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

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Abstract

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, <I>etc.</I>) and that the presence of a ketone group at C-3 of the opposite terminus dramatically diminished the activity (halenaquinone, <I>etc.</I>). In contrast, a ketone group at C-3 enhanced the antifungal activity against the plant pathogen, <I>Phytophthora capsici</I>, regardless of the presence of a quinone moiety. The cytotoxicity and antifungal activity of the xestoquinone family were negatively correlated with each other.

Journal

  • Bioscience, Biotechnology, and Biochemistry

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

    Japan Society for Bioscience, Biotechnology, and Agrochemistry

Codes

  • NII Article ID (NAID)
    130000030212
  • NII NACSIS-CAT ID (NCID)
    AA10824164
  • Text Lang
    ENG
  • ISSN
    0916-8451
  • NDL Article ID
    7458309
  • NDL Source Classification
    ZR7(科学技術--農林水産--農産) // ZR2(科学技術--生物学--生化学) // ZP1(科学技術--化学・化学工業)
  • NDL Call No.
    Z53-G223
  • Data Source
    NDL  J-STAGE 
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