title: Total synthesis of spiruchostatin B aided by an automated synthesizer.
abstract: The total synthesis of a natural product HDAC inhibitor, spiruchostatin B, was successfully achieved. A 5-step synthesis that included an asymmetric aldol reaction was carried out in an automated synthesizer to provide an (E)-(S)-3-hydroxy-7-thio-4-heptenoic acid segment that is the crucial structure of cysteine-containing, depsipeptidic natural products such as spiruchostatins, FK228, FR901375, and largazole for their inhibitory activity against HDACs.
authors: Department of Applied Chemistry, Tokyo Institute of Technology, Tokyo, Japan.
authors: Shinichiro
authors: S
authors: Fuse
authors: Kumiko
authors: K
authors: Okada
authors: Yusuke
authors: Y
authors: Iijima
authors: Asami
authors: A
authors: Munakata
authors: Kazuhiro
authors: K
authors: Machida
authors: Takashi
authors: T
authors: Takahashi
authors: Motoki
authors: M
authors: Takagi
authors: Kazuo
authors: K
authors: Shin-ya
authors: Takayuki
authors: T
authors: Doi
mesh_terms: D001331:Automation; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D003545:Cysteine / Q000737:chemistry; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D056572:Histone Deacetylase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D006880:Hydroxy Acids / Q000737:chemistry
chemical_list: D001688:Biological Products; D047630:Depsipeptides; D056572:Histone Deacetylase Inhibitors; D006880:Hydroxy Acids; C529984:spiruchostatin B; D003545:Cysteine