1987 Fiscal Year Final Research Report Summary
Synthesis of the Host-specific Toxins, AK- and AF-toxin
| Project/Area Number |
61571007
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Chemical pharmacy
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| Research Institution | Nagasaki University |
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Principal Investigator |
IRIE Hiroshi Professor, Nagasaki University, 薬学部, 教授 (00025686)
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| Co-Investigator(Kenkyū-buntansha) |
UENO Tamio Associate Professor, Kyoto University, 農学部, 助教授 (20026579)
TAKEDA Sigeko Research Assistant, Nagasaki University, 薬学部, 助手 (50039640)
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| Project Period (FY) |
1986 – 1987
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| Keywords | Total synthesis of natural products / Host-specific toxins / Nijisseiki / Stereostructure / 不斉源 |
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| Research Abstract |
Total synthesis of the methyl esters of AK-toxin II and AF-toxin IIa and IIc, the host-specific toxins for Japanease pear Nijisseiki, was accomplished by starting from Vitamin C as a chiral starting material. Investigation of biological activities of several kinds of the intermediates prepared on the course of the synthesis confirmed that the stereochemistry of two chiral centers in the trienoic acid moiety of these toxins has tight relationship with toxic properties of the toxins. Futhermore, the synthesis revealed the availability of Vitamin C to synthesis of natural products as an appropriate chiral pool.
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