Chiral synthesis of sesterterpene YW3699 bearing inhibitory activity of GPI synthesis and its absolute configuration
| Project/Area Number |
22590028
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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 |
Chemical pharmacy
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| Research Institution | Tokushima Bunri University |
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Principal Investigator |
TORI Motoo 徳島文理大学, 薬学部, 教授 (90163956)
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| Project Period (FY) |
2010-10-20 – 2014-03-31
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| Project Status |
Completed (Fiscal Year 2013)
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| Budget Amount *help |
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2013: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2012: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2011: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2010: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
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| Keywords | YW3699 / セスタテルペン / RCM反応 / 絶対配置 / GPI / キラル合成 / 8員環 |
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| Research Abstract |
The purpose of this study is to synthesize chiral compound of YW3699, which exhibits inhibitory activity against GPI synthesis of malaria tipanosoma, to determine the absolute configuration and to provide the substance to test the activity as well as to find a relationship between activity and structures. Many model compounds were synthesized and metathesis reactions to cyclize to 8-membered carbocycles were attempted to yield the desired compounds in high yield by tuning the functional groups present in the substrates. The stereochemistry of the products were determined by NMR spectroscopy. The substrate bearing the functional groups quite similar to the natural product was prepared in chiral forms.
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Report
(5 results)
Research Products
(42 results)
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[Journal Article] Overlapping chemical and genetic diversity in Ligularia lamarum and Ligularia subspicata. Isolation of ten new eremophilanes and a new seco-bakkane compound2011
Author(s)
Y.Saito, Y.Iwamoto, Y.Takashima, K.Mihara, Y.Sasaki, M.Fujiwara, M.Sakaoku, M.Tori, R.Hanai, M.Hattori, X.Gong, A.Shimizu, X.Chao, C.Kuroda
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Journal Title
Tetrahedron
Volume: 67
Pages: 2220-2231
Related Report
Peer Reviewed
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