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1.
The Schiff base has been synthesized by reacting tranexamic acid with indol-3-carboxyaldehyde in the first step and then with carbon disulfide at room temperature in the second step. The homobimetallic complexes have been synthesized by reaction of Schiff base with R2SnCl2 and R3SnCl in 1?:?2?M ratio under stirring, where R?=?methyl, n-butyl and phenyl. The ligand and complexes have been characterized by elemental analysis, FT-IR, multinuclear NMR (1H, 13C and 119Sn) and semi-empirical study. IR data reveal the bidentate nature of the ligand. Five- or six-coordinate geometry was confirmed in solution by NMR spectroscopy. The homobimetallic complexes and ligand were tested in vitro against some pathogenic bacteria and fungi to assess their antimicrobial properties. The complexes show biological activities with few exceptions.  相似文献   

2.
Seven different organotin(IV) complexes have been synthesized by reacting 2-ethylanilinocarbonylpropenoic acid with R2SnCl2/R3SnCl under reflux conditions. The organotin(IV) complexes along with ligand have been characterized by different techniques including elemental analysis, FT-IR and multinuclear NMR (1H and 13C). IR data show that complexation occurs through -COO site and the ligand is bidentate which is also confirmed by the semi-empirical quantum-mechanical study. 1H and 13C NMR data confirm the tetrahedral geometry of complexes in solution. The complexes as well as the ligand were also checked for various  相似文献   

3.
New organotin(IV) complexes have been synthesized by treating potassium o‐isopropyl carbonodithioate with R2SnCl2/R3SnCl in 1 : 2/1 : 1 M/L ratio. All complexes have been characterized by IR and NMR (1H, 13C) spectroscopy. IR results shows that ligand acts as bidentate which is also confirmed by semi‐empirical study. NMR data reveals four coordinated geometry in solution. Computed positive heat of formation shows that complex 5 is thermodynamically unstable. UV/visible spectroscopy was used to assess the mode of interaction and binding of the complexes with DNA which shows that complex 5 exhibits higher binding constant as compared to complex 3 . In protein kinase inhibition assay, compound 3 was found most active, while other biological activities shows that triorganotin(IV) complexes are biologically more active as compared to diorganotin(IV) complexes.  相似文献   

4.
Homobimetallic complexes with oxygen and sulphur donor ligand have been synthesized at room temperature under stirring conditions using R2SnCl2 (R?=?Me, n-Bu) and R3SnCl (R?=?Me, n-Bu, Ph) in 1:1 molar ratio. The synthesized complexes have been characterized by elemental analysis, IR and multinuclear NMR (1H, 13C) spectroscopy. These complexes have also been screened for their biological activities. IR data show that the ligand acts in a bidentate manner and exhibits trigonal bipyramidal geometry in solid state which is also confirmed by semi-empirical study. NMR data show that reported complexes exhibit tetrahedral geometry in solution. Results of antimicrobial screening activities indicated that complexes (6) and (7) are very effective antibacterial and antifungal agents, respectively, and they might indeed be a potential source of antimicrobial agents, while the complex (3) exhibits significant free radical scavenging ability with lower IC50 value of 99.47?±?1.2???g/mL. Results of cytotoxicity/haemolytic activity showed the significant value of % haemolysis for complex (7) (18.101?±?2.3), while complex (4) was found to be least cytotoxic (5.733?±?1.0). Only a few colonies are observed in mutagenicity testing by Ames test.  相似文献   

5.
Three transition metal and six organotin(IV) complexes have been synthesized by treating potassium o-methyl carbonodithioate with ZnCl2/CdCl2/HgCl2 and R2SnCl2/R3SnCl under stirring. The complexes were characterized by IR, 1H, and 13C NMR spectroscopies. IR results show that the ligand is bidentate in 1–3 while monodentate in 4–9, which is also confirmed by semi-empirical study. NMR data reveal four-coordinate geometry in solution. HOMO–LUMO study shows that 7 and 9 are thermodynamically unstable. The enzyme inhibition study shows that 1 is a potent inhibitor of ALP, EC 3.1.3.1, resulting in very slow rate of formation and breakdown of enzyme–substrate complex. UV/visible spectroscopy was used to assess the mode of interaction and binding of the complexes with DNA which shows that 9 exhibits higher binding constant when compared to 6. In protein kinase inhibition assay, 1 was active, while antifungal activity shows that organotin(IV) complexes are more active than transition metal complexes.  相似文献   

