title: 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.
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
authors.forename: Albert A
authors.initials: AA
authors.lastname: Bowers
authors.forename: Nathan
authors.initials: N
authors.lastname: West
authors.forename: Tenaya L
authors.initials: TL
authors.lastname: Newkirk
authors.forename: Annie E
authors.initials: AE
authors.lastname: Troutman-Youngman
authors.forename: Stuart L
authors.initials: SL
authors.lastname: Schreiber
authors.forename: Olaf
authors.initials: O
authors.lastname: Wiest
authors.forename: James E
authors.initials: JE
authors.lastname: Bradner
authors.forename: Robert M
authors.initials: RM
authors.lastname: Williams
mesh_terms: D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D056572:Histone Deacetylase Inhibitors; D008386:Marine Biology; D008958:Models, Molecular; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015032:Zinc / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D047630:Depsipeptides; D056572:Histone Deacetylase Inhibitors; D013844:Thiazoles; C527895:largazole; D015032:Zinc