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

Org Lett
Authors
Keywords
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.

Year of Publication
2009
Journal
Org Lett
Volume
11
Issue
6
Pages
1301-4
Date Published
2009 Mar 19
ISSN
1523-7052
DOI
10.1021/ol900078k
PubMed ID
19239241
PubMed Central ID
PMC2673910
Links
Grant list
CA136283 / CA / NCI NIH HHS / United States
F32 CA136283-01 / CA / NCI NIH HHS / United States
GM49631 / GM / NIGMS NIH HHS / United States
1K08CA128972 / CA / NCI NIH HHS / United States
F32 CA136283 / CA / NCI NIH HHS / United States
R01 GM068011-05A1 / GM / NIGMS NIH HHS / United States
R01 GM068011 / GM / NIGMS NIH HHS / United States
K08 CA128972 / CA / NCI NIH HHS / United States