6.
7.
4-(Hydroxymethyl)piperidine-1-carbodithioic acid has been synthesized by reacting 4-piperidinemethanol with carbon disulfide at room temperature. The synthesized ligand was treated with organotin(IV) chlorides to yield organotin complexes. These complexes by further treatment with palladium chloride afford heterobimetallic complexes containing Sn(IV) and Pd(II). The synthesized complexes along with ligand has been characterized by elemental analysis, FTIR, NMR (1H, 13C) spectroscopy. The IR data confirmed the complexation through the sulfur and oxygen donor sites of the ligand. NMR data revealed the tetrahedral geometry in the solution. Biological activity was checked against selected bacterial and fungal strains. All complexes along with the ligand were found to be biologically active with few exceptions.  相似文献   

8.
Abstract

Diorganotin(IV) complexes R2Sn(OC6H4Me-4)2 (R = Ph, Me, and n-Bu) have been synthesized in good yields by the reaction of Ph2SnCl2, n-Bu2SnCl2, and Me2SnCl2 with NaOC6H4Me-4, while complex n-Bu2SnCl(OC6H4Me-4) has been obtained from the reaction of n-Bu2SnCl2 with 4-methylphenol in the presence of triethylamine in carbon tetrachloride. The complexes have been characterized by elemental analyses, molar conductance measurements, molecular weight determination, IR, 1H, 13C, and 119Sn NMR spectroscopy as well as by mass spectrometry. The reactions of the complexes with 2- and 3-cyanoanilines yielded 1:2 coordination compounds authenticated by physicochemical as well as by IR, 1H, and 13C NMR spectroscopic data. The bases behaved as monodentate ligands wherein 2-cyanoaniline is bonded through nitrile nitrogen atom, while 3-cyanoaniline is coordinated through amino nitrogen atom. The diorganotin(IV) complexes have also been screened for their antibacterial activity against Escherichia coli, Staphylococcus aureus, Staphylococcus epidermidis, Shigella flexneri, Proteus mirabilis, and Pseudomonas aeruginosa. The minimum inhibitory concentration values of these complexes show enhanced activity.

[Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental resource: Scheme S1, S2, and Table S1]

GRAPHICAL ABSTRACT   相似文献   

9.
New organotin(IV) carboxylates, R2SnL2 (R=n-Bu: 1), R2Sn(Cl)L (R=n-Bu: 2), and R3SnL (R=Me: 3; n-Bu: 4; Ph: 5) have been synthesized by stirring 5-chloro-2-hydroxybenzoic acid HL with KOH and R2SnCl2 (R=n-Bu)/R3SnCl (R=Me, n-Bu, Ph) in methanol at room temperature. The complexes along with ligand have been characterized by FTIR, (1H, 13C) NMR, EI-MS, and single-crystal XRD crystallography. FTIR data indicated bidentate coordination of carboxylate. NMR data suggested six- or five-coordinate geometry of organotin(IV) carboxylates. Single-crystal XRD of 1 demonstrated skew-trapezoidal geometry around the tin center, with the basal plane occupied by four oxygens and the two butyl groups lying in distorted axial position. Complexes 1, 2, and 5 exhibited interaction with SS-DNA (salmon sperm) and suggests intercalating mode of binding. The complexes displayed significant antimicrobial activities against bacterial and fungal strains as compared to free ligand. The hemolytic activity of the complexes was lower compared to Triton-X 100 (positive control, 100% lysis) and higher than phosphate-buffered saline (negative control, 0% lysis). Complex 4 was the most potent inhibitor of bacterial/fungal growth.  相似文献   

10.
Chloro-diorganotin(IV) complexes of 4-methyl-1-piperidine carbodithioic acid (4-MePCDTA) have been synthesized by the reaction with diorganotin dichloride in 1:1 molar ratio in anhydrous toluene. These newly synthesized complexes have been characterized by elemental, IR, multinuclear NMR (1H and 13C) and mass spectrometric studies. The crystal structures of complex 1 [Me2SnCl(4-MePCDT)] and 3 [Ph2SnCl(4-MePCDT)] have been determined by X-ray single crystal analysis, which show trigonal bipyramid geometry. These complexes were tested for their antimicrobial activity against six different plant and human pathogens. The screening results show that the complexes exhibit higher antibacterial and antifungal activity than the free ligand.  相似文献   

