A Concise Synthesis of Carolacton | Zendy

Michal S. Hallside | Zendy; Richard S. Brzozowski | Zendy; William M. Wuest | Zendy; Andrew J. Phillips | Zendy

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A Concise Synthesis of Carolacton

Author(s) -

Michal S. Hallside,

Richard S. Brzozowski,

William M. Wuest,

Andrew J. Phillips

Publication year - 2014

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol500004k

Subject(s) - chemistry , streptococcus mutans , biofilm , natural product , sequence (biology) , stereochemistry , function (biology) , combinatorial chemistry , computational biology , biochemistry , bacteria , biology , evolutionary biology , genetics

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.

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