| Budget Amount *help |
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2017: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
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| Outline of Final Research Achievements |
Nigricanoseides, isolated from the green alga Avrainvillea nigricans, belong to a monogalactosyldiacylglycerol family and were reported to exhibit potent growth inhibition against cancer cells due to their anti-mitotic activity. Based on the absolute stereochemistry of nigricanoside A dimethyl ester elucidated by Ready and coworkers in 2015, a new convergent total synthesis of the compound was planned to realize the efficient supply. So far, the ether-cross-linkages between the upper and the lower fatty acid chains and between the lower fatty acid chain and the galactose moiety have been constructed based on chirality transferring Ireland-Claisen rearrangement. A prototype synthetic route to the right-half segment of nigricanoside A dimethyl ester has also been developed. Furthermore, a construction method for the C9'-C10' double bond has been developed by use of model compounds having ether bonds adjacent to the reaction centers.
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