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Anti-tumor properties of cis-resveratrol methylated analogs in metastatic mouse melanoma cells

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Abstract

Resveratrol (E-3,5,4′-trihydroxystilbene) is a polyphenol found in red wine that has been shown to have multiple anti-cancer properties. Although cis-(Z)- and trans-(E)-isomers of resveratrol occur in nature, the cis form is not biologically active. However, methylation at key positions of the cis form results in more potent anti-cancer properties. This study determined that synthetic cis-polymethoxystilbenes (methylated analogs of cis-resveratrol) inhibited cancer-related phenotypes of metastatic B16 F10 and non-metastatic B16 F1 mouse melanoma cells. In contrast with cis- or trans-resveratrol and trans-polymethoxystilbene which were ineffective at 10 μM, cis-polymethoxystilbenes inhibited motility and proliferation of melanoma cells with low micromolar specificity (IC50 < 10 μM). Inhibitory effects by cis-polymethoxystilbenes were significantly stronger with B16 F10 cells and were accompanied by decreased expression of β-tubulin and pleckstrin homology domain-interacting protein, a marker of metastatic B16 cells. Thus, cis-polymethoxystilbenes have potential as chemotherapeutic agents for metastatic melanoma.

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Acknowledgments

We thank Shatarupa De and Xin Zhao (Graduate Center of C.U.N.Y.) for technical assistance. This work was supported by funding (to VLM) from PSC-CUNY, URME small Grant programs sponsored by The City University of New York, and a FIR Grant (to CT) by the University of Catania.

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Authors and Affiliations

  1. Department of Chemistry and Biochemistry, Queens College of the City University of New York, Flushing, NY, USA

    Valery L. Morris, Tayyaba Toseef, Fathima B. Nazumudeen, Christian Rivoira & Susan A. Rotenberg

  2. Dipartimento di Scienze Chimiche, Università di Catania, Catania, Italy

    Carmela Spatafora & Corrado Tringali

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  1. Valery L. Morris
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  2. Tayyaba Toseef
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  3. Fathima B. Nazumudeen
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Correspondence to Susan A. Rotenberg.

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Valery L. Morris—Deceased

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Morris, V.L., Toseef, T., Nazumudeen, F.B. et al. Anti-tumor properties of cis-resveratrol methylated analogs in metastatic mouse melanoma cells. Mol Cell Biochem 402, 83–91 (2015). https://doi.org/10.1007/s11010-014-2316-8

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  • DOI: https://doi.org/10.1007/s11010-014-2316-8

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