inorganic synthesis is highly selective in terms of potential, current density, electrode material and electrolyte composition for controlling the reaction rate. Electro synthesis is not only the oldest but also the simplest method for the synthesis of coordination compounds starting from the zero-valent metal. Electrochemical methods employ simple machinery and pure starting materials. The fact that the metal is employed rather than one of its salts avoids the occurrence of competitive reactions between the anion salts and the ligand to coordinate to the metal ion. Moreover, this approach allows the selective transformation of specific groups in a ligand or in a complex under very mild conditions. In the last several decades, contributions of electrochemical technique are of interest not only to inorganic [1][2][3][4][5][6][7] Direct anodic dissolution of nickel metal and cathodic reduction of carboxylic acids (RCOOH) in acetonitrile has proved to be a simple and efficient one-step route to synthesize unique polymeric nickel(II) carboxylate complexes, {Ni(OOCR)2}n in H-type glass Pyrex cell. When the oxidation was carried out in the presence of neutral ligands (L) such as 2,2'-bipyridyl or 1,10-phenanthroline, the complexes of type {Ni(OOCR)2.L}n were obtained. Tetrabutylammonium chloride has been used as a supporting electrolyte in order to increase the electrolytic conductivity of the electrochemical system which in turn affects the current efficiency, cell voltage and energy consumption in the electrolytic cell. The complexes have been characterized by vibrational spectra, CHN elemental analysis, solubility and melting points shows a good agreement with the structure. The result also shows that the direct electrochemical synthetic technique has high current efficiency, extra purity and yield.

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“…Pyridinedicarboxylic acids have been widely used in recent years as organic ligands for the construction of organic-inorganic hybrid materials, which are of great interest due to their potential applications in many areas, such as catalysis (Sü ss- Fink et al, 2004), antibacterial activity (Sengupta et al, 2001), pharmacology (Colak et al, 2013;Gonzalez-Baró et al, 2005) surface chemistry (Sun et al, 2006), magnetism (Patrick et al, 2005;Kumagai et al, 2008;Zhang et al, 2009) and photoluminescence (Xia et al, 2013). These ligands combine the advantages of both organic multicarboxylic acids and heteroaromatic compounds.…”

Section: Introductionmentioning

confidence: 99%

Two Zn^IImononuclear coordination compounds with pyridinedicarboxylate and auxiliaryN-(pyridin-4-ylmethylidene)hydroxylamine ligands

Coropceanu

Dreab

Croitor

2014

Acta Crystallogr C Struct Chem

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Two new mononuclear coordination compounds, bis{4-[(hydroxyimino)methyl]pyridinium} diaquabis(pyridine-2,5-dicarboxylato-κ(2)N,O(2))zincate(II), (C6H7N2O)2[Zn(C7H3NO4)2(H2O)2], (1), and (pyridine-2,6-dicarboxylato-κ(3)O(2),N,O(6))bis[N-(pyridin-4-ylmethylidene-κN)hydroxylamine]zinc(II), [Zn(C7H3NO4)(C6H6N2O)2], (2), have been synthesized and characterized by single-crystal X-ray diffractometry. The centrosymmetric Zn(II) cation in (1) is octahedrally coordinated by two chelating pyridine-2,5-dicarboxylate ligands and by two water molecules in a distorted octahedral geometry. In (2), the Zn(II) cation is coordinated by a tridentate pyridine-2,6-dicarboxylate dianion and by two N-(pyridin-4-ylmethylidene)hydroxylamine molecules in a distorted C2-symmetric trigonal bipyramidal coordination geometry.

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Pyridine-2,5-dicarboxylate complexes with 2,2′-bipyridine and Co(II), Zn(II), Cu(II): syntheses, characterization, antimicrobial, and cytotoxic effects

Cited by 5 publications

References 36 publications

Crystal growth, structural and spectroscopic characterization, antimicrobial activity, DNA cleavage, molecular docking and density functional theory calculations of Zn(II) complex with 2‐pyridinecarboxylic acid

Crystal growth, structural and spectroscopic characterization, antimicrobial activity, DNA cleavage, molecular docking and density functional theory calculations of Zn(II) complex with 2‐pyridinecarboxylic acid

Synthesis and Characterization of Unique Nickel(II) Carboxylates and Their Coordination Complexes

Two Zn^IImononuclear coordination compounds with pyridinedicarboxylate and auxiliaryN-(pyridin-4-ylmethylidene)hydroxylamine ligands

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Pyridine-2,5-dicarboxylate complexes with 2,2′-bipyridine and Co(II), Zn(II), Cu(II): syntheses, characterization, antimicrobial, and cytotoxic effects

Cited by 5 publications

References 36 publications

Crystal growth, structural and spectroscopic characterization, antimicrobial activity, DNA cleavage, molecular docking and density functional theory calculations of Zn(II) complex with 2‐pyridinecarboxylic acid

Crystal growth, structural and spectroscopic characterization, antimicrobial activity, DNA cleavage, molecular docking and density functional theory calculations of Zn(II) complex with 2‐pyridinecarboxylic acid

Synthesis and Characterization of Unique Nickel(II) Carboxylates and Their Coordination Complexes

Two ZnIImononuclear coordination compounds with pyridinedicarboxylate and auxiliaryN-(pyridin-4-ylmethylidene)hydroxylamine ligands

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Two Zn^IImononuclear coordination compounds with pyridinedicarboxylate and auxiliaryN-(pyridin-4-ylmethylidene)hydroxylamine ligands