Novel Cytotoxic Polyoxygenated Steroids from an Okinawan Sponge Dysidea sp.

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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 <i>Dysidea</i> was subjected to bioassay-guided fractionation to give three new polyoxygenated steroids dysideasterols F-H (<b>1</b>–<b>3</b>), together with two known related compounds (<b>4</b> and <b>5</b>). Their structures were confirmed by NMR and mass spectroscopic analyses. A characteristic structural feature of <b>2</b>, <b>4</b> and <b>5</b> is an allylic epoxide, whereas this epoxide undergoes ring-opening by a neighbouring hydroxyl group to give a tetrahydrofuran ring in <b>1</b> and <b>3</b>. All compounds <b>1</b>–<b>5</b> exhibited a similar cytotoxic effect with IC<sub>50</sub> values of 0.15–0.3 µ<small>M</small> against human epidermoid carcinoma A431 cells, demonstrating that the allylic epoxide moiety was not responsible for this cytotoxic effect.

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  • Bioscience, biotechnology, and biochemistry

    Bioscience, biotechnology, and biochemistry 76(5), 999-1002, 2012-05-23

    公益社団法人 日本農芸化学会

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各種コード

  • NII論文ID(NAID)
    10030753103
  • NII書誌ID(NCID)
    AA10824164
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    09168451
  • NDL 記事登録ID
    023681997
  • NDL 請求記号
    Z53-G223
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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