2010 Fiscal Year Final Research Report
Synthetic Studies of Isoquinoline and Indole Alkaloids Using Asymmetric Catalysis
| Project/Area Number |
20590012
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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 | Showa University |
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Principal Investigator |
ITOH Takashi Showa University, 薬学部, 教授 (40159885)
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| Co-Investigator(Kenkyū-buntansha) |
NAGATA Kazuhiro 昭和大学, 薬学部, 准教授 (20208010)
KANEMITSU Takuya 昭和大学, 薬学部, 助教 (10372913)
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| Project Period (FY) |
2008 – 2010
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| Keywords | インドールアルカロイド / イソキノリンアルカロイド / 酵素阻害薬 / 不斉合成 / 有機触媒 / 海洋天然物 / グルコシダーゼ阻害薬 |
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| Research Abstract |
There have been various kinds of indole and isoquinoline alkaloids which have intense bioactivity. Although it has been known for several cases that enantiomeric isomers have different bioactivities, there are no general synthetic method that is useful for the selective synthesis of both enantiomers. We have been studying the development of asymmetric synthesis of both enantiomers of alkaloids by the use of organocatalysts and organocopper reagents, and found several asymmetric addition reactions to isoquinoline and b-carboline moieties. these reaction products were applied to the asymmetric synthesis of several bioactive alkaloids. The reaction was also used for the preparation of schulzeine A and penasulfate A, both of which are marine alkaloids having a-glucosidase inhibitory activity.
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