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  • Electronic Resource  (5)
  • organotins  (3)
  • toxicity  (2)
  • 1
    Electronic Resource
    Electronic Resource
    A study of the antitumor activity of four dibutyltin(IV)-N-arylidene-α-amino acid complexes (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 12 (1998), S. 409-417 
    Details
    ISSN: 0268-2605
    Keywords: antitumor activity ; cancer cell lines ; dibutyltins ; NCI ; organotins ; Chemistry ; Industrial Chemistry and Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: This paper reports the activity of four dibutyltin(IV)-N-arylidene-α-amino acid complexes against the National Cancer Institute (NCI) panel of 60 cell lines. The results indicated that three of the organotin complexes (C17H25NO3Sn, C18H27NO3Sn and C20H31NO3Sn) exhibit their highest cytotoxic effect on the NCI-522 (non-small cell lung cancer) cell line. The fourth complex, C21H27NO3Sn, exhibits its highest cytotoxic activity on the cell line RXF-631L (renal cancer). In general, a low to moderate cellular response was observed for all the organotin complexes, with at least one cell line in each subpanel of cells exhibiting a very low growth inhibition response to all the organotin complexes. The low-responding cell lines included HOP-62 (non-small lung cancer), DLD-1 (colon cancer), SF-539 (CNS cancer), SK-MEL-5 (melanoma), IGROV-1 (ovarian cancer) and RPMI-8226 (leukemia). The results also indicated that the compounds did not exhibit any significant subpanel activity and suggested that the compounds were not active in all the cell lines contained in any subpanel. The low to moderate activity of these compounds across the cell lines was attributed to the presence of nitrogen-bearing ligands which prevented the dissociation of the compound and the subsequent binding to DNA. © 1998 John Wiley & Sons, Ltd.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    Structure-Activity relationships of effect of aryltin compounds on Ceratocystis ulmi (1994)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 8 (1994), S. 445-449 
    Details
    ISSN: 0268-2605
    Keywords: Organotin ; aryltin ; triaryltin ; tetraaryltin ; toxicity ; Mössbauer ; QSAR ; quantitative structure-activity ; fungus ; Ceratocystis ulmi ; fungicide ; Dutch elm disease ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The effect of aryltin compounds (Ar4Sn and Ar3SnCl) on the growth of Ceratocystis ulmi, the causative agent of Dutch elm disease, was studied in shake culture. In all cases, the triaryltins were more effective than the tetra-aryltins as inhibitors of C. ulmi in vitro. Furthermore, substitution on the phenyl ring at the meta- and para- positions in the triaryltins did not have a major effect on the biocidal activity for the substituted triaryltins. Quantitative structure-activity relationships (QSARs) gave support to the idea that the species responsible for the inhibition of the fungus is the triaryltin cation. The QSARs further suggest that the interaction of the triaryltin cation with the fungal cell wall of C. ulmi is by a non-specific mechanism.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590080504
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Tolerance of aggressive and non-aggressive isolates of Ceratocystis ulmi to organotin fungicides (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 5 (1991), S. 131-134 
    Details
    ISSN: 0268-2605
    Keywords: Ceratocystis ulmi ; fungi ; aggressive and non-aggressive strains ; wild strains ; Dutch elm disease ; organotins ; triphenyltins ; tricyclohexyltin ; fungicide ; Chemistry ; Industrial Chemistry and Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The effect of triorganotin compounds, R3SnX, on the growth of three wild strains of Ceratocystis ulmi (C. ulmi) fungus, two aggressive and one non-aggressive strains, was evaluated in shake culture. In all cases, the triphenyltins were the more effective organotins for the inhibition of C. ulmi in vitro. The anionic group, X, did not have a significant role in the inhibition, suggesting that the species involved in the inhibition is the triphenyltin moiety (Ph3Sn+) or the hydrated triphenyltin moiety (Ph3Sn(H2O)+2). It is further suggested that the triphenyltin species Ph3SnOH and Ph3SnOAc are the preferred compounds for the control of Dutch elm disease. The tolerance of aggressive isolates to fungitoxins appears to depend more on the nature of the fungicide than on the type of fungus.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590050211
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  • 4
    Electronic Resource
    Electronic Resource
    Molecular Structure and Fungicidal Activity against Ceratocystis ulmi of the 1:1 Adducts of Triphenyltin Chloride and 2,3-Disubstituted Thiazolidin-4-ones (1996)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 10 (1996), S. 495-499 
    Details
    ISSN: 0268-2605
    Keywords: Adducts ; C. ulmi ; thiazolidin-4-ones ; Dutch elm disease ; IR spectroscopy ; Mössbauer spectroscopy ; toxicity ; triphenyltin Chloride ; Chemistry ; Industrial Chemistry and Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Several 1:1 addition compounds between triphenyltin chloride and 2,3-disubstituted thiazolidin-4-one ligands have been synthesized. Their molecular structure has been deduced using far IR and Mössbauer spectroscopies. In addition, molecular modeling of several of the complexes was used to explain the variation of the quadrupole splitting values in the Mössbauer spectra. The structures of the complexes were determined to be trigonal-bipyramidal with the three phenyl groups in the equatorial plane. However, the phenyl groups are not co-planar, on the basis of the observation of both the Sn-C (phenyl) symmetric and asymmetric stretching vibrations. The adducts were screened against the fungus Ceratocystis ulmi, the agent responsible for Dutch elm disease, and found to be effective in the inhibition of this fungus. The toxicity of the adducts varied with the hydrophobicity of the molecule. A direct correlation between substitution on the phenyl group on the thiazolidine ring and the toxicity of the compound was not observed.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 5
    Electronic Resource
    Electronic Resource
    Fungicidal and spectral studies of some triphenyltin compounds (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 12 (1998), S. 25-30 
    Details
    ISSN: 0268-2605
    Keywords: adduct ; carboxylate ; Ceratocystis ulmi ; Dutch elm disease ; far-infrared spectroscopy ; fungicide ; Mossbauer spectroscopy ; organotins ; QSAR ; thiazolidin-4-ones ; triphenyltin ; Chemistry ; Industrial Chemistry and Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In the interest of developing a more effective fungicide to combat Dutch elm disease, our laboratories have synthesized several triphenyltin carboxylates and some 1:1 addition compounds of triphenyltin chloride using 2,3-disubstituted thiazolidin-4-ones as the ligand and screened them in vitro against Ceratocystis ulmi, the causative agent of Dutch elm disease, using a shake culture method. Elemental analyses and spectroscopic data indicate that the structures of the carboxy- lates in the solid state are monomeric with a tetrahedral tin atom with the exception of the furan-2-carboxylic acid derivative, which was found to be polymeric. The triphenyltin chloride adducts are trigonal-bipyramidal with the three phenyl groups in the equatorial plane. Far-infrared data indicate that the three phenyl groups are not co-planar. Screening results for both series of organotins indicate that these two classes of compounds are effective inhibitors of Ceratocystis ulmi, with the adducts having a higher activity. The furan-2-carboxylic acid derivative has a markedly decreased activity compared with the other carboxylates and this is attributed to its polymeric structure. © 1998 John Wiley & Sons, Ltd.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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