11.
The triorganotin(IV) complex Ph3Sn(OPhMe-2) (1) has been synthesized by the reaction of Ph3SnCl with NaOPhMe-2, while complexes of composition n-Bu3Sn(OPhMe-2) (2) and Me3Sn(OPhMe-2) (3) (where ?OPhMe-2 = ?OC6H4CH3-2) have been obtained from the reaction of n-Bu3SnCl and Me3SnCl with 2-methylphenol in the presence of triethylamine in carbon tetrachloride. The complexes have been characterized by elemental analyses, molar conductance measurements, molecular weight determination, and IR, 1H NMR, 13C NMR, and mass spectral studies. Thermal behavior of the complexes has been studied by TG and DTA techniques. The organotin(IV) complexes have also been screened for antibacterial activity and exhibit appreciable activity. The reactions of the complexes with 3- and 4-cyanopyridines yielded 1 : 1 adducts authenticated by physicochemical and IR and 1H NMR spectral data.  相似文献   

12.

The two octahedral complexes SnCl4·2(O)PF(NR2)2 (R = Me or Et) were prepared from reaction of SnCl4 with the ligand (R2N)2P(O)F in anhydrous CHCl3. The new adducts have been characterized by elemental analysis, IR, and multinuclear (119Sn, 31P, 19F, and 1H) NMR spectroscopy. The NMR data show that the adducts exist in solution as a mixture of cis and trans isomers with markedly different proportions. When compared with previously described hexamethylphosphoramide (HMPA) and trimethylphosphate (TMPA) analogues, our results indicate that the cis isomer is the predominant species in solution. Low temperature 31P and 119Sn NMR spectra show that the compounds partially dissociate in dichloromethane.  相似文献   

13.
Some organotin(IV) triazolates of general formula RnSn(L)4 − n (where R = Me, n-Bu and Ph for n = 2; R = Me, n-Pr and n-Bu for n = 3 and HL = 3-amino-5-mercapto-1,2,4-triazole) have been synthesized by the reaction of R2SnCl2/R3SnCl with NaL in 1:2/1:1 molar ratio. Whereas, Oct2SnL2 has been synthesized azeotropically by the reaction of Oct2SnO and HL in 1:2 molar ratio. As good single crystals were not obtained, a large number of experimental techniques, viz. UV/Vis, IR, far-IR, multinuclear (1H, 13C and 119Sn) NMR and 119Sn Mössbauer spectroscopic studies, were used to accomplish a definitive characterization and determination of their most probable structures. In these compounds triazole acts as a monoanionic bidentate ligand, coordinating through Sexo and N(4). The IR and 119Sn Mössbauer spectroscopic studies allow us to deduce a highly distorted cis-trigonal-bipyramidal structure for R3SnL and a distorted skew trapezoidal-bipyramidal structure for R2SnL2, in the solid state. However, 1H, 13C and 119Sn NMR spectral studies revealed that weak bonding between tin and N(4) is further weakened in the solution leading to pseudo-tetrahedral/tetrahedral structure.  相似文献   

14.
A series of organotin(IV) complexes of the general formula RxSnCl4?x.L (where R=Me, n?Bu, Ph; x = 2 or 3; L = pyrazole or pyrazol-5-one) have been prepared and characterized by elemental analyses, IR and NMR spectroscopy. The ligands used were found to coordinate with R3SnCl species as monodentate ligands via the more reactive nitrogen atom, to give pentacoordinate tin complexes, whilst they may coordinate with R2SnCl2 species as bidentate ligands through the N–N linkage to give hexacoordinate tin complexes. These were demonstrated mainly by spectroscopic data. The tautomeric behaviour of organotin complexes of pyrazol-5-one ligands in inert (CDCl3) and donor (DMSO-d6) solvents were also studied. The complexes were screened against six species of bacteria.  相似文献   

15.
Three new water-soluble organotin complexes R2Sn(5-BrSalGT)Cl [R = Ph, Me] and Ph2Sn(2-OHNaphGT)Cl have been synthesized by the reaction of R2SnCl2 (R = Ph or Me) with Schiff bases derived from condensation of Girard-T reagent with 5-bromosalicylaldehyde and 2-naphthaldehyde, (5-BrH2SalGT)Cl (1) and (2-OHH2NaphGT)Cl (2). The synthesized compounds have been investigated by elemental analysis, conductometric measurements, IR, 1H NMR, and 119Sn NMR spectroscopy. These data show that the deporotonated ligand is coordinated to Sn(IV) via ONO atoms and six-coordinate zwitterionic complexes are formed. The ligands and their complexes were investigated for their in vitro toxicity against Gram-positive (Bacillus subtilis and Staphylococcus aureus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacteria. The results show remarkable antibacterial activity against the studied bacteria. All complexes exhibit more inhibitory effects than the parent ligand. The anticancer activity of all compounds were also performed on HN5 cell line and (2-OHH2NaphGT)Cl with concentration of 1 mg mL?1 was found to show higher anticancer activity than other compounds.  相似文献   

