Lai-Jin Tian

Synthesis, characterization, and cytotoxic activity of tricyclohexyltin(IV) carboxylates derived from cyclic dicarboxylic anhydrides

Some tricyclohexyltin(IV) carboxylates, HOOC–R–COOSn(c-C6H11)3 (1) and (c-C6H11)3SnOOC–R–COOSn(c-C6H11)3 (2) [R = 1,2-C6H4 (a), 1,2-C6F4 (b), (Z)-CH=CH (c), CH2CH2 (d)], have been synthesized from reaction of tricyclohexyltin hydroxide with cyclic dicarboxylic anhydrides under microwave irradiation in 1 : 1 and 2 : 1 M ratio, respectively, and characterized by elemental analysis, IR and NMR (1H, 13C, and 119Sn) spectra. Crystal structures of 1a–1c and 2d are determined by X-ray single crystal diffraction. The carboxylate in each compound is monodentate to tin. Compounds 1a and 1c possess a trans-C3SnO2 trigonal bipyramidal geometry with axial positions occupied by carboxylate and carbonyl oxygen of carboxylate of an adjacent molecule forming a one-dimensional chain. Compound 1b is tetrahedral and forms R 2 2(8) hydrogen-bonded dimers by pairs of intermolecular O–H O hydrogen bonds between two carboxylic acid groups. Compound 2d is dinuclear with tin possessing distorted tetrahedral geometry; a trimer supramolecular structure is formed by weak intermolecular Sn O interactions. The compounds have potent in vitro cytotoxic activity against two human tumor cell lines, A549 and HeLa.

Synthesis and characterization of β-alkoxycarbonylethyltin trichloride complexes with dibutylsulfoxide. Crystal structure of CH3CH2OCOCH2CH2SnCl3 · (n-C4H9)2SO

Abstract The organotin(IV) complexes, ROCOCH2CH2SnCl3 · nL (R = Me, Et, n-Pt, Allyl, n-Bu, i-Bu; n = 1, 2; L = dibutylsulfoxide) have been synthesized and characterized. The spectral data (IR, IH and 13C NMR) indicate that the 1 : 1 (n = 1) and 1 : 2 (n = 2) complexes are all hexa-coordinated tin compounds, and the carbonyl oxygen is coordinated to intramolecular tin atom in 1 : 1 complexes and is free in 1 : 2 complexes. The crystal structure of EtOCOCH2CH2SnCl3 · L shows that the tin atom adopts a distorted octahedral geometry via the oxygens of dibutylsulfoxide and intramolecular carbonyl group to tin coordination.

Synthesis and crystal structure of [2-(menthoxycarbonyl)ethyl]tris(8-quinolinato)tin

Abstract In this study, [2-(Menthoxycarbonyl)ethyl]tris(8-quinolinato)tin, MenOCOCH2CH2Sn(Ox)3 (Men=Menthyl, HOx=8-hydroxyquinoline) has been synthesized and characterized by means of elemental analysis, FT-IR, 1H NMR, and single crystal X-ray diffraction. The tin atom of the monomeric complex is seven-coordinate and possesses [CN3O3Sn] pentagonal bipyramidal environment formed by C atom as well as N and O atoms of the chelating Ox ligands. The carbonyl of ester is not coordinated to tin.

Synthesis, Characterization, and In Vitro Cytotoxicity of Triorganotin 3,5-Di-tert-butyl-4-hydroxybenzoates

The triorganotin 3,5-di-tert-butyl-4-hydroxybenzoates, 3,5-(t-Bu)2-4-HO-C6H2COOSnR3 (R = c-C6H11, 1; C6H5, 2; C6H5CH2, 3; C6H5C(CH3)2CH2, 4), have been synthesized and characterized by elemental analysis, IR, and 1H and 13C NMR spectra. The crystal structures of 1 and 4 have been determined by X-ray single crystal diffraction and show that the tin atom possesses a distorted tetrahedral geometry. Intermolecular O−H···O hydrogen bond in 1 connects neighboring molecules into a cyclic tetramer. The in vitro cytotoxicity of the compounds against the human tumor cell lines A549 was found to be higher than that of cis-platin used clinically.

