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