Synthesis, spectroscopic, crystal structure and DNA binding of Ru(II) complexes with 2-hydroxy-benzoic acid [1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-ethylidene]-hydrazide

Chitrapriya, Nataraj; Kamatchi, Thangavel Sathiya; Zeller, Mat­thias; Lee, Hyosun; Natarajan, K.

doi:10.1016/j.saa.2011.05.069

Cited by 44 publications

(16 citation statements)

References 37 publications

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“…These observations confirmed that the hydrazone exhibits only ketonic form in the solid state [21]. The spectrum of the ligand also showed relatively strong bands at 1650, 1609 and 958 cm −1 assigned to the ν(C=O b ) of the pyrazolone ring [22,23], ν(C=N) of the azomethine group [20,24] and the ν(N-N) band [25,26] respectively.…”

Section: Ir Spectrasupporting

confidence: 65%

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Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

Saied

Shakdofa

Tabl

et al. 2014

Main Group Chemistry

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Complexes of Cu(II), Ni(II), Co(II), Mn(II), Zn(II) and Fe(III) with N 1 ,N 4 -bis((1,5-dimethyl-3-oxo-2-phenyl-2,3dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide are reported and characterized using various analytical and spectroscopic techniques like 1 H NMR-, mass-, IR-, ESR-, UV-Vis. spectra, magnetic moment and molar conductivity measurements as well as elemental and thermal analyses. The ligand behaves as a dibasic hexadentate N 2 O 4 bonded covalency via the enolic carbonyl oxygen of hydrazide moiety and coordeinated via carbonyl oxygen of antipyrine moiety and azomethine nitrogen atoms. Based on magnetic and electronic spectra data a distorted octahedral geometry around the metal ions has been proposed. The ESR spectrum of copper(II) complexes (3) showed axial symmetry with g >g⊥>g e , indicating a distorted octahedral structure and presence of the unpaired electron in d (x2-y2) orbital. The antimicrobial activities results of the metal complexes 2, 3, 4, 5, 8, 11, 13 and 16 show that, all these complexes exhibit moderate to mild inhibitory effects aganist Bacillus subtilis, Escherichia Coli and Aspergillus niger while the parent ligand is inactive. This enhancement may be attrubied to their structures which possess an additional C=N bond. Moreover, coordination reduces the polarity of the metal ion mainly because of the partial sharing of its positive charge with the donor atom within the chelate ring system, which formed during the coordination. This process, in turn, increases the lipophilic nature of the central metal atom, which favors its permeation more efficiently through the lipid layer of the microorganism thus destroying them more aggressively.

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Section: Ir Spectrasupporting

confidence: 65%

“…The infrared spectrum of the ligand showed a strong band located at 1668 cm −1 which assigned to ν(C=O a ) group hydrazide moiety, whereas the the two medium bands appeared at 3328, 3203 cm −1 assigned to the ν(NH) group [19,20]. These observations confirmed that the hydrazone exhibits only ketonic form in the solid state [21].…”

Section: Ir Spectrasupporting

confidence: 54%

Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

Saied

Shakdofa

Tabl

et al. 2014

Main Group Chemistry

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“…Taking as an example complex C3, addition of various concentrations of ct‐DNA caused a decrease in absorption at 298 nm (π → π* intraligand transition band) and 524 nm (d–d transition band). No red shift was observed in all cases and this is indicative of non‐observed electrostatic interaction of the copper(II) quinolyl complexes and DNA . The observed change in bands caused by interaction can be indicating the coordinated ligand interaction via hydrogen bonding with the DNA bases and the strong copper(II) center ion interaction with ct‐DNA (Figure ).…”

Section: Resultsmentioning

confidence: 84%

Oxazolidine copper complexes: Synthesis, characterization and superoxide dismutase activity of copper(II) complexes with oxazolidine ligands derived from hydroxyquinoline carboxaldehyde

Ceolin

Siqueira

Martins

et al. 2018

Applied Organom Chemis

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ProcThis work describes the synthesis of copper(II) complexes, their identification using spectroscopic and electrochemical methods, structural characterization with X-ray diffraction and density functional theory calculations (DFT), as well as their catalytic activity mimicking that of superoxide dismutase. Structural analysis revealed the formation of complexes with cyclization of ligands L1 and L2 with the formation of a heterocycle, 1,3-oxazolidine. The DFT calculations confirmed this trend by stabilizing with lower energy. In addition, evaluations of mimetic enzymatic activity of complexes C1, C2, C3 and C4 revealed promising IC 50 values compared to other results seen in the literature (IC 50 = 0.22, 0.328, 0.55 and 0.92). Also, calf thymus DNA interactive experiments using UV-visible spectroscopy were conducted in the presence of the copper(II) complexes.

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“…1). This proposed coordination mode is reinforced by the appearance of new bands in the 1500-1527and 1210-1235 cm -1 ranges corresponding to (N=C-O), and (C-O) of the acetohydrazide moiety, respectively [56,57]. In the spectrum of complex (10), the ligand behaved as a dibasic tridentate, coordinates to the metal ion via the C-O oxygen atom, (C=N) imino and the oxima to (C=NO) nitrogen atoms with the formation of two five-member rings.…”

Section: Nmr Spectramentioning

confidence: 94%

Preparation, characterization and Microbicide activities of N'-((3-(hydroxyimino)butan-2-ylidene)-2-(phenylamino)acetohydrazide and its complexes

et al. 2017

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, UO 2 2+ and VO 3 -). The ligand, N'-((3-(hydroxyimino) butan-2-ylidene)-2-(phenylamino)acetohydrazide was prepared by refluxing an equimolar amount of phenyl amino acetohydrazide with 2,3-butanedione monoxime. The synthesized compounds were characterized using elemental and thermal analyses, NMR, IR, U.V spectroscopy, magnetic and conductance measurements. The results demonstrated that complexes (2), (3), (5-7), (10) and (12) were formed in 1L:1M molar ratio. Complexes (4), (8), (9), (13) and (14) were found to afford M 2 L formulae while complex (11) adopted ML 2 formulae. The ligand acted as a neutral (bidentate [11], tridentate [6,7], monobasic (tridentate [2,3,5,12]), dibasic (tridentate [10], tetradentate [4,8,9,13,14]) chelating to the metal ions via nitrogen atoms of aceto-amino and azomethine groups, carbonyl oxygen atom in its enolic or ketonic form and/or protonated or deprotonated oximino nitrogen atom, adopting an octahedral, tetrahedral or square planar geometry around metal ions. The antimicrobial activity of the ligand, as well as the metal complexes, was examined using Amphotericin B and Amoxicillin as drugstandards against Aspergillus niger (A.niger) and Escherichia coli (E. coli) ,respectively. The ligand demonstrates a high cytotoxicity against A.niger whereas it recorded a moderate activity against E. coli. It is interestingly found that zinc(II) complex (6), copper(II) complexes (8) and (10) recorded higher activities than the Amphotericin B drug with 122%, 116% and 111.1% percentages respectively against A.niger. Zinc(II) complex (6) was also the most sensitive complex against E. coli with (94.1 %) comparable to Amoxicillin.

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Synthesis, spectroscopic, crystal structure and DNA binding of Ru(II) complexes with 2-hydroxy-benzoic acid [1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-ethylidene]-hydrazide

Cited by 44 publications

References 37 publications

Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

Oxazolidine copper complexes: Synthesis, characterization and superoxide dismutase activity of copper(II) complexes with oxazolidine ligands derived from hydroxyquinoline carboxaldehyde

Preparation, characterization and Microbicide activities of N'-((3-(hydroxyimino)butan-2-ylidene)-2-(phenylamino)acetohydrazide and its complexes

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Synthesis, spectroscopic, crystal structure and DNA binding of Ru(II) complexes with 2-hydroxy-benzoic acid [1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-ethylidene]-hydrazide

Cited by 44 publications

References 37 publications

Coordination behaviour of N′1,N′4-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

Coordination behaviour of N′1,N′4-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

Oxazolidine copper complexes: Synthesis, characterization and superoxide dismutase activity of copper(II) complexes with oxazolidine ligands derived from hydroxyquinoline carboxaldehyde

Preparation, characterization and Microbicide activities of N'-((3-(hydroxyimino)butan-2-ylidene)-2-(phenylamino)acetohydrazide and its complexes

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Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities

Coordination behaviour of N′¹,N′⁴-bis((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene) succinohydrazide toward transition metal ions and their antimicrobial activities