Synthetic Studies on Anti-Mitotic Natural Products, Nigricanosides, and Their Artificial Analogues for Biological Evaluation

2014 Fiscal Year Final Research Report

• Project/Area Number: 24510289
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Living organism molecular science
• Research Institution: Hokkaido University
• Principal Investigator: FUJIWARA Kenshu 北海道大学, 理学(系)研究科(研究院), 准教授 (20222268)
• Project Period (FY): 2012-04-01 – 2015-03-31
• Keywords: 天然物合成化学 / 有糸分裂阻害 / ニグリカノシド / 人工類縁体 / 有機化学 / 立体選択的合成 / グリセロ糖脂質 / エーテル化合物

Outline of Final Research Achievements

Nigricanoseides, isolated from the green alga Avrainvillea nigricans, belong to a monogalactosyldiacylglycerol family and exhibit potent growth inhibition against cancer cells due to their anti-mitotic activity. Because of the scarce supply from natural source and the unknown stereochemistry, nigricanosides are not explored biologically in detail. Therefore, studies aiming at the elucidation of their stereochemistry and biological activity have commenced with the chemical synthesis of artificial analogues of nigricanoseide A dimethyl ester. As a result, a common method for the construction of the two ether linkages has been established, and several artificial analogues have been synthesized.

Free Research Field

有機合成化学