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Synthesis and Antibiotic Evaluation of Simplified Pestalone Analogs

Abstract

The natural product pestalone has been shown to have antibiotic activity against resistant bacteria such as methicillin-resistant Staphylococcus aureus (MRSA). However, pestalone is not readily isolated from its natural source, and its total synthesis has proven to be challenging due to low yielding reactions. Presented is the synthesis of various pestalone analogs. The analogs were synthesized from either substituted benzaldehydes or phthalic anhydride using a Grignard reaction as the key step, with most yields between 65 and 85% for both reactions. Currently, the analogs are being tested in bacterial assays against Gram-positive S. aureus and Gram-negative E. coli.

How to Cite

Taylor, R., (2017) “Synthesis and Antibiotic Evaluation of Simplified Pestalone Analogs”, Capstone, The UNC Asheville Journal of Undergraduate Scholarship 30(1).

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