The phenazines, secondary metabolites isolated mainly from bacteria, are heterocycles with a plethora of biological activities. Although they have potential application in the treatment of many diseases, their most intriguing activity is related to their antimicrobial action. In this talk, I will report the practical synthesis of some phenazines including endophenazine A and endophenazine G, and some of their analogues. I will also discuss their biological activity against MRSA, E. Coli and other bacteria, cell toxicity against mammalian cells, and some preliminary studies to understand their mechanism of action. The obtained results allowed my research group to develop structure activity relationships (SAR) that are being used to generate more potent analogues. In addition, the stability of the most active compounds towards human hepatocytes will be presented. Finally, I will present the chemical transformation the phenazines can undergo when treated with some bacterial enzymes and what are the structural parameters that determine the metabolic susceptibility.

Synthesis, biological evaluation, and enzymatic activity of the endophenazines and analogues

256th National Meeting (2018)

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