Synthesis, characterization, and cytotoxic activity of triphenyltin complexes of N-(5-bromosalicylidene)-α-amino acids

Abstract Five new triphenyltin complexes of N-(5-bromosalicylidene)-α-amino acids, 5-Br-2-HOC6H3C(H)=NCH(R)COOSnPh3 (where R=H, 1; Me, 2; i-Pr, 3; i-Bu, 4; s-Bu, 5), were synthesized by one-step reactions of triphenyltin hydroxide, 5-bromosalicylaldehyde, and α-amino acid in 1:1:1 molar ratios and characterized by elemental analysis, IR, and NMR (1H, 13C, and 119Sn) spectra. The crystal structures of 5-Br-2-HOC6H3C(H)=NCH(i-Pr)COOSnPh3 (3) and 5-Br-2-HOC6H3C(H)=NCH(s-Bu)COOSnPh3 (5) were determined and showed that the tin atom is five-coordinated and adopts a polymeric trans-O2SnC3 trigonal bipyramidal configuration with the axial positions occupied by a carboxylate oxygen from the ligand and the phenolic oxygen of the ligand in an adjacent complex. Bioassay results indicated that these compounds have stronger cytotoxic activity against three human tumor cell lines, HeLa, CoLo205 and MCF-7, than that of cis-platin used clinically.

Synthesis, Characterization and In Vitro Cytotoxicity of Diorganotin Complexes of 3,5-Dinitrosalicylic Acid

The diorganotin derivatives of 3,5-dinitrosalicylic acid, R2SnL (L = 3,5-(NO2)2–2-OC6H2COO, R = C2H5 1; n-C4H9 2; c-C6H11 3) have been synthesized and characterized by elemental analysis, IR, and NMR spectra. The crystal structure of (n-C4H9)2SnL(CH3OH) has been determined. This compound is a novel one-dimensional ladder-shaped supramolecular polymer formed by bridged coordination of carboxyl group to tin and intermolecular hydrogen bond, and tin atom possesses a distorted octahedral geometry. The in vitro cytotoxicities of 2 and 3 against two human tumor cells, A549 and CoLo205, are higher than those of cis-platin, and the activity decreased in the order 3 >2 >1.

Bis{2-formyl-4-methyl-6-[(tri-2-pyridyl­meth­yl)imino­meth­yl]phenolato}nickel(II)

The title compound, [Ni(C25H19N4O2)2], which was obtained by the reaction of nickel(II) perchlorate with 2,6-diformyl-4-methylphenol and (tri-2-pyridylmethyl)amine in methanol solution, is a discrete monometallic complex. The NiII atom is six-coordinated by the phenolate O, imine N and pyridine N atoms from two tridentate Schiff base ligands in a distorted NiN4O2 octahedral geometry. The dihedral angles between the noncoordinated pyridyl rings of each ligand are 72.95 (8) and 69.59 (7)°.

[N-(5-Chloro-2-oxidobenzylidene)valinato-κO,N,O']dicyclo-hexyl-tin(IV).

The tin atom of the title compound, [Sn(C6H11)2(C12H12ClNO3)], adopts a distorted SnNC2O2 trigonal–bipyramidal geometry, and forms five- and six-membered chelate rings with the tridentate ligand.

Synthesis, crystal structure, and antibacterial activity of tricyclohexyltin salicylates

Abstract Three tricyclohexyltin salicylates, 3-X-5-Y-2-HOC6H2COOSn(C6H11-c)3 (where X, Y=H, H 1; H, NO2 2; NO2, NO2 3), have been synthesized and characterized by means of elemental analysis, IR, and 1H NMR spectra. The crystal structures of compounds 1–3 are determined by X-ray single crystal diffraction. In these compounds, the carboxylate is monodentate, and the tin atom adopts distorted tetrahedral coordination geometry. In 2 and 3, the neighboring molecules are connected into a one-dimensional supramolecular chain by the intermolecular Sn···O weak interactions between tin and oxygen of nitro group. Bioassay results have shown that the compounds have good in vitro antibacterial activity against Escherichia coli.

Synthesis, structural characterization, and antibacterial activity of tricyclohexyltin aryloxyacetates

Abstract Three tricyclohexyltin aryloxyacetates, p-YC6H4OCH2COOSn(C6H11-c)3 (where Y=H, 1; CHO, 2; CH2OH, 3), have been synthesized and characterized by means of elemental analysis, IR, and NMR (1H, 13C, and 119Sn) spectroscopy. The crystal structures of complexes 1 and 3 are determined by X-ray single-crystal diffraction. The carboxylate in the compounds is monodentate. The tin atom of compound 1 adopts distorted tetrahedral coordination geometry. In the crystal lattice of compound 3, there is a four-coordinated tin and a five-coordinated tin in which the fifth coordination site is occupied by a water molecule, and the molecules are linked by R33(30) and R55(28) hydrogen bonds into a two-dimensional supramolecular network. Bioassay results have shown that the compounds have good in vitro antibacterial activity against Escherichia coli.