Complexation of tin with amide ligands: two cases of mixed oxidation state tin complexes

Perlepes, S. P.; Hondrellis, V.; Tsangaris, J. M.; Russo, Umberto

doi:10.1016/s0020-1693(00)80190-5

Cited by 6 publications

(5 citation statements)

References 19 publications

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“…A DMSO molecule could indeed bind to the metal and give rise to an equilibrium, fast on the NMR timescale, between a penta-and a hexa-coordinate tin complex. Spectral integration is in agreement with the 1:1 metal-to-ligand stoichiometry found in the solid state, and the 13 These two results suggest that 2 behaves similarly to 1 in solution, giving rise to an equilibrium between a penta-and a hexa-coordinated species involving a DMSO molecule as the sixth ligand.…”

Section: Nmr Measurementssupporting

confidence: 80%

“…The vicinal tin-carbon couplings, when detected (Table 5), are larger than the geminal 2 J couplings, as has generally been reported, 46,47 and from their value (ca 75 Hz) a dihedral angle Sn-C a -C b - 13 C g of ca 180°can be evaluated from the existing Karplus-type relationship. 48 …”

Section: Nmr Measurementsmentioning

confidence: 53%

“…[23][24][25][26][27] IR and Mössbauer spectra were obtained as previously reported. 28 The 1 H and 13 C NMR spectra were recorded with a Bruker AC250E spectrometer, operating at 5.87 T.…”

Section: Methodsmentioning

confidence: 99%

“…The solvent hexadeuterodimethyl sulfoxide (DMSO-d 6 ), used for the NMR measurements because the solubility of the compounds in noncoordinating solvents was too low, was a Merck (Darmstadt, Germany) UVASOL reagent (b99.9% deuteriation) and was used for field-frequency lock and as a reference ( 1 H, d = 2.57 ppm; 13 C, d = 39.7 ppm). The spectra were recorded at room temperature (298 K) and the samples were prepared immediately before the measurement.…”

Section: Methodsmentioning

confidence: 99%

“…12 Bidentate carboxylate groups bridging one Sn(II) and one Sn(IV) atom have been reported in the case of the reaction of SnCl 2 with the sodium salts of orotic and 2-thio-orotic acids, under aerobic conditions. 13 In several copper(II) and palladium(II) complexes of orotic acid and its derivatives, mono-, di-and full deprotonation occurred, showing the multiplicity of the binding sites. 14,15 Two groups of workers 16,17 have also reported on the antitumor activity of platinum(II) and palladium(II) orotates and 3-methylorotates.…”

Section: Introductionmentioning

confidence: 99%

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Organometallic complexes with biological molecules. X: dialkyltin(IV) and trialkyltin(IV) orotates: spectroscopic andin vivo investigations

Lencioni

Pellerito

Fiore

et al. 1999

Appl. Organometal. Chem.

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Several novel diorgano‐ and triorgano‐tin(IV) derivatives of orotic acid, (2,6‐dihydroxypyrimidine‐4‐carboxylic acid; H3or) have been synthesized. In the diorganotin(IV) derivatives, the orotic acid behaved either as a monoanionic or as a dianionic ligand, yielding R2Sn(H2or)2 and R2SnHor (R = Me, Bu) species, respectively, while in the triorganotin(IV) orotates only monodeprotonation of the orotic acid occurred, giving R3SnH2or (R = Me, Bu) derivatives. Structural hypotheses are proposed and discussed for the solid state based on Mössbauer and IR spectroscopic data, and for solution on 1H and 13C NMR results. Finally, investigations have been carried out in vivo, showing the inhibitor properties of all of the newly synthesized derivatives towards Ciona intestinalis embryos. In particular, in order to test the cytotoxicity in vivo of Me2SnHor, Bu2SnHor, Me3SnH2or and Bu3SnH2or, exposure to these chemicals of C. intestinalis embryos at the 2–4‐blastomere stage has been studied. The compound which exerts the highest cytotoxic effect is Bu3SnH2or at 10−5 M concentration because it blocks embryo development immediately. Me3SnH2or at 10−5 M concentration inhibits cell cleavage in the embryos at the 32‐blastomere stage, while Bu2SnHor at the same concentration gives rise to abnormal embryos. Me2SnHor, is less toxic than the trimethyl, dibutyl and tributyl analogues, since 40% of the total number of treated embryos resulted in normal larvae. The ligand does not affect embryonic development significantly. The results seem to indicate that the chemical species under investigation, especially Bu3SnH2or, interfere with polymerization of tubulin during the process of cell division in early embryo development. Copyright © 1999 John Wiley & Sons, Ltd.

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Section: Nmr Measurementssupporting

confidence: 80%

Section: Nmr Measurementsmentioning

confidence: 53%

“…[23][24][25][26][27] IR and Mössbauer spectra were obtained as previously reported. 28 The 1 H and 13 C NMR spectra were recorded with a Bruker AC250E spectrometer, operating at 5.87 T.…”

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%