Novel Relationship between the Antifungal Activity and Cytotoxicity of Marine-Derived Metabolite Xestoquinone and Its Family

• NAKAMURA Mitsuhiro

  Graduate School of Bioagricultural Sciences, Nagoya University

• KAKUDA Takahiko

  Graduate School of Bioagricultural Sciences, Nagoya University

• QI Jianhua

  Graduate School of Bioagricultural Sciences, Nagoya University

• HIRATA Masayuki

  Graduate School of Bioagricultural Sciences, Nagoya University

• SHINTANI Tomoaki

  Graduate School of Biomedical Sciences, Hiroshima University

• YOSHIOKA Yukio

  Graduate School of Biomedical Sciences, Hiroshima University

• OKAMOTO Tetsuji

  Graduate School of Biomedical Sciences, Hiroshima University

• OBA Yuichi

  Graduate School of Bioagricultural Sciences, Nagoya University

• NAKAMURA Hideshi

  Graduate School of Bioagricultural Sciences, Nagoya University

• OJIKA Makoto

  Graduate School of Bioagricultural Sciences, Nagoya University

抄録

Xestoquinone and related metabolites (the xestoquinone family) occur in marine sponges and are known to show a variety of biological activities. In this study, the first comprehensive evaluation of antifungal activity was performed for xestoquinone and nine natural and unnatural analogues in comparison with their cytotoxicity. The cytotoxicity against two human squamous cell carcinoma cell lines, A431 and Nakata, indicated that the terminal quinone structure of the polycyclic molecules was important (xestoquinone, etc.) and that the presence of a ketone group at C-3 of the opposite terminus dramatically diminished the activity (halenaquinone, etc.). In contrast, a ketone group at C-3 enhanced the antifungal activity against the plant pathogen, Phytophthora capsici, regardless of the presence of a quinone moiety. The cytotoxicity and antifungal activity of the xestoquinone family were negatively correlated with each other.

収録刊行物

• Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ

  Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ 69 (9), 1749-1752, 2005

  公益社団法人 日本農芸化学会

キーワード

• marine natural product
• xestoquinone
• halenaquinone
• cytotoxicity
• antifungal activity

詳細情報

• CRID: 1390282681450616320
• NII論文ID: 130000030212
• NII書誌ID: AA10824164
• DOI: 10.1271/bbb.69.1749
• ISSN: 13476947
• ISSN: 09168451
• NDL書誌ID: 7458309
• PubMed: 16195594
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7458309
• Web Site: http://www.tandfonline.com/doi/pdf/10.1271/bbb.69.1749
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可