Plant Protection Oriented Synthetic Studies on Bioactive Terpenoids

面向植物保护的生物活性萜类化合物的合成研究

• 批准号: 16580088
• 负责人: TAKIKAWA Hirosato
• 金额: $ 2.05万
• 依托单位: Kobe University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2004
• 资助国家: 日本
• 起止时间: 2004 至 2005
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-16580088/
• 关键词: plant protection; terpenoid; allelopathy; total synthesis; 光学分割; 絶対立体配置

In this research, syntheses of bioactive natural terpenoids have been studied. The practical synthetic targets are breviones, annuionones and sundiversifolide. Breviones are allelopathic diterpenoids isolated from Penicillium sp. Annuionones and sundiversifolide are also allelopathic agents isolated from sunflower. These allelopathic terpenoids may have the agricultural potential as environmentally benign herbicides. Thus, the main objective of this research is not only "total synthesis" but also contribution for "plant protection".The representative achievements of this work are as follows :1.The first synthesis of both enantiomers of brevione B was accomplished. The absolute configuration of naturally occurring brevione B was therefore determined.2.The first synthesis of both enantiomers of annuionone A was accomplished. The absolute configuration of naturally occurring annuionone A was therefore determined.3.The formal synthesis of sundiversifolide was achieved by employing Claisen rearrangement as the key step.The detailed bioassay of synthesized samples including synthetic intermediates is now in preparation.

在这项研究中，已经研究了生物活性天然萜类化合物的合成。实用的合成目标是Breviones，Annuionones和Sundiversifolide。 Breviones是从青霉sp。 Annuionones和Sundiversifolide也是从向日葵中隔离的化属剂。这些推导性萜类化合物可能具有环境良性除草剂的农业潜力。因此，这项研究的主要目的不仅是“总合成”，而且对“植物保护”的贡献也是如此。这项工作的代表性成就如下：1。完成了Brevione B的两个对映异构体的首次合成。因此，确定了天然发生的Brevione B的绝对构型。因此，确定了天然存在的环酮A的绝对构型。3。SundiverSifolide的形式合成是通过使用Claisen重排作为关键步骤来实现的。现在正在准备合成样品的详细生物测定，包括合成中间体。

项目成果

Synthetic studies on natural products having useful bioactivity and unique structure

具有有用生物活性和独特结构的天然产物的合成研究

• 发表时间: 2004
• 期刊: Nippon Nogeikagaku Kaishi 78-10
• 作者: A.Shimada;H.Yamane;Y.Kimura;Tomomi Imamura;Tomomi Imamura;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;Hirosato Takikawa;Hirosato Takikawa;滝川浩郷;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;滝川 浩郷;Hirosato Takikawa
• 通讯作者: Hirosato Takikawa

有用な生物活性および特異な構造を有する天然有機化合物の合成研究

具有有用生物活性和独特结构的天然有机化合物的合成研究

• 发表时间: 2004
• 期刊: 日本農芸化学会誌 78巻・10号
• 作者: A.Shimada;H.Yamane;Y.Kimura;Tomomi Imamura;Tomomi Imamura;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;Hirosato Takikawa;Hirosato Takikawa;滝川浩郷;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa;滝川 浩郷;Hirosato Takikawa;滝川 浩郷
• 通讯作者: 滝川 浩郷

Synthesis and absolute configuratin of bevione B, an allelochemical isolated from Penicillium sp.

Bevione B 的合成和绝对配置，bevione B 是一种从青霉菌中分离出来的化感物质。

• 发表时间: 2006
• 期刊: Tetrahedron 62巻・1号
• 作者: A.Shimada;H.Yamane;Y.Kimura;Tomomi Imamura;Tomomi Imamura;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;Hirosato Takikawa
• 通讯作者: Hirosato Takikawa

Synthetic studies on allelopathic terpenoids

化感萜类化合物的合成研究

• 发表时间: 2006
• 期刊: Journal of Synthetic Organic Chemistry, Japan (Yuki Gosei, Kagaku Kyokaishi) 64(in press)
• 作者: A.Shimada;H.Yamane;Y.Kimura;Tomomi Imamura;Tomomi Imamura;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;Hirosato Takikawa;Hirosato Takikawa;滝川浩郷;Hirosato Takikawa;Hirosato Takikawa;Hirosato Takikawa
• 通讯作者: Hirosato Takikawa

Synthetic studies on breviones and structurally related natural products

短草酮及结构相关天然产物的合成研究

• 发表时间: 2006
• 期刊: Biosci. Biotechnol. Biochem 70(印刷中)
• 作者: A.Shimada;H.Yamane;Y.Kimura;Tomomi Imamura;Tomomi Imamura;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;N.Takahashi;Hirosato Takikawa;Hirosato Takikawa
• 通讯作者: Hirosato Takikawa