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Synthesis and histone deacetylase inhibitory activity of largazole analogs: alteration of the zinc-binding domain and macrocyclic scaffold.

ABSTRACT: Fourteen analogs of the marine natural product largazole have been prepared and assayed against histone deacetylases (HDACs) 1, 2, 3, and 6. Olefin cross-metathesis was used to efficiently access six variants of the side-chain zinc-binding domain, while adaptation of our previously reported modular synthesis allowed probing of the macrocyclic cap group.

SUBMITTER: Bowers AA

PROVIDER: S-EPMC2673910 | biostudies-literature | 2009 Mar

REPOSITORIES: biostudies-literature

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Synthesis and histone deacetylase inhibitory activity of largazole analogs: alteration of the zinc-binding domain and macrocyclic scaffold.

Bowers Albert A AA West Nathan N Newkirk Tenaya L TL Troutman-Youngman Annie E AE Schreiber Stuart L SL Wiest Olaf O Bradner James E JE Williams Robert M RM

Organic letters 20090301 6

Fourteen analogs of the marine natural product largazole have been prepared and assayed against histone deacetylases (HDACs) 1, 2, 3, and 6. Olefin cross-metathesis was used to efficiently access six variants of the side-chain zinc-binding domain, while adaptation of our previously reported modular synthesis allowed probing of the macrocyclic cap group. ...[more]

PMID: 19239241

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