16.
《Polyhedron》1999,18(20):2687-2696
Diorganotin(IV) complexes of the general formula R2SnL (R=Ph, n-Bu and Me) have been prepared from diorganotin(IV) dichlorides (R2SnCl2) and tetradentate Schiff bases (H2L) containing N2O2 donor atoms in the presence of triethylamine in benzene. The Schiff bases, H2L, were derived from salicylaldehyde, 3-methoxysalicylaldehyde (o-vanillin), 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone and diamines such as o-phenylenediamine and 1,3-propylenediamine. The complexes were characterized by IR, NMR (1H, 13C, 119Sn) and elemental analysis. The structure of the complex, n-Bu2Sn(Vanophen), was determined using single crystal X-ray diffraction. The tin atom has a distorted octahedral coordination, with the Vanophen ligand occupying the four equatorial positions and the n-butyl groups in the trans axial positions. Six-coordinated distorted octahedral structures have been proposed for all diorganotin(IV) complexes studied here, as they possess similar spectroscopic data.  相似文献   

17.
18.
In this paper the synthesis and characterization of new heterobimetallic compounds with a ligand derived from diacetylpyridine, hydrazine and salicylaldehyde has been reported. The open end of the ligand was locked with R2SnCl2 followed by the insertion of a transition metal ion in the cavity thus formed by locking the ligand. These compounds are characterized by TGA/DSC, IR, 1H and 13CNMR, electronic spectra, magnetic moment and conductivity measurements. The disappearance of ν(O–H) and appearance of ν(Sn–O) in the IR spectrum of the Sn(saldp)R2 {where saldp = bis(salicylaldehydehydrazone)diacetylpyridine and R = –CH3, –C4H9} suggests the complex formation with R2SnCl2. The IR spectra of the complexes exhibited a blue shift in ν(C=N) indicating coordination of the azomethine nitrogen. The complexes are non-electrolytes in DMSO. The 1HNMR and 13CNMR spectra of the complexes are not much different from that of the free ligand except for the disappearance of the signal at 9 ppm due to phenolic protons. The methyl or butyl protons attached to the tin appear at their usual places. The TGA profile of the ligand and its mononuclear complexes exhibit a three-step pyrolysis, although the binuclear complexes decompose in two steps leaving behind tin oxide as the final product.  相似文献   

19.
New mono-, di- and tri-organotin(IV) derivatives containing the neutral bis(2-pyridylthio)methane ligand, [(pyS)2CH2] and tris(2-pyridylthio)methane ligand, [(pyS)3CH] have been synthesized from reaction with SnRnCl4−n (R = Me, nBu, Ph and Cy, n = 1-3) acceptors. Mono-nuclear adducts of the type {[(pyS)2CH2]RnSnCl4−n} and {[(pyS)3CH]RnSnCl4−n} have been obtained and characterized by elemental analyses, FT-IR, ESI-MS, multinuclear (1H and 119Sn) NMR spectral data. The 1H and 119Sn NMR and ESI-MS data suggest for the triorganotin(IV) derivatives a complete dissociation of the compounds in solution. The mono- and di-organotin(IV) derivatives show a greater stability in solution, and their spectroscopic data are in accordance with the existence of six-coordinated RSnCl3N2 or R2SnCl2N2 species.  相似文献   

20.
《Polyhedron》1999,18(23):3005-3012
Complexes of 2-(2′-pyridyl)quinoxaline (L) with R2SnCl2 (R=Me, Et, Bun) have been synthesized and characterized using IR, far-IR, 119Sn Mössbauer, 1H and 13C spectroscopies. The X-ray crystal structure of Et2SnCl2L shows a bidentate chelating behaviour of L, which is observed in all the diorganotin compounds presented. Interaction of the ligand L with SnCl4 resulted in the formation of a salt with the formula [(LH)2]2+[SnCl6]2−. Solution studies of the complexes R2SnCl2L (R=Me, Et, Bun) revealed partial dissociation of the ligand in chloroform.  相似文献   

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