Artabolide, a novel polar auxin transport inhibitor isolated from Artemisia absinthium

作者：Arai Tsukasa; Toda Yuta; Kato Kiyotaka; Miyamoto Kensuke; Hasegawa Tsuyoshi; Yamada Kosumi; Ueda Junichi; Hasegawa Koji; Inoue Tsuyoshi; Shigemori Hideyuki^*

来源：Tetrahedron, 2013, 69(34): 7001-7005.

DOI：10.1016/j.tet.2013.06.052

• Artabolide
• alpha-Methylene-gamma-lactone
• Modified Mosher%26apos
• s method
• Polar auxin transport inhibitor
• X-ray crystal structure analysis

A new sesquiterpene with an alpha-methylene-gamma-lactone moiety, artabolide (1), and three known derivatives 2-4 were isolated from Artemisia absinthium. The structure of 1 was elucidated by 1D and 2D NMR analyses, and the absolute configuration was determined using the modified Mosher%26apos;s method and X-ray crystal structural analysis. Approximately 2.5 mu g/plant treatment of artabolide (1) exhibited ca. 50% inhibition of polar auxin transport in radish hypocotyls, while 2-4 showed no significant inhibitory activity. Therefore, these results support the importance of the alpha-methylene-gamma-lactone moiety for the inhibition of polar auxin transport.

• 出版日期2013-8-26