Graduate School of Agriculture, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan.
J Agric Food Chem. 2022 Jul 20;70(28):8767-8775. doi: 10.1021/acs.jafc.2c01926. Epub 2022 Jul 7.
3-(7'-Aryl-9'-hydroxyprop-8'-yl)coumarin, which is a structural isomer of a -2-hydroxybenzylidene-γ-butyrolactone-type lignan, was stereoselectively synthesized and subjected to plant growth regulation examination. ()-4'-Methoxyphenyl derivative showed stereospecific plant growth suppressive activity. The significance of the presence of hydroxy group at the 9'-position for the activity was clarified. The effect of the substituent at the 7'-aryl group was also shown. The 3'-methoxy, 4'-methoxy, and 4'-trifluoromethyl derivatives , , and led to the most significant growth suppression of Italian ryegrass roots. The 2'-methoxy derivative and 4'-methoxy derivative provided the most growth suppressive activity against lettuce shoots and roots, respectively.
3-(7'-芳基-9'-羟基丙-8'-基)香豆素是一种 α-2-羟基苯亚甲基-γ-丁内酯型木脂素的结构异构体，它被立体选择性合成并进行了植物生长调节试验。()-4'-甲氧基苯基衍生物 表现出立体特异性的植物生长抑制活性。羟基在 9'-位的存在对活性的重要性得到了阐明。7'-芳基取代基的影响也得到了显示。3'-甲氧基、4'-甲氧基和 4'-三氟甲基衍生物 、 和 导致意大利黑麦草根的生长抑制最为显著。2'-甲氧基衍生物 和 4'-甲氧基衍生物 分别对生菜芽和根的生长抑制活性最强。
