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A concise synthesis of carolacton.

ABSTRACT: A synthesis of carolacton, a myxobacterial natural product that has profound effects on Streptococcus mutans biofilms, is reported. The synthesis proceeds via a longest linear sequence of 14 steps from an Evans ?-ketoimide and enabled preliminary evaluations of the effects of late-stage intermediates on S. mutans biofilms. These studies suggest that further investigations into carolacton's structure-function relationships are warranted.

SUBMITTER: Hallside MS

PROVIDER: S-EPMC3993612 | biostudies-literature | 2014 Feb

REPOSITORIES: biostudies-literature

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A concise synthesis of carolacton.

Hallside Michal S MS Brzozowski Richard S RS Wuest William M WM Phillips Andrew J AJ

Organic letters 20140131 4

A synthesis of carolacton, a myxobacterial natural product that has profound effects on Streptococcus mutans biofilms, is reported. The synthesis proceeds via a longest linear sequence of 14 steps from an Evans β-ketoimide and enabled preliminary evaluations of the effects of late-stage intermediates on S. mutans biofilms. These studies suggest that further investigations into carolacton's structure-function relationships are warranted. ...[more]

PMID: 24483250

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