Diverted Total Synthesis of Carolacton-Inspired Analogs Yields Three Distinct Phenotypes in Streptococcus mutans Biofilms

Journal of the American Chemical Society
Amy E SolinskiWilliam M Wuest

Abstract

The oral microbiome is a dynamic environment inhabited by both commensals and pathogens. Among these is Streptococcus mutans, the causative agent of dental caries, the most prevalent childhood disease. Carolacton has remarkably specific activity against S. mutans, causing acid-mediated cell death during biofilm formation; however, its complex structure limits its utility. Herein, we report the diverted total synthesis and biological evaluation of a rationally designed library of simplified analogs that unveiled three unique biofilm phenotypes further validating the role of natural product synthesis in the discovery of new biological phenomena.

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Citations

Jun 26, 2018·Angewandte Chemie·Markus LakemeyerStephan A Sieber
Jul 7, 2019·Angewandte Chemie·Jie ChenTeck-Peng Loh
Sep 19, 2019·PloS One·Joshua R GreeneAndrew T Koppisch
Jul 2, 2020·Natural Product Reports·Roberta J MelanderChristian Melander
Oct 4, 2017·Organic & Biomolecular Chemistry·Jonas AmmermannAndreas Kirschning
Dec 14, 2017·ACS Infectious Diseases·Amy E SolinskiWilliam M Wuest
Sep 28, 2017·Chemical Reviews·Sean E RossiterWilliam M Wuest
Jun 28, 2019·ACS Infectious Diseases·Amy E SolinskiWilliam M Wuest

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