Total synthesis of spiruchostatin B aided by an automated synthesizer |
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| Authors: | Fuse Shinichiro Okada Kumiko Iijima Yusuke Munakata Asami Machida Kazuhiro Takahashi Takashi Takagi Motoki Shin-ya Kazuo Doi Takayuki |
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| Institution: | Department of Applied Chemistry, Tokyo Institute of Technology, Tokyo, Japan. |
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| 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. |
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