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Synlett 2021; 32(03): 241-248
DOI: 10.1055/s-0040-1707244
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© Georg Thieme Verlag Stuttgart · New York

Collaboration in Natural Product Total Synthesis: Carolacton – A Decade of Discovery

Amy E. Solinski
a   Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322, USA
,
William M. Wuest  ∗
a   Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322, USA
b   Emory Antibiotic Resistance Center, Emory University School of Medicine, 201 Dowman Drive, Atlanta, GA 30322, USA   Email: wwuest@emory.edu
› Author AffiliationsThis research was supported by the National Science Foundation (CHE1755698) and the National Institute of Dental and Craniofacial Research (DE025837). The NMR instruments used in this work were supported by the National Science Foundation (CHE1531620).
Further Information

Publication History

Received: 16 June 2020

Accepted after revision: 08 July 2020

Publication Date:
27 August 2020 (online)

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Dedicated to Andy Phillips for his mentorship and support.

Abstract

Carolacton, a macrocyclic natural product with impressive anti-biofilm biological activity, has been a focus in multiple research groups for the past decade. Chemists and biologists, alike, have been interested in uncovering the mechanism of action and have made great strides towards this goal. Carolacton causes cellular defects in Streptococcus mutans biofilm, which leads to decreases in cellular viability. As biological targets have been uncovered, synthetic chemists have devised synthetic routes that have helped uncover the important chemical functionalities that lead to biological activity. Herein, we discuss our synthetic collaboration that galvanized an entire research program around the natural product carolacton.

Key words

carolacton - biofilms - natural products - diverted total synthesis - antibiotics
 

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