Synthesis of the termite defensive trinervitanes possessing the unique IN-OUT skeleton
| Project/Area Number |
09640647
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Faculty of Science,Science University of Tokyo |
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Principal Investigator |
KATO Tadahiro Faculty of Science, Science University of Tokyo, Professor, 理学部, 教授 (20004319)
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| Co-Investigator(Kenkyū-buntansha) |
HOSHIKAWA Masahiro Faculty of Science, Science University of Tokyo, Assistant, 理学部, 助手 (00287468)
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| Project Period (FY) |
1997 – 1999
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| Project Status |
Completed (Fiscal Year 1999)
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| Budget Amount *help |
¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 1999: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1998: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1997: ¥1,400,000 (Direct Cost: ¥1,400,000)
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| Keywords | chemical defensives / organic synthesis / biogenetic type reaction / stereoselective cyclization / IN-OUT skeleton / Cembrene analogues / diterpenes / trinervitanes / 立体選択的環化反応 / シロアリ / 外敵防御物質 / 全合成 / 生合成的合成 / 12-ジヒドロセンブレン / 光学活性セコトリネルビタン / ポリエン環化反応 |
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| Research Abstract |
Several species of termite soldiers inhabiting in the tropics are known to secrete their defensive substances, from which a varieties of cyclic diterpenes were characterized by G.D.Prestwich and his co-workers. The diterpenes are composed of bicyclics known as 2, 3-dihydroxy secotrinervitane, tricyclics as exemplified by 2, 3-dihydroxytrinervitanes, and tetracyclics as typified by kempan. The plausible biogenesis of these skeletons are suggested to commence from geranylgeranyl-OPP to monocyclic neocembrene, well known as a trail pheromone of the termite workers. The six membered ring formation causes the construction of bicyclic secotrinervitane skeleton, which seems the common intermediate for the further cyclization to the trinervitane and kempane skeletons. Based on the biogenetical route, we have already achieved the synthesis of secotrinervitane type diterpene. By the aids of financial support of Grant-in-Aid for Scientific Research c, we have further continued the effects to explore the synthetic route to the trinervitane and kempane skeletons featuring the biogenesis and succeeded the construction of both skeletons from the secotrinervitane.
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Report
(4 results)
Research Products
(10 results)
