Synthesis, characterization and in vitro cytotoxicity of gold(III) dialkyl/diaryldithiocarbamato complexes

Muhammad Altaf; Anvarhusein A. Isab; Ján Vančo; Zdeněk Dvořák; Zdeněk Trávníček; Helen Stoeckli-Evans

doi:10.1039/c5ra15123f

Synthesis, characterization and in vitro cytotoxicity of gold(III) dialkyl/diaryldithiocarbamato complexes

Muhammad Altaf
, Anvarhusein A. Isab^*
, Ján Vančo
, Zdeněk Dvořák
, Zdeněk Trávníček
, Helen Stoeckli-Evans

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

27 Scopus citations

Abstract

A series of six dialkyl/diaryldithiocarbamato (dtc) gold(iii) complexes 1-6 of the composition [Au(Me₂dtc)₂]Cl (1), [Au(Me₂dtc)Cl₂] (2), [Au(Et₂dtc)₂]Cl (3), [Au(Et₂dtc)Cl₂] (4), [Au(Bn₂dtc)₂]Cl (5), [Au(Bn₂dtc)Cl₂] (6) (dtc = Dithiocarbamate, Me = Methyl, Et = Ethyl and Bn = Benzyl) was synthesised and characterized by elemental analysis, infrared and NMR spectroscopy, and single crystal X-ray analysis in the case of complexes 4 and 5. The anticancer potential of the complexes was evaluated against MCF7, A2780 and A2780R human cancer cell lines as well as against a healthy MRC5 cell line. The most promising data were obtained for complex 4. It showed similar cytotoxicity as cisplatin against A2780 cells (EC₅₀ ≈ 9.5 μM vs. EC₅₀ ≈ 10 μM), and significantly higher cytotoxicity as compared to cisplatin on A2780R and MCF7 cell lines, with EC₅₀ ≈ 2.8 μM vs. EC₅₀ ≈ 21 μM, and EC₅₀ ≈ 2.2 μM vs. EC₅₀ > 50 μM, respectively. The interactions of the representative complexes 3 and 4 with a mixture of physiological levels of l-cysteine (Cys) and reduced l-glutathione (GSH) were also studied.

Original language	English
Pages (from-to)	81599-81607
Number of pages	9
Journal	RSC Advances
Volume	5
Issue number	99
DOIs	https://doi.org/10.1039/c5ra15123f
State	Published - 15 Sep 2015

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Publisher Copyright:
© The Royal Society of Chemistry 2015.

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1039/c5ra15123f

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title = "Synthesis, characterization and in vitro cytotoxicity of gold(III) dialkyl/diaryldithiocarbamato complexes",

abstract = "A series of six dialkyl/diaryldithiocarbamato (dtc) gold(iii) complexes 1-6 of the composition [Au(Me2dtc)2]Cl (1), [Au(Me2dtc)Cl2] (2), [Au(Et2dtc)2]Cl (3), [Au(Et2dtc)Cl2] (4), [Au(Bn2dtc)2]Cl (5), [Au(Bn2dtc)Cl2] (6) (dtc = Dithiocarbamate, Me = Methyl, Et = Ethyl and Bn = Benzyl) was synthesised and characterized by elemental analysis, infrared and NMR spectroscopy, and single crystal X-ray analysis in the case of complexes 4 and 5. The anticancer potential of the complexes was evaluated against MCF7, A2780 and A2780R human cancer cell lines as well as against a healthy MRC5 cell line. The most promising data were obtained for complex 4. It showed similar cytotoxicity as cisplatin against A2780 cells (EC50 ≈ 9.5 μM vs. EC50 ≈ 10 μM), and significantly higher cytotoxicity as compared to cisplatin on A2780R and MCF7 cell lines, with EC50 ≈ 2.8 μM vs. EC50 ≈ 21 μM, and EC50 ≈ 2.2 μM vs. EC50 > 50 μM, respectively. The interactions of the representative complexes 3 and 4 with a mixture of physiological levels of l-cysteine (Cys) and reduced l-glutathione (GSH) were also studied.",

author = "Muhammad Altaf and Isab, \{Anvarhusein A.\} and J{\'a}n Van{\v c}o and Zden{\v e}k Dvo{\v r}{\'a}k and Zden{\v e}k Tr{\'a}vn{\'i}{\v c}ek and Helen Stoeckli-Evans",

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AU - Altaf, Muhammad

AU - Isab, Anvarhusein A.

AU - Vančo, Ján

AU - Dvořák, Zdeněk

AU - Trávníček, Zdeněk

AU - Stoeckli-Evans, Helen

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N2 - A series of six dialkyl/diaryldithiocarbamato (dtc) gold(iii) complexes 1-6 of the composition [Au(Me2dtc)2]Cl (1), [Au(Me2dtc)Cl2] (2), [Au(Et2dtc)2]Cl (3), [Au(Et2dtc)Cl2] (4), [Au(Bn2dtc)2]Cl (5), [Au(Bn2dtc)Cl2] (6) (dtc = Dithiocarbamate, Me = Methyl, Et = Ethyl and Bn = Benzyl) was synthesised and characterized by elemental analysis, infrared and NMR spectroscopy, and single crystal X-ray analysis in the case of complexes 4 and 5. The anticancer potential of the complexes was evaluated against MCF7, A2780 and A2780R human cancer cell lines as well as against a healthy MRC5 cell line. The most promising data were obtained for complex 4. It showed similar cytotoxicity as cisplatin against A2780 cells (EC50 ≈ 9.5 μM vs. EC50 ≈ 10 μM), and significantly higher cytotoxicity as compared to cisplatin on A2780R and MCF7 cell lines, with EC50 ≈ 2.8 μM vs. EC50 ≈ 21 μM, and EC50 ≈ 2.2 μM vs. EC50 > 50 μM, respectively. The interactions of the representative complexes 3 and 4 with a mixture of physiological levels of l-cysteine (Cys) and reduced l-glutathione (GSH) were also studied.

AB - A series of six dialkyl/diaryldithiocarbamato (dtc) gold(iii) complexes 1-6 of the composition [Au(Me2dtc)2]Cl (1), [Au(Me2dtc)Cl2] (2), [Au(Et2dtc)2]Cl (3), [Au(Et2dtc)Cl2] (4), [Au(Bn2dtc)2]Cl (5), [Au(Bn2dtc)Cl2] (6) (dtc = Dithiocarbamate, Me = Methyl, Et = Ethyl and Bn = Benzyl) was synthesised and characterized by elemental analysis, infrared and NMR spectroscopy, and single crystal X-ray analysis in the case of complexes 4 and 5. The anticancer potential of the complexes was evaluated against MCF7, A2780 and A2780R human cancer cell lines as well as against a healthy MRC5 cell line. The most promising data were obtained for complex 4. It showed similar cytotoxicity as cisplatin against A2780 cells (EC50 ≈ 9.5 μM vs. EC50 ≈ 10 μM), and significantly higher cytotoxicity as compared to cisplatin on A2780R and MCF7 cell lines, with EC50 ≈ 2.8 μM vs. EC50 ≈ 21 μM, and EC50 ≈ 2.2 μM vs. EC50 > 50 μM, respectively. The interactions of the representative complexes 3 and 4 with a mixture of physiological levels of l-cysteine (Cys) and reduced l-glutathione (GSH) were also studied.

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ER -

Synthesis, characterization and in vitro cytotoxicity of gold(III) dialkyl/diaryldithiocarbamato complexes

Abstract

Bibliographical note

ASJC Scopus subject areas

UN SDGs

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