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Journal ArticleDOI

Organotin(IV) N,N-disubstituted dithiocarbamates

01 Nov 1967-Journal of Organometallic Chemistry (Elsevier)-Vol. 10, Iss: 2, pp 257-268
TL;DR: In this article, a discussion as to what physical measurements actually serve as convincing criteria of structure and chelation in dithiocarbamates is presented. But no sure evidence was found for or against the chelation of the dithIocarbamate moiety.
About: This article is published in Journal of Organometallic Chemistry.The article was published on 1967-11-01. It has received 466 citations till now. The article focuses on the topics: Dithiocarbamate & Moiety.
Citations
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Journal ArticleDOI
TL;DR: Gold(III) derivatives of N,N-dimethyldithiocarbamate and ethylsarcosinedithiOCarbamate have been proved to be much more cytotoxic in vitro than cisplatin, with IC50 values about 1- to 4-fold lower than that of the reference drug, even toward human tumor cell lines intrinsically resistant to cis platin itself.
Abstract: At present, cisplatin (cis-diamminodichloroplatinum(II)) is one of the most largely employed anticancer drugs as it is effective in the treatment of 70-90% of testicular and, in combination with other drugs, of ovarian, small cell lung, bladder, brain, and breast tumors. Anyway, despite its high effectiveness, it exhibits some clinical problems related to its use in the curative therapy, such as a severe normal tissue toxicity (in particular, nephrotoxicity) and the frequent occurrence of initial and acquired resistance to the treatment. To obtain compounds with superior chemotherapeutic index in terms of increased bioavailability, higher cytotoxicity, and lower side effects than cisplatin, we report here on some gold(I) and gold(III) complexes with dithiocarbamate ligands (DMDT = N,N-dimethyldithiocarbamate; DMDTM = S-methyl-N,N-dimethyldithiocarbamate; ESDT = ethylsarcosinedithiocarbamate), which have been synthesized, purified, and characterized by means of elemental analyses, conductivity measurements, mono- and bidimensional NMR, FT-IR, and UV-vis spectroscopy, and thermal analyses. Moreover, the electrochemical properties of the designed compounds have been studied through cyclic voltammetry. All the synthesized gold complexes have been tested for their in vitro cytotoxic activity. Remarkably, most of them, in particular gold(III) derivatives of N,N-dimethyldithiocarbamate and ethylsarcosinedithiocarbamate, have been proved to be much more cytotoxic in vitro than cisplatin, with IC50 values about 1- to 4-fold lower than that of the reference drug, even toward human tumor cell lines intrinsically resistant to cisplatin itself. Moreover, they appeared to be much more cytotoxic also on the cisplatin-resistant cell lines, with activity levels comparable to those on the corresponding cisplatin-sensitive cell lines, ruling out the occurrence of cross-resistance phenomena and supporting the hypothesis of a different antitumor activity mechanism of action.

311 citations

Journal ArticleDOI
TL;DR: In this paper, the 13C and 119Sn NMR spectra of tri-n-butyltin(IV) compounds and their complexes in coordinating and non-coordinating solvents have been studied.

232 citations

Journal ArticleDOI
TL;DR: Experimental results show [Pd(MSDT)X]n (MSDT = methylsarcosinedithiocarbamate; X = Cl, Br) complexes show a strong dose-dependent growth inhibition of both HL60 and HeLa cells, with IC(50) values slightly higher than those recorded for cisplatin.
Abstract: This work reports on the synthesis, characterization, and in vitro cytotoxic activity of some new platinum(II), palladium(II), and gold(III) derivatives of methylsarcosinedithiocarbamate and its S-methyl ester, to study their behavior as potential antitumor agents. The biological activity of these compounds, as determined by growth inhibition and apoptosis induction, has been investigated in both human leukemic promyelocites HL60 and human squamous cervical adenocarcinoma HeLa cell lines, and their activity has been compared to the well-known platinum-based anticancer agent cisplatin. On the basis of these experimental results, [Pd(MSDT)X]n (MSDT = methylsarcosinedithiocarbamate; X = Cl, Br) complexes show a strong dose-dependent growth inhibition of both HL60 and HeLa cells, with IC50 values slightly higher than those recorded for cisplatin; moreover, [Au(MSDT)X2] activity appears significantly higher or, at least, comparable to that of the reference drug. Exposure of both cell lines to [Pd(MSDT)X]n and ...

157 citations

Journal ArticleDOI
25 Jan 2001-Langmuir
TL;DR: In this article, surface-enhanced infrared (SEIR) and surfaceenhanced Raman scattering (SERS) spectroscopies are applied to the study of the adsorption on Au films of the dimethyldithiocarbamate derivative fungicides thiram and ziram.
Abstract: Surface-enhanced infrared (SEIR) and surface-enhanced Raman scattering (SERS) spectroscopies are applied to the study of the adsorption on Au films of the dimethyldithiocarbamate derivative fungicides thiram and ziram. The specificity and sensitivity of both techniques in relation to the detection and surface stability of the above compounds is analyzed comparatively. We have found that both fungicides undergo a breakdown when adsorbed on Au films, although this breakdown takes place to a different extent; thiram seems to be less stable than ziram. The sensitivity of infrared techniques is higher, although a lower enhancement in relation to SERS is observed. Whereas the SEIR technique allows the detection of all the adsorbed fungicide forms, SERS displays a high sensitivity toward only certain adsorbed molecules, those that undergo a strong adsorption induced by the fungicide breakdown.

155 citations

Book ChapterDOI
09 Mar 2007

151 citations

References
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Journal ArticleDOI
02 Jun 1956-Nature
TL;DR: It has long been realized that the canonical form (Ia) may contribute significantly to the structure of the dithiocarbamate residue in its complex compounds, M(S2CNR2)n, where M is a metal atom and n its valency.
Abstract: IT has long been realized that the canonical form (Ia) may contribute significantly to the structure of the dithiocarbamate residue in its complex compounds, M(S2CNR 2)n, where M is a metal atom and n its valency, but no physical or chemical evidence for this has yet been advanced.

143 citations

Journal ArticleDOI
TL;DR: In this paper, the absorption properties of twenty phenyltin compounds have been measured in terms of various structural features in the compounds and the positions of the benzene ring vibrations have been noted together with some analytically useful bands.

83 citations