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International Journal of Oncology
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Print ISSN: 1019-6439 Online ISSN: 1791-2423
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September-2015 Volume 47 Issue 3

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International Journal of Molecular Medicine

International Journal of Molecular Medicine is an international journal devoted to molecular mechanisms of human disease.

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International Journal of Oncology

International Journal of Oncology is an international journal devoted to oncology research and cancer treatment.

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Covers molecular medicine topics such as pharmacology, pathology, genetics, neuroscience, infectious diseases, molecular cardiology, and molecular surgery.

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Oncology Reports is an international journal devoted to fundamental and applied research in Oncology.

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Experimental and Therapeutic Medicine is an international journal devoted to laboratory and clinical medicine.

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Oncology Letters is an international journal devoted to Experimental and Clinical Oncology.

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Molecular and Clinical Oncology

International journal addressing all aspects of oncology research, from tumorigenesis and oncogenes to chemotherapy and metastasis.

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Article

A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells

  • Authors:
    • Dany Rezk Allah
    • Lisa Schwind
    • Imad Abu Asali
    • Jawad Nasim
    • Claus Jacob
    • Claudia Götz
    • Mathias Montenarh
  • View Affiliations / Copyright

    Affiliations: Medical Biochemistry and Molecular Biology, Saarland University, D-66424 Homburg, Germany, Bioorganic Chemistry, Department of Pharmacy, Saarland University, D-66123 Saarbruecken, Germany
  • Pages: 991-1000
    |
    Published online on: July 20, 2015
       https://doi.org/10.3892/ijo.2015.3093
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Abstract

Diallyl sulfanes derived from edible plants are highly potent compounds which at sub-millimolar concentrations are able to induce the formation of reactive oxygen species (ROS) in a variety of different cells, where they often cause an altered redox status. The loss of cellular thiols and/or formation of ROS subsequently triggers a range of cellular responses, including the induction of apoptosis. A great disadvantage of natural diallyl mono- and polysulfanes, however, is their inherent insolubility in water and the extremely bad odour which limits their practical use in humans. Here, we present the synthesis and biological evaluation of two new, especially designed polysulfanes, namely the trisulfide 1-Allyl-3-(2-ethoxyethyl)trisulfide (ATSEE) and the tetrasulfide Allyl-4-benzyltetrasulfide (ATTSB), which are nearly odourless. Both compounds produce O2•- radicals in HCT116 cells and both induce an oxidative defence signalling. Cell viability is especially reduced by the tetrasulfane ATTSB, with an arrest of the cell cycle in the G2-phase. In contrast, the trisulfane ATSEE does not inhibit the cell cycle. In agreement with these findings, treatment of HCT116 cells with ATTSB ultimately results in apoptosis whereas only limited induction of apoptosis has been detected for cells treated with ATSEE. We further show that antioxidative defence mechanisms and death response signalling run in parallel and the dominant pathway decides the fate of the cell. Thus, our results not only illuminate the intricate mode of action of certain polysulfanes; they also demonstrate that the new odourless tri- and tetrasulfanes exhibit a similar activity compared to their natural counterparts, yet are easier to handle and also deprived of the offensive odour which so far has prevented most practical applications of such polysulfanes, at least in the context of medicine.
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Copy and paste a formatted citation
Spandidos Publications style
Allah DR, Schwind L, Asali IA, Nasim J, Jacob C, Götz C and Montenarh M: A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells. Int J Oncol 47: 991-1000, 2015.
APA
Allah, D.R., Schwind, L., Asali, I.A., Nasim, J., Jacob, C., Götz, C., & Montenarh, M. (2015). A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells. International Journal of Oncology, 47, 991-1000. https://doi.org/10.3892/ijo.2015.3093
MLA
Allah, D. R., Schwind, L., Asali, I. A., Nasim, J., Jacob, C., Götz, C., Montenarh, M."A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells". International Journal of Oncology 47.3 (2015): 991-1000.
Chicago
Allah, D. R., Schwind, L., Asali, I. A., Nasim, J., Jacob, C., Götz, C., Montenarh, M."A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells". International Journal of Oncology 47, no. 3 (2015): 991-1000. https://doi.org/10.3892/ijo.2015.3093
Copy and paste a formatted citation
x
Spandidos Publications style
Allah DR, Schwind L, Asali IA, Nasim J, Jacob C, Götz C and Montenarh M: A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells. Int J Oncol 47: 991-1000, 2015.
APA
Allah, D.R., Schwind, L., Asali, I.A., Nasim, J., Jacob, C., Götz, C., & Montenarh, M. (2015). A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells. International Journal of Oncology, 47, 991-1000. https://doi.org/10.3892/ijo.2015.3093
MLA
Allah, D. R., Schwind, L., Asali, I. A., Nasim, J., Jacob, C., Götz, C., Montenarh, M."A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells". International Journal of Oncology 47.3 (2015): 991-1000.
Chicago
Allah, D. R., Schwind, L., Asali, I. A., Nasim, J., Jacob, C., Götz, C., Montenarh, M."A scent of therapy: Synthetic polysulfanes with improved physico-chemical properties induce apoptosis in human cancer cells". International Journal of Oncology 47, no. 3 (2015): 991-1000. https://doi.org/10.3892/ijo.2015.3093
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