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Wednesday, April 22 • 2:30pm - 4:30pm
Synthesis and Isolation of 5,6,7-Trimethoxy Indoles for Binding Diverse Functional Groups at the 3-Position of the Indole to Make Novel Combretastatin Derivatives

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Combretastatin A4 (CA4) is an effective chemotherapeutic drug that works by inhibiting tubulin formation; this in turn slows the rate of cell proliferation and deforms the cells of tumors’ vasculature systems. Deformation of these cells blocks blood flow to the tumor, consequentially starving and killing it. Due to CA4’s efficacy against various cancer cell lines (as well as problems with the drug such as its low water solubility), further investigations into derivatives of the drug are being pursued. A common thread among these derivatives is the utilization of an indole ring, probably due to the high biological activity of indoles and their use in a broad range of pharmaceuticals. Past researchers of the Holt research group identified a need to substitute a trimethoxy indole at the 2-position in place of CA4’s trimethoxy benzene ring. Due to the prominence of indoles in nature with substitution at the 3-position, CA4 indole derivatives similar to those in nature, are being pursued utilizing halogenation, coupling and hydrogenation reactions.


Wednesday April 22, 2015 2:30pm - 4:30pm PDT
Wilma Sherrill Center Grimes Atrium

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