New pentacoordinated Schiff-base diorganotin(IV) complexes derived from nonpolar side chain α-amino acids

Kobakhidze, Nikoloz; Farfán, Norberto; Romero, M.; Méndez-Stivalet, José Manuel; Ballinas-López, M. Gabriela; García-Ortega, Héctor; Dominguez, Oscar V.; Santillán, Rosa; Sánchez-Bartéz, Francisco; Gracia-Mora, Isabel

doi:10.1016/j.jorganchem.2010.01.024

Cited by 41 publications

(21 citation statements)

References 40 publications

(29 reference statements)

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“…Additionally, for compounds 1 , 2 , and 3 , coordination to Sn(IV) is confirmed by small coupling peaks associated to the H–C11=N resonance peak. This spin-spin coupling between the azomethine proton and the tin nucleus, 3 J (Sn–N=CH), presents coupling constants in the range 52–70 ppm, values that are in agreement with a magnetic coupling between the tin nuclei located in a transposition with respect to the azomethine proton [23, 24]. In complex 1 , characteristic peaks of the methyl groups attached to the tin atom are observed at 0.64 and 0.56 ppm as expected [25].…”

Section: Resultsmentioning

confidence: 54%

Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity

Garza-Ortiz

Camacho‐Camacho

Sainz‐Espuñes

et al. 2013

Bioinorganic Chemistry and Applications

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Five novel tin Schiff base complexes with histidine analogues (derived from the condensation reaction between L-histidine and 3,5-di-tert-butyl-2-hydroxybenzaldehyde) have been synthesized and characterized. Characterization has been completed by IR and high-resolution mass spectroscopy, 1D and 2D solution NMR (1H, 13C and 119Sn), as well as solid state 119Sn NMR. The spectroscopic evidence shows two types of structures: a trigonal bipyramidal stereochemistry with the tin atom coordinated to five donating atoms (two oxygen atoms, one nitrogen atom, and two carbon atoms belonging to the alkyl moieties), where one molecule of ligand is coordinated in a three dentate fashion. The second structure is spectroscopically described as a tetrahedral tin complex with four donating atoms (one oxygen atom coordinated to the metal and three carbon atoms belonging to the alkyl or aryl substituents), with one molecule of ligand attached. The antimicrobial activity of the tin compounds has been tested against the growth of bacteria in vitro to assess their bactericidal properties. While pentacoordinated compounds 1, 2, and 3 are described as moderate effective to noneffective drugs against both Gram-positive and Gram-negative bacteria, tetracoordinated tin(IV) compounds 4 and 5 are considered as moderate effective and most effective compounds, respectively, against the methicillin-resistant Staphylococcus aureus strains (Gram-positive).

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Section: Resultsmentioning

confidence: 54%

Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity

Garza-Ortiz

Camacho‐Camacho

Sainz‐Espuñes

et al. 2013

Bioinorganic Chemistry and Applications

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“…1), which is in agreement with previous reports. 30 The IR spectra show four intense bands for CQN, C-O, Sn-C and SnO at about 1684, 1444, 1430 and 710 cm À1 respectively. 31 The elemental analysis confirmed the proposed structures of compounds 1-8.…”

Section: Spectroscopic Characterizationmentioning

confidence: 96%

New application of fluorescent organotin compounds derived from Schiff bases: synthesis, X-ray structures, photophysical properties, cytotoxicity and fluorescent bioimaging

et al. 2015

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A series of eight new organotin compounds derived from Schiff bases has been prepared by a multicomponent reaction from 2-hydroxy-1-naphthaldehyde or 4-substituted-2-hydroxybenzalhedyde, benzhydrazine, and the corresponding diorganotin oxide (R 2 SnO, R = n Bu or Ph). All of the compounds were fully characterized by NMR ( 1 H, 13 C, and 119 Sn), IR, UV/vis, elemental analyses and fluorescence spectroscopy. The crystal structures for some organotin compounds were determined by single crystal X-ray diffraction analysis. All of the compounds display fluorescence at room temperature with quantum yields of about 2 Â 10 À4 to 0.56. The cytotoxic activity and cellular imaging studies were carried out with the newly synthesized compounds. To the best of our knowledge, this is the first report of organotin compounds with Schiff base ligands investigated for fluorescence bioimaging (FBI).

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“…112 For all the compounds studied, the 3 J (SnÀ ÀNÀ ÀCH) and 3 J(SnÀ ÀN¼ ¼CH) coupling constants of 28-50 Hz were observed. The 1 J( 119/117 Sn, 13 C-a) values of 587-1031 Hz allowed calculation of the bond angle for the CÀ ÀSnÀ ÀC fragment.…”

Section: Sn(ii) Complexesmentioning

confidence: 89%

NMR Studies of Optically Active Schiff Bases

Rozwadowski

2011

Annual Reports on NMR Spectroscopy

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New pentacoordinated Schiff-base diorganotin(IV) complexes derived from nonpolar side chain α-amino acids

Cited by 41 publications

References 40 publications

Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity

Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity

New application of fluorescent organotin compounds derived from Schiff bases: synthesis, X-ray structures, photophysical properties, cytotoxicity and fluorescent bioimaging

NMR Studies of Optically Active Schiff Bases

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