報告書番号

U01038

タイトル（和文）

天然由来の付着忌避物質の探索と忌避活性の強い化学物質の合成

タイトル（英文）

Studies on the antifouling substances isolated from marine organisms and chemically derived from 3-isocyanotheonellin

概要 （図表や脚注は「報告書全文」に掲載しております）

発電所における付着生物対策に資するため、海洋無脊椎動物を対象にフジツボに対して付着忌避効果を示す新たな物質を探索するとともに、既知の付着忌避物質であるイソシアノテオネリン類縁体の64化合物について付着忌避活性を調べた。サンプリングした142種の中で特に高い付着忌避活性を示した2種類の海綿から、新規化合物10-ホルムアミド-4-カジネンをはじめとする4種類の忌避物質を単離した。化学合成した64種類の化合物については8種類の化合物で高い付着忌避活性が認められ、また、毒性も極めて低かった。なかでも、直鎖イソニトリル化合物は付着忌避活性が強く、合成が容易であることから、実用上有望であると考えられた。

概要 （英文）

Excessive growth of marine sessile organisms along water intake pipes constricts and impedes the inflow of cooling water in power plants. In this study, several substances extracted from marine organisms and chemically synthesized from 3-isocyanotheonellin as a lead substance were tested for their antifouling activity and toxicity against barnacle (Balanus amphitrite) larvae.Fractions were extracted with hot methanol and chloroform from 142 marine invertebrates. Fourteen fractions showed an antifouling activity without strong toxicity, and higher activity was shown in the fractions from two sponges collected at Koshikijima, Kagoshima prefecture and Atami, Shizuoka prefecture. Four antifouling substances were isolated from those sponges with bioassay-guided method and their chemical structures were determined mainly with NMR spectral data and chemical transformation. Two substances from the sponge at Kagoshima were suggested to be long chain alkyl esters. The other two substances from Atami were identified as 10-formamide-4- cadinene that has not been reported yet, and well known cadinol. Based on antifouling activity, toxicity, and availability, cadinol is considered to superior for practical use in antifouling paints. Cadinol is commonly found in the oil of Hinoki tree (Japanese cypress).Among 64 synthesized substances, eight substances showed little toxicity with relatively high antifouling activity. Especially, three liner alkyl isonitrile substances are considered to be practically effective for antifouling paints because of their simple structure and easy chemical synthesis.

報告者

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