Novel Cytotoxic Polyoxygenated Steroids from an Okinawan Sponge Dysidea sp

• GOVINDAM Sudhakar V. S.

  Graduate School of Bioagricultural Sciences, Nagoya University Graduate School of Bioagricultural Sciences, Nagoya University

• CHOI Bong-Keun

  Graduate School of Bioagricultural Sciences, Nagoya University Graduate School of Bioagricultural Sciences, Nagoya University

• YOSHIOKA Yukio

  Graduate School of Biomedical Sciences, Hiroshima University Graduate School of Biomedical Sciences, Hiroshima University

• KANAMOTO Akihiko

  OP Bio Factory Co., Ltd. OP Bio Factory Co., Ltd.

• FUJIWARA Takeshi

  OP Bio Factory Co., Ltd. OP Bio Factory Co., Ltd.

• OKAMOTO Tetsuji

  Graduate School of Biomedical Sciences, Hiroshima University Graduate School of Biomedical Sciences, Hiroshima University

• OJIKA Makoto

  Graduate School of Bioagricultural Sciences, Nagoya University Graduate School of Bioagricultural Sciences, Nagoya University

書誌事項

タイトル別名

• Novel Cytotoxic Polyoxygenated Steroids from an Okinawan Sponge <i>Dysidea</i> sp.

抄録

A library of extracts established from hundreds of marine organisms was screened by a cytotoxicity test. The active organic extract of an Okinawan marine sponge of the genus Dysidea was subjected to bioassay-guided fractionation to give three new polyoxygenated steroids dysideasterols F-H (1–3), together with two known related compounds (4 and 5). Their structures were confirmed by NMR and mass spectroscopic analyses. A characteristic structural feature of 2, 4 and 5 is an allylic epoxide, whereas this epoxide undergoes ring-opening by a neighbouring hydroxyl group to give a tetrahydrofuran ring in 1 and 3. All compounds 1–5 exhibited a similar cytotoxic effect with IC₅₀ values of 0.15–0.3 µM against human epidermoid carcinoma A431 cells, demonstrating that the allylic epoxide moiety was not responsible for this cytotoxic effect.

収録刊行物

• Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ

  Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ 76 (5), 999-1002, 2012

  公益社団法人 日本農芸化学会

キーワード

• cytotoxicity
• sponge
• <i>Dysidea</i>
• marine natural product
• steroid

詳細情報

• CRID: 1390282681455025280
• NII論文ID: 10030753103
• NII書誌ID: AA10824164
• DOI: 10.1271/bbb.120017
• COI: 1:STN:280:DC%2BC38jltlOnug%3D%3D
• ISSN: 13476947
• ISSN: 09168451
• NDL書誌ID: 023681997
• PubMed: 22738973
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I023681997
• Web Site: http://www.tandfonline.com/doi/pdf/10.1271/bbb.120017
• Web Site: https://search.jamas.or.jp/link/ui/2013092415
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
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