非手性和手性（E）-烯胺基吡喃-2,4-二酮的制备及其植物毒性活性。

Preparation of achiral and chiral (E)-enaminopyran-2,4-diones and their phytotoxic activity.

作者信息

Dias Luiz C, Demuner Antônio J, Valente Vânia M M, Barbosa Luiz C A, Martins Felipe T, Doriguetto Antônio C, Ellena Javier

机构信息

Institute of Chemistry, University of Campinas, UNICAMP, P.O. Box 6154, 13084-971, Campinas, SP, Brazil.

出版信息

J Agric Food Chem. 2009 Feb 25;57(4):1399-405. doi: 10.1021/jf802805f.

DOI:10.1021/jf802805f

PMID:19170511

Abstract

A short and efficient approach to a range of new chiral and achiral functionalized (E)-enaminopyran-2,4-diones starting with commercially available dehydroacetic acid is described. The phytotoxic properties of these (E)-enaminopyran-2,4-diones were evaluated by their ability to interfere with the growth of Sorghum bicolor and Cucumis sativus seedlings. A different sensitivity of the two crops was evident with the (E