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Tuesday, April 24 • 8:00am - 8:20am
Synthesis And Bacterial Assessment Of Modifications To The Core Of Depsidone

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Depsidones are a class of natural products that exhibit antibacterial activity (MIC = 0.0825-8 ppm). In order to increase the antibiotic potency of the depsidone family of natural products, modifications in size and connectivity are being explored. Although a synthesis scheme for the core 6,7,6-fused tricyclic structure of depsidone exists, the yields of the final product are low. In an effort to increase the yields, a new synthetic scheme has been derived which involves Chan-Lam copper catalyzed coupling of boronic acid and a diol substituted benzene rings followed by deprotection and esterification steps to close the central ring. Following this same synthesis scheme, a series of analogs has been synthesized investigating the role that steric hindrance, electronegativity, and hydrogen bonding has on the activity of the compound. These changes will provide insight into the affect the electronic interactions have on antibiotic activity and potentially indicate the mechanism of action of the compound. All analogs synthesized will be evaluated in an antibacterial assay against Gram-positive and Gram-negative bacteria in order to build a structure activity relationship profile for the depsidones.


Tuesday April 24, 2018 8:00am - 8:20am PDT
123 Zeis Hall

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