P-16 エゾマツ外皮の含有成分 : Epoxyserratane,Picane,及びJezane型新炭素骨格を有するトリテルペノイドの構造と生合成経路の考察(ポスター発表の部)
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概要
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Previously, we have reported on the structures and anti-tumor-promoting activity of three triterpeneoids bearing a novel skeltal system of 14(13→12)abeo-12αH-serratane, for which we named "picane", isolated from the stem bark of Picea jezoensis Carr. hondoensis (Pinaceae). The above study prompted us to search for another new consitutents having more potent biological activity from the bark of Picea jezoensis Carr. jezoensis. Recently, we reported the isolation and the structure elucidation of 21α-hydroxy-3β-methoxyserrat-14-en-30-al and three 14β,15β-serratanes from the cuticle of the latter tree. Further examination of the cuticle led to the isolation of six new triterpenoids involving jezanals A (15) and B (16), having a novel skeletal system of 16(15→14)abeo-13βH-serratane which we gave the name of "jezane", and their structures were established as 21α-methoxyserrat-13-en-3,15-dione (11), 13β, 14β-epoxy-21α-methoxyserratan-3-one (12), 13β, 14β-epoxy-3β-methoxyserratan-21β-ol (13), 14β-hydroxypican-3,13,21-trione (14), 21β-hydroxy-3β-methoxyjezan-15β-al(15) and 21β-hydroxy-3α-methoxyjezan-15β-al (16), by chemical, spectral and single crystal X-ray analytical evidence. The most probable biosynthetical routes of 15 and 16 from the known serrat-14-enes via corresponding epoxy-derivatives were also discussed on the basis of success in their one step biomimeitic syntheses using MCPBA and BF_3-etherate.
- 天然有機化合物討論会の論文
- 1995-09-01
著者
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田中 麗子
大阪薬科大学医薬品化学教室
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田中 麗子
大阪薬大
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松永 春洋
大阪薬科大学医薬品化学教室
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辻本 和広
大阪薬大
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尹 康子
大阪薬大
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松永 春洋
大阪薬大
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村岡 修
近大薬
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尹 康子
大阪薬科大学
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