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Enantioselective total synthesis of pladienolide B: a potent spliceosome inhibitor.

ABSTRACT: An enantioselective and convergent total synthesis of pladienolide B (1) is described. Pladienolide B binds to the SF3b complex of a spliceosome and inhibits mRNA splicing activity. The synthesis features an epoxide opening reaction, an asymmetric reduction of a ?-keto ester, and a cross metathesis strategy for the side chain synthesis.

SUBMITTER: Ghosh AK

PROVIDER: S-EPMC3482479 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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Enantioselective total synthesis of pladienolide B: a potent spliceosome inhibitor.

Ghosh Arun K AK Anderson David D DD

Organic letters 20120906 18

An enantioselective and convergent total synthesis of pladienolide B (1) is described. Pladienolide B binds to the SF3b complex of a spliceosome and inhibits mRNA splicing activity. The synthesis features an epoxide opening reaction, an asymmetric reduction of a β-keto ester, and a cross metathesis strategy for the side chain synthesis. ...[more]

PMID: 22954141

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