Synthesis, spectral and structural studies of oxovanadium(IV/V) complexes derived from 2-hydroxyacetophenone-3-hydroxy-2-naphthoylhydrazone: polymorphs of oxovanadium(V) complex [VOL(OCH3)]

Kurup, M.R. Prathapachandra; Seena, E.B.; Kuriakose, Mini

doi:10.1007/s11224-010-9589-7

Cited by 20 publications

(14 citation statements)

References 21 publications

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“…The V1-O4 bond length of 1.593 (7) Å is comparable to the related bonds in vanadium(V) complexes. [25,26] The remaining coordinate bond lengths are also within normal values as those observed in similar complexes. [27,28] The V atom is …”

Section: Generalsupporting

confidence: 76%

Synthesis, crystal structure, and insulin-like activity of dimeric vanadium complex derived from 4-bromo-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide

Han

Wang

2016

Inorganic and Nano-Metal Chemistry

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Vanadium complexes have been proved to possess interesting insulin-like activity. Reaction of VO(acac) 2 with 4-bromo-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (H 2 L) in methanol afforded a new dimeric vanadium(V) complex, [V 2 O 2 L 2 (OMe) 2 ]. Structure of the complex has been characterized by physico-chemical methods and single-crystal X-ray diffraction. The complex crystallizes as the triclinic space group P 1 , with unit cell dimensions a = 7.5830(9) Å, b = 9.1136(11) Å, c = 13.3512(13) Å, α = 71.420(2)º, β = 76.640(2)º, γ = 82.433(2)º, V = 849.23(17) Å 3 , Z = 2, R 1 = 0.0903, wR 2 = 0.1910, S = 1.037. X-ray analysis indicated that the V atoms in the complex are in octahedral coordination. The distance between the two V atoms is 3.327(2) Å. The complex has interesting insulin-like activity. The presence of the complex in the incubation medium stimulated glucose uptake, with 2-DOG uptake value of Downloaded by [EPFL Bibliothèque] at 05:47 21 June 2016 ACCEPTED MANUSCRIPT ACCEPTED MANUSCRIPT 2 0.67 nmol / 3 min.

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Section: Generalsupporting

confidence: 76%

Synthesis, crystal structure, and insulin-like activity of dimeric vanadium complex derived from 4-bromo-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide

Han

Wang

2016

Inorganic and Nano-Metal Chemistry

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“…The deviation of the V atom from the plane defined by the three donor atoms of the hydrazone ligand and the methoxy O atom towards the oxo O atom is 0.318 (2) Å. The coordinate bond lengths and angles (Table 1) are comparable with those observed in similar oxovanadium(V) complexes (Kurup et al, 2010;Rajak et al, 2000;Grüning et al, 1999;Mondal et al, 2009). In the crystal structure, adjacent two molecules are linked through intermolecular O-H•••N hydrogen bonds (Table 2), to form a dimer, as shown in Fig.…”

Section: Methodssupporting

confidence: 67%

[N′-(5-Bromo-2-oxidobenzylidene-κO)-2-chlorobenzohydrazidato-κ²N′,O](methanol-κO)(methanolato-κO)oxidovanadium(V)

Wang

2011

Acta Cryst E

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The VV atom in the title complex, [V(C14H8BrClN2O2)(CH3O)O(CH3OH)], is six-coordinated by one phenolate O, one imine N and one enolic O atom of the hydrazone ligand, one oxide O atom, one methanol O atom and one methoxide O atom in a distorted octahedral geometry. The dihedral angle between the two benzene rings of the hydrazone ligand is 13.2 (3)°. The deviation of the V atom towards the oxide O atom from the plane defined by the three donor atoms of the hydrazone ligand and the methoxy O atom is 0.318 (2) Å. Bond lengths are comparable with those observed in similar oxidovanadium(V) complexes with hydrazone ligands. In the crystal, pairs of molecules are linked through intermolecular O—H⋯N hydrogen bonds, forming dimers.

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“…28,41,43 The V=O stretching vibrations were observed at 973 and 982 cm -1 for 1 and 2, respectively. 28,41,43 The V=O stretching vibrations were observed at 973 and 982 cm -1 for 1 and 2, respectively.…”

Section: Infrared Spectramentioning

confidence: 96%

New oxovanadium(iv) complexes with pincer ligand obtained in situ: experimental and theoretical studies on the structure, spectroscopic properties and antitumour activity

et al. 2015

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Experimental and theoretical studies on the structure and spectroscopic properties of two complexes: [VOL 1 (NCS) 2 ] (1) and [VOL 1 (NCS) 2 ]·C 6 H 5 CH 3 (2) where L 1 -bis(3,5dimethylpyrazol-1-ylmethyl)amine have been reported.The products, isolated in one-pot synthesis, contain multipodal pincer ligand L 1 obtained in situ from the system containing 1-hydroxymethyl-3,5-dimethylpyrazole (L) as one of the substrates. The crystal structure, electronic (UV-VIS) and infrared (IR) spectra of the complexes have been analyzed. The combined use of experiments and computations allowed a firm assignment of the majority of the observed electronic and vibrational transitions.Theoretical (DFT) calculations have been carried out at the B3LYP/LanL2DZ level to investigate the geometry of 1 and 2. They were found to be in a good agreement with the experimental results. Additionally biological activity of complex 2 was investigated. The complex 2 exhibited anti-proliferative activity towards panel of human cancer cells (hepatocellular carcinoma Hep G2, lung carcinoma A549, colorectal adenocarcinomas SW 480 and SW 620). The anti-proliferative potency of complex 2 and its higher selectivity towards cancer cells than those of the vanadium salt tested, makes it an interesting candidate for further investigation of its anti-cancer properties. * AbstractExperimental and theoretical studies on the structure and spectroscopic properties of two complexes: [VOL 1 (NCS) 2 ] (1) and [VOL 1 (NCS) 2 ]·C 6 H 5 CH 3 (2) where L 1 -bis(3,5dimethylpyrazol-1-ylmethyl)amine have been reported.The products, isolated in one-pot synthesis, contain multipodal princer ligand L 1 obtained in situ from the system containing 1-hydroxymethyl-3,5-dimethylpyrazole (L) as one of the substrates. The crystal structure, electronic (UV-VIS) and infrared (IR) spectra of the complexes have been analyzed. The combined use of experiments and computations allowed a firm assignment of the majority of the observed electronic and vibrational transitions.Theoretical (DFT) calculations have been carried out at the B3LYP/LanL2DZ level to investigate the geometry of 1 and 2. They were found to be in a good agreement with the experimental results. Additionally biological activity of complex 2 was investigated. The complex 2 exhibited anti-proliferative activity towards panel of human cancer cells (hepatocellular carcinoma Hep G2, lung carcinoma A549, colorectal adenocarcinomas SW 480 and SW 620). The anti-proliferative potency of complex 2 and its higher selectivity towards cancer cells than those of the vanadium salt tested, makes it an interesting candidate for further investigation of its anti-cancer properties. Fig.2. Normalized Hirshfeld surface around the [VOL 1 (NCS) 2 ] molecules (a) in 1 and (b) in 2. Chain patterns created (c) by hydrogen bonds in 1 and (d) by C-H···π interactions in 2.

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Synthesis, spectral and structural studies of oxovanadium(IV/V) complexes derived from 2-hydroxyacetophenone-3-hydroxy-2-naphthoylhydrazone: polymorphs of oxovanadium(V) complex [VOL(OCH3)]

Cited by 20 publications

References 21 publications

Synthesis, crystal structure, and insulin-like activity of dimeric vanadium complex derived from 4-bromo-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide

Synthesis, crystal structure, and insulin-like activity of dimeric vanadium complex derived from 4-bromo-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide

[N′-(5-Bromo-2-oxidobenzylidene-κO)-2-chlorobenzohydrazidato-κ²N′,O](methanol-κO)(methanolato-κO)oxidovanadium(V)

New oxovanadium(iv) complexes with pincer ligand obtained in situ: experimental and theoretical studies on the structure, spectroscopic properties and antitumour activity

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Synthesis, spectral and structural studies of oxovanadium(IV/V) complexes derived from 2-hydroxyacetophenone-3-hydroxy-2-naphthoylhydrazone: polymorphs of oxovanadium(V) complex [VOL(OCH3)]

Cited by 20 publications

References 21 publications

Synthesis, crystal structure, and insulin-like activity of dimeric vanadium complex derived from 4-bromo-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide

Synthesis, crystal structure, and insulin-like activity of dimeric vanadium complex derived from 4-bromo-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide

[N′-(5-Bromo-2-oxidobenzylidene-κO)-2-chlorobenzohydrazidato-κ2N′,O](methanol-κO)(methanolato-κO)oxidovanadium(V)

New oxovanadium(iv) complexes with pincer ligand obtained in situ: experimental and theoretical studies on the structure, spectroscopic properties and antitumour activity

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[N′-(5-Bromo-2-oxidobenzylidene-κO)-2-chlorobenzohydrazidato-κ²N′,O](methanol-κO)(methanolato-κO)oxidovanadium(V)