Yamazoe Sayumi, Hasegawa Koji, Shigemori Hideyuki
Graduate School of Life and Environmental Sciences, University of Tsukuba, Tennodai 1-1-1, Tsukuba 305-8572, Japan.
Phytochemistry. 2007 Jun;68(12):1706-11. doi: 10.1016/j.phytochem.2007.03.036. Epub 2007 May 25.
Polyacetylenes 1 and 2 were isolated from extracts of Japanese ivy (Hedera rhombea Bean) flower buds, with their chemical structures established on the basis of extensive 1D and 2D NMR and MS analyses. The absolute configurations of compounds 1 and 2 were determined by both chemical means, and by using the modified Mosher's method. Compound 1 is the first polyacetylene having an ester linkage between falcarindiol (3) and indole-3-acetic acid (IAA) moieties and 2 also had an unique substructure containing a conjugated diene adjacent to a hydroxy group. Polyacetylenes 1, 2, and 3 were also subjected to assessment of growth inhibition against the shoot and root growth of the monocotyledon plants, rice and perennial ryegrass, as well as the dicotyledons, cockscomb, lettuce, cress, and fenugreek. The most bioactive compound appeared to be compound 1, while 2 showed no activity. Compound 1 selectively showed growth inhibitory activity against dicotyledons.
聚乙炔1和2是从日本常春藤（菱叶常春藤）花芽提取物中分离得到的，其化学结构是基于广泛的一维和二维核磁共振及质谱分析确定的。化合物1和2的绝对构型通过化学方法和改良的莫舍尔方法确定。化合物1是第一种在法卡林二醇（3）和吲哚 - 3 - 乙酸（IAA）部分之间具有酯键的聚乙炔，化合物2也具有独特的亚结构，在羟基附近含有一个共轭二烯。聚乙炔1、2和3还对单子叶植物水稻和多年生黑麦草以及双子叶植物鸡冠花、生菜、水芹和胡芦巴的地上部和根部生长进行了生长抑制评估。活性最强的化合物似乎是化合物1，而化合物2没有活性。化合物1对双子叶植物选择性地表现出生长抑制活性。
