College of Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi Province, PR China.
College of Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi Province, PR China.
Bioorg Med Chem Lett. 2021 May 15;40:127962. doi: 10.1016/j.bmcl.2021.127962. Epub 2021 Mar 17.
Osthole, a coumarin-type natural product, is isolated from Chinese traditional herbal medicine Cnidium monnieri. In order to improve the pesticidal activity of osthole, and high value-added application of the plant Cnidium monnieri, a series of new derivatives containing hydrazone/acylhydrazone/sulfonylhydrazone skeletons at the C-8 position of osthole were regioselectively semi-prepared. The steric structure of 3c was determined by the X-ray crystal structure. Against Mythimna separata Walker, benzoylhydrazone 3b (R = 4-CHPh) showed 1.6 folds potent insecticidal activity of the precursor osthole. Introduction of the acylhydrazones on the 3'-methyl-2'-butylenyl fragment at the C-8 position of osthole can improve the insecticidal activity. These will provide a foundation for future structural modifications of osthole as pesticidal agents.
蛇床子素是一种香豆素型天然产物，从中国传统草药蛇床子中分离得到。为了提高蛇床子素的杀虫活性和提高植物蛇床子的高附加值应用，在蛇床子素的 C-8 位引入了一系列含有腙/酰腙/磺酰腙骨架的新衍生物。通过 X 射线晶体结构确定了 3c 的立体结构。与粘虫相比，苯甲酰腙 3b（R = 4-CHPh）对前体蛇床子素的杀虫活性提高了 1.6 倍。在蛇床子素的 3′-甲基-2′-丁烯基片段的 C-8 位引入酰腙可以提高杀虫活性。这些将为未来作为杀虫剂的蛇床子素的结构修饰提供基础。
