89 オカダ酸の構造活性相関(ポスター発表の部)

• 倉本 誠

  静岡大教養

• 石田 貴子

  静岡大教養

• 山田 展子

  静岡大教養

• 山田 昭浩

  静岡大教養

• 上村 大輔

  静岡大教養

• 灰野 岳晴

  (財)相模中研

• 山田 薫

  (財)相模中研

• 伊集院 保治

  (財)相模中研

• 藤田 憲一

  日本電子(株)

書誌事項

タイトル別名

• 89 STRUCTURE-ACTIVITY RELATIONSHIP OF OKADAIC ACID

抄録

Marine organisms produce novel compounds with remarkable biological activitites. Our studies have been carried out in order to clarify function-fine structure interrelationship of the super-carbon-chain compounds such as okadaic acid (2). This super-carbon-chain compound exhibits marked in vitro cytotoxicity and causes diarrhetic shellfish poisoning. Interestingly, okadaic acid is a potent inhibitor of protein phosphatases 1 and 2A. Then, the conjugated form of okadaic acid with glycine, glycookadaic acid was proved to be an anticachexia substance. Our study toward elucidation of interrelationship between fine structure and activity was started. By the NMR data analysis, we proposed importance of the formation of a flexible cavity between C1 carboxyl group and C24 hydroxyl group. Based on the flexible cavity hypothesis (Fig. 1), C24 hydroxyl group was epimerized by reaction sequencing. Epimerization at C24 was reduced the cytotoxicity of okadaic acid by two orders of magnitude. Two corresponding epimers at C27 and C7 were obtained by chemical reactions. Experiment for cytotoxicity of these epimers is currently under way. Our flexible caivity hypothesis will be supported by the fact that two epimers does not work against L1210 tumor cells.

収録刊行物

• 天然有機化合物討論会講演要旨集

  天然有機化合物討論会講演要旨集 35 (0), 693-700, 1993

  天然有機化合物討論会実行委員会

詳細情報

• CRID: 1390282681054841088
• NII論文ID: 110006679253
• DOI: 10.24496/tennenyuki.35.0_693
• ISSN: 24331856
• 本文言語コード: ja
• データソース種別:
  • JaLC
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可