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UNC Asheville's Spring 2013 Symposium has ended

 

 

 

 

 

Wednesday, April 24 • 9:00am - 10:30am
An Approach to Synthesize Phenstatin Analogues from Azidochalcones

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Chalcone analogues of established anti-cancer molecules such as colchicine and Combretastatin A-4 have been shown to be effective inhibitors of microtubule polymerization in rapidly dividing cancer cells. This group of molecules shows good water solubility as well as strong cytotoxicity against cancer cells. Oftentimes, they are cheaper to synthesize and less harmful to the non-malignant tissue that surrounds cancer cells. In an effort to produce chalcone analogues of Combretastatin A-4, a known inhibitor of cancer cell growth, an azidochalcone will be thermolysized to produce a phenstatin analogue, which will be examined for water solubility and cytotoxicity. The goal of this research is to synthesize an azidochalcone using various well-known organic synthesis methods and examine the reactivity of the azidochalcone under thermal conditions. Past research has shown that, when thermolysized, the azidochalcone tends to form a cyanochalcone instead of the desired phenstatin analogue, which are a group of well-known anti-cancer molecules that exhibit similar cytotoxic properties to chalcones. However, it is believed that the azidochalcone can still be converted into a phenstatin analogue. Synthesis of substituted phenstatins often require a medium to long synthetic strategy. There is hope that the number of steps can be cut down with this approach of the azidochalcone thermolysis to the phenstatin.


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Wednesday April 24, 2013 9:00am - 10:30am EDT
Wilma Sherrill Center, Concourse