A Practical Regioselective Synthesis of Alkylthio- or Arylthioindoles without the Use of Smelly Compounds Such as Thiols
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- Hamashima Toshihiko
- Faculty of Pharmaceutical Sciences, Toho University
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- Mori Yoshiaki
- Faculty of Pharmaceutical Sciences, Toho University
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- Sawada Kazunori
- Faculty of Pharmaceutical Sciences, Toho University
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- Kasahara Yuko
- Faculty of Pharmaceutical Sciences, Toho University
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- Murayama Daisuke
- Faculty of Pharmaceutical Sciences, Toho University
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- Kamei Yuto
- Coastal Bioenvironment Center, Saga University
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- Okuno Hiroaki
- Faculty of Pharmaceutical Sciences, Toho University
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- Yokoyama Yuusaku
- Faculty of Pharmaceutical Sciences, Toho University
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- Suzuki Hideharu
- Faculty of Pharmaceutical Sciences, Toho University
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抄録
A convenient method for the synthesis of 3-methylthioindoles has been established which does not use smelly compounds such as thiol derivatives. The method, which introduces an alkyl- or arylthio-group into the C3-position of the indole skeleton, was extended to the direct introduction of a methylthio or bromo group at the C2-position using 3-methylthioindoles. No dimerization occurred, and the reaction mechanism was confirmed. The products have the partial structure of potent anti-methicillin-resistant Staphylococcus aureus (anti-MRSA) bromomethylthioindoles (MC 5–8) isolated from marine algae. Furthermore, this reaction could be applied to the synthesis of 3,3-diindolyl thioether which is a core structure of Echinosulfone A.
収録刊行物
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- ＣＨＥＭＩＣＡＬ ＆ ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ ＢＵＬＬＥＴＩＮ
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ＣＨＥＭＩＣＡＬ ＆ ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ ＢＵＬＬＥＴＩＮ 61 (3), 292-303, 2013
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390001204178525952
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- NII論文ID
- 130002460113
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- NII書誌ID
- AA00602100
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- COI
- 1:STN:280:DC%2BC3s7pvVSnuw%3D%3D
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 024284048
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- PubMed
- 23221649
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
- KAKEN
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- 抄録ライセンスフラグ
- 使用不可
