Total synthesis of spiruchostatin B aided by an automated synthesizer
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 structur...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2011-05, Vol.9 (10), p.3825-3833 |
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| container_end_page | 3833 |
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| container_issue | 10 |
| container_start_page | 3825 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 9 |
| creator | Fuse, Shinichiro Okada, Kumiko Iijima, Yusuke Munakata, Asami Machida, Kazuhiro Takahashi, Takashi Takagi, Motoki Shin-ya, Kazuo Doi, Takayuki |
| description | 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. |
| doi_str_mv | 10.1039/c0ob01169j |
| format | Article |
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| fulltext | fulltext |
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| ispartof | Organic & biomolecular chemistry, 2011-05, Vol.9 (10), p.3825-3833 |
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| language | eng |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Automation Biological Products - chemical synthesis Biological Products - chemistry Cysteine - chemistry Depsipeptides - chemical synthesis Depsipeptides - chemistry Histone Deacetylase Inhibitors - chemical synthesis Histone Deacetylase Inhibitors - chemistry Hydroxy Acids - chemistry |
| title | Total synthesis of spiruchostatin B aided by an automated synthesizer |
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