Biologically active Schiff bases containing thiophene/furan ring and their copper(II) complexes: Synthesis, spectral, nonlinear optical and density functional studies

Gündüzalp, Ayla Balaban; Özsen, İffet; Alyar, Hamit; Alyar, Saliha; Özbek, Neslihan

doi:10.1016/j.molstruc.2016.05.002

Cited by 48 publications

(27 citation statements)

References 38 publications

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“…The higher activity exhibited by the complexes compared with the free ligands indicates that coordination of silver(I) had a positive impact in enhancing the antimicrobial activity. This can be attributed to the chelation of the silver(I) centres by the ligands and, hence, facilitating the ability of the complexes to cross the cell membrane of the microbes, a trend also reported for other transition metal complexes . This is premised on the fact that chelation reduces the polarity of the metal ion due to partial sharing of its positive charge with donor groups and the possible π‐electron delocalization over the whole chelate ring.…”

Section: Resultsmentioning

confidence: 66%

Synthesis, characterization, antimicrobial screening and DNA binding of novel silver(I)–thienylterpyridine and silver(I)–furylterpyridine complexes

Njogu

Martincigh

Omondi

et al. 2018

Applied Organom Chemis

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Six new silver(I) complexes, [(AgL1) 2 ](ClO 4 ) 2 (1), [(AgOTfL1) 2 ] (2), [(AgO 2 CF 3 L1) 2 ] (3), [AgL2](ClO 4 ) 2 (4), [(AgOTfL2) 2 ] (5) and [(AgO 2 CF 3 L2) 2 ] (6), were synthesized by reaction of 4′-(2-thienyl)-2,2′;6′,2″-terpyridine (L1)or 4′-(2-furyl)-2,2′;6′,2″-terpyridine (L2) with the respective silver salts, i.e. AgClO 4 , AgOTf or AgTFA. The complexes are dinuclear of the type Ag 2 L 2 in which the two ligands utilize the pyridinyl N atoms from the central rings and one of the peripheral rings to coordinate to one of the silver(I) centres while the remaining pyridinyl N atoms coordinate to the second silver(I) centre. Complexes 2 and 5 have the trifluoromethanesulfonate anion remotely coordinating via a single O atom while complex 3 has the trifluoroacetate anion coordinating to a single silver(I) centre in a bidentate mode. The perchlorate anion in complex 4 is excluded from the silver(I) coordination sphere.All complexes demonstrate moderate to high antimicrobial activity against the Gram-negative bacteria Escherichia coli and Salmonella typhimirium and the fungus Candida albicans. Complexes 1-6 interact strongly with salmon testes DNA as indicated by the steady increase in the relative viscosity of DNA solutions with increasing concentration of the silver(I) complexes and the relatively large intrinsic binding constants measured. There was substantial hyperchromism and hypsochromism recorded in solutions of complexes 1-6 with increasing concentration of salmon testes DNA. Complexes 1-6 interact with DNA via intercalation, and groove and external binding.

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Section: Resultsmentioning

confidence: 66%

Synthesis, characterization, antimicrobial screening and DNA binding of novel silver(I)–thienylterpyridine and silver(I)–furylterpyridine complexes

Njogu

Martincigh

Omondi

et al. 2018

Applied Organom Chemis

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“…They form very easy and coordinate with a large variety of metal ions. This allows using them as catalysts in different reactions and biological systems …”

Section: Introductionmentioning

confidence: 99%

New Chloro‐Based Azo‐Azomethine Dyes: Synthesis, Biological and Optical Spectroscopic Studies for Detection of some Transition Metal Ions

Shaghaghi

Rezanezhad

2018

ChemistrySelect

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Two new chromogenic receptors 1,2-[1-(3-imino-4-hydroxophenylazobenzene)]-4-chlorobenzene (1 a) and 1,2-[1-(3-imino-4hydroxophenylazo-4-nitrobenzene)]-4-chlorobenzene (1 b) have been designed and chearcterized for detection of some transition metal ions in DMSO solution by UV/Vis spectroscopy. Upon addition of Cd 2 + , Zn 2 + and Cu 2 + ions to 1 a in DMSO, the peak at 460 nm increases in intensity, while the band at 352 nm decreases in intensity and approximately disappears. n!p* transition of azo groups of 1 a decreases in intensity after adding Hg 2 + ions and does not change after adding Ni 2 + ions. This indicates high tendency of 1 a towards Cd 2 + , Zn 2 + and Cu 2 + against Ni 2 + and Hg 2 + ions. Compound 1 b shows some color changes after addition of metal ions. Upon addition of all metal ions to 1 b in DMSO, the band at 560 nm increases in intensity with the hypsochromic shift for Cu 2 + , Zn 2 + , Co 2 + and Ni 2 + . But the largest blue shift (-67 nm) is seen after adding Cu 2 + ion with remarkable color change from violet-green to orange. Benesi-Hildebrand plot and Job's method are used for determination of binding constant (K a ) and stoichiometry of formed complexes with 1 b. Then, complex Cu(II) with 1 b is synthezied for recognition of binding sites of ligand. The results indicate that 1 b behaves as one tetradentate ligand with N and O donor atoms when bound to Cu(II). Moreover, the study of antioxidant properties of 1 a and 1 b with DPPH method reveals good and significant activity.[a] Dr.

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“…Schiff base ligands and their metal complexes have been employed in areas that include analytical and bioinorganic chemistry, non-linear optics, fluorescence studies, agricultural, pharmaceutical and chemical industries and materials chemistry. [1][2][3][4][5] Beside the broad range of applications of Schiff base compounds in different field, the metal complexes of Schiff bases are widely used as homogenous and heterogeneous catalyst in reaction. [6][7][8] In recent years, the development of efficient new catalysts for several organic reactions like carbonylation, hydroformylation, reduction, oxidation, epoxidation, hydrolysis have received considerable attention as well as for the use as corrosion inhibitors.…”

Section: Introductionmentioning

confidence: 99%

Copper(II) Schiff Base Complexes with Catalyst Property: Experimental, Theoretical, Thermodynamic and Biological Studies

Esmaielzadeh

Zarenezhad

2018

ACSi

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Two novel copper(II) Schiff base complexes were synthesized and characterized by various physico-chemical and spectroscopic methods, revealing a distorted square planar geometry around the copper atom. The analytical data confirmed the 1:1 metal to ligand stoichiometry of the complexes. B3LYP/(LANL2DZ/6-311G**) density functional theory (DFT) were used to investigate structural and electronic properties of the synthesized compounds in gas phase. The computational results support the conclusion obtained by the experimental studies. Thermodynamic study of complex formation in solution was carried out spectrophotometrically at 25 °C. These compounds were also subjected to study in vitro antibacterial screening against some bacteria. Also, click reaction was investigated for its catalytic properties. The synthesized Schiff base copper complexes catalyzed 1,3-dipolar Huisgen cycloaddition of different functionalized ?-azido alcohols and alkynes in the presence of ascorbic acid in a solution of THF/H2O (2:1, V/V) at room temperature.

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Biologically active Schiff bases containing thiophene/furan ring and their copper(II) complexes: Synthesis, spectral, nonlinear optical and density functional studies

Cited by 48 publications

References 38 publications

Synthesis, characterization, antimicrobial screening and DNA binding of novel silver(I)–thienylterpyridine and silver(I)–furylterpyridine complexes

Synthesis, characterization, antimicrobial screening and DNA binding of novel silver(I)–thienylterpyridine and silver(I)–furylterpyridine complexes

New Chloro‐Based Azo‐Azomethine Dyes: Synthesis, Biological and Optical Spectroscopic Studies for Detection of some Transition Metal Ions

Copper(II) Schiff Base Complexes with Catalyst Property: Experimental, Theoretical, Thermodynamic and Biological Studies

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