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Wednesday, April 26 • 8:30am - 10:00am
Synthesis and Assessment of Modifications to the Central Ring of Depsidone Natural Products

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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, the core structure of depsidone is being modified to change the ester linkage to both an amide and a thioester. These changes will provide insight into the affect the electronic interactions have on antibiotic activity. All analogs synthesized evaluated in an antibacterial assay against Gram-positive and Gram-negative bacteria in order to build a structure activity relationship profile for the depsidones.


Wednesday April 26, 2017 8:30am - 10:00am PDT
Concourse - Wilma Sherrill Center