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Wednesday, April 26 • 2:00pm - 2:20pm
Phenstatin Analogues With Non-Aromatic Attachments In Place Of The B-Ring

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Microtubulin targeting agents have increased in popularity due to non-invasive methods of destroying cancer cells. Molecules like phenstatin have been studied heavily due to its reversible binding ability to the colchicine binding site and its toxicity towards cancer cells. The goal of this research is to produce four phenstatin derivatives with phenothiazine in location of the A-ring and non-aromatic attachments (3-, 4-, 7-, 8-membered rings) in location of the B-ring. The focus is to observe if size and torsional strain of the phenstatin derivatives will affect the binding affinity towards the colchicine binding site. Currently, the synthesis of a peptide coupling reaction utilizing N,N’-Dicyclohexylcarbodiimide (DCC)/4-Dimethylaminopyridine (DMAP) is being examined as a method to produce the desired phenstatin derivatives with a cyclopropane and cyclobutane in place of the B-ring. A Grignard synthesis will be performed to synthesize the phenstatin derivatives with a cycloheptane and cyclooctane in place of the B-ring. Progress towards the synthesis of the four new phenstatin derivatives will be discussed.


Wednesday April 26, 2017 2:00pm - 2:20pm
123 Zeis Hall