Antioxidant-Based Lead Discovery for Cancer Chemoprevention: The Case of Resveratrol (Retracted Article. See vol 52, pg 6504, 2009)
ABSTRACT Resveratrol is a well-known natural antioxidant and cancer chemopreventive agent that has attracted much interest in the past decade. Resveratrol-directed compounds were synthesized, and their antioxidant effects against reactive oxygen species (ROS)-induced DNA damage, their prooxidant effects on DNA damage in the presence cupric ions, and their cytotoxic and apoptosis-inducing effects on human promyelocytic leukemia (HL-60) cells were investigated in vitro. It was found that the compounds bearing o-diphenoxyl groups exhibited remarkably higher activities in inhibiting ROS-induced DNA damage, accelerating DNA damage in the presence cupric ions, and inducing apoptosis of HL-60 cells compared with the ones bearing no such groups. The detail mechanism of the structure-activity relationship was also studied by the oxidative product analysis of resveratrol and its analogues with galvinoxyl radical or cupric ions and UV-visible spectra change in the presence cupric ions. This study reveals a good and interesting correlation between antioxidant and prooxidant activity, as well as cytotoxicity and apoptosis-inducing activity against HL-60 cells, and provides an idea for designing antioxidant-based cancer chemoprevention agents.
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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.Molecular and Cellular Biochemistry 01/2015; 402(1-2). DOI:10.1007/s11010-014-2316-8 · 2.39 Impact Factor
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ABSTRACT: Wine phenolics are of considerable interest and received more and more attention due to their implication in the organoleptic appreciation of wines and to their bioactive functions. Due to their importance in enology sector, there is an increasing demand for highly sensitive and selective analytical methods for the study and assessment of polyphenols. In this chapter, we will review the analytical methods used for polyphenols determination in addition to the methods used for measuring the antioxidant activity.Wine: Phenolic Composition, Classification and Health Benefits, Edited by Youssef El Rayess, 07/2014: chapter 3: pages 71-102; Nova Publishers.
Bulletin- Korean Chemical Society 06/2013; 34(6). DOI:10.5012/bkcs.2013.34.6.1906 · 0.84 Impact Factor