Diorganotin(IV)-promoted deamination of amino acids by pyridoxal: SnR22+ complexes of pyridoxal 5′-phosphate and of the Schiff base pyridoxal-pyridoxamine (PLPM), and antibacterial activities of PLPM and [SnR2(PLPM-2H)] (R=Me, Et, Bu, Ph)

Casas, José S.; Castiñeiras, Alfonso; Condori, Félix; Couce, Marı́a D.; Russo, Umberto; Sánchez, Agustı́n; Prado, Rafael Seoane; Sordo, José; Varela, José M.

doi:10.1016/s0277-5387(02)01331-1

Cited by 47 publications

(30 citation statements)

References 65 publications

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“…The presence of this band in the spectra of the complexes supports the fact that the hydroxyl group is not coordinated to the tin atom in complexes 1a-h. The azomethine m(C=N) band appears in the range of 1600-1623 cm -1 (Casas et al, 2003;Labib et al, 1996). The presence of new bands in the range of 538-694-cm -1 has been attributed to m(Sn-C).…”

Section: Infrared Spectramentioning

confidence: 96%

“…Among these complexes, diorganotin derivatives from pyridoxal (Casas et al, 2003;Labib et al, 1996;Nagy et al, 2008;Casas et al, 1998), pyridoxine, and thiamine (Gielen, 1996;Casas et al, 1997Casas et al, , 2000Casas et al, , 2004, belonging to vitamin B group, have attracted attention in view of their interesting activity profiles. This Electronic supplementary material The online version of this article (doi:10.1007/s00044-015-1407-8) contains supplementary material, which is available to authorized users.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and cytotoxic activity of dibutyltin complexes derived from pyridoxamine and salicylaldehydes

et al. 2015

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The synthesis of monomeric pentacoordinated diorganotin complexes derived from pyridoxamine dihydrochloride and substituted salicylaldehydes is described. The complexes were characterized using UV/Vis, IR, MS, as well as 1 H, 13 C, and 119 Sn NMR techniques; the molecular structure of the 1e complex was established by X-ray diffraction, which showed a distorted trigonal bipyramidal geometry, in which the basal plane is defined by the butyl groups and the azomethine nitrogen atom, whereas the oxygen atoms from the aromatic ring occupy axial positions. The cytotoxic activity of the complexes against human cell lines U-251 (glioblastoma), PC-3 (prostate), K-562 (chronic myelogenous leukemia), HCT-15 (human colorectal), MCF-7 (human breast), SKLU-1 (non-small cell lung), and MDA-MB-251 (human breast) was evaluated, and the inhibitory percentage values indicated higher activities than the reference standard, cisplatin, and non-cytotoxic activity was observed in culture of mononuclear cells from peripheral blood on healthy Wistar rats. Oral toxicity studies were performed by the OECD test guide line 423 and reveals that LD 50 of complexes 1a, 1b, 1c-1g is in the range of 200-300 mg/Kg body weight and can be classified under category 3, the complexes 1c and 1h resulted to be the less toxic.

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Section: Infrared Spectramentioning

confidence: 96%

Section: Introductionmentioning

confidence: 99%

Synthesis and cytotoxic activity of dibutyltin complexes derived from pyridoxamine and salicylaldehydes

et al. 2015

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“…Moreover, the signal attributable to the imine proton (HC=N) in the spectra of complexes is not accompanied by 119 Sn satellites, revealing the fact that the corresponding nitrogen atom is not coordinated to tin(IV) [21].…”

Section: H Nmr Spectramentioning

confidence: 99%

New adducts of diorganotin(IV) chlorides with a new multifunctional schiff base ligand: Synthesis and spectral properties

Sedaghat

Jalilian

2009

JICS

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Three novel Schiff base adducts [SnMe 2 Cl 2 (Hcdacacen)] (1), [SnBu 2 Cl 2 (Hcdacacen) 2 ] (2) and [SnPh 2 Cl 2 (Hcdacacen) 2 ] (3) have been synthesized by reaction of SnR 2 Cl 2 (R = Me, Bu and Ph) with a new Schiff base ligand methyl-2-[2-(acetylacetoneimino)ethylamino]-1-cyclopentene-1-dithiocarboxylate (Hcdacacen). The ligand and complexes were characterized by elemental analysis and spectroscopic studies. Spectroscopic data suggest that Hcdacacen exists predominately in ketamine tautomeric form and in all complexes acts as a monodentate neutral ligand coordinates to the metal through oxygen atom, while the sulfur atom and imine nitrogen is not involved in the coordination to the tin.

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“…This is in accordance with the IR data. 44 The peaks observed at the range 7. 41-7.88 14,48,49 119 Sn chemical shift is strongly dependent on the coordination number of tin atom and an increasing in coordination number produces a large upfield shift.…”

Section: Ir Spectroscopymentioning

confidence: 99%

Synthesis, Characterization, Spectral Studies, Antibacterial Evaluation, Thermodynamics and DFT Calculations of Dimethyltin(IV) Dichloride Schiff Base

Esmaielzadeh

Shekoohi

Sharif-Mohammadi

et al. 2015

ACSi

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Sn NMR, IR and mass spectroscopy. IR spectral data show that the fifth coordination position of tin atom is occupied by an oxygen atom of Schiff base ligands. In the light of titled techniques, trigonal bipyramidal geometry around the tin atom is proposed for the synthesized complexes. The in vitro antibacterial activities of the complexes against Staphylococcus aureus and Escherichia Coli have been studied. It was found that they possess significant antibacterial activity. Also, DFT/B3LYP method was used to analyze the electronic structures and study of the geometries. The thermodynamic formation constants of the complexes were determined spectrophotometrically at 25 °C in DMF solvent.

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Diorganotin(IV)-promoted deamination of amino acids by pyridoxal: SnR22+ complexes of pyridoxal 5′-phosphate and of the Schiff base pyridoxal-pyridoxamine (PLPM), and antibacterial activities of PLPM and [SnR2(PLPM-2H)] (R=Me, Et, Bu, Ph)

Cited by 47 publications

References 65 publications

Synthesis and cytotoxic activity of dibutyltin complexes derived from pyridoxamine and salicylaldehydes

Synthesis and cytotoxic activity of dibutyltin complexes derived from pyridoxamine and salicylaldehydes

New adducts of diorganotin(IV) chlorides with a new multifunctional schiff base ligand: Synthesis and spectral properties

Synthesis, Characterization, Spectral Studies, Antibacterial Evaluation, Thermodynamics and DFT Calculations of Dimethyltin(IV) Dichloride Schiff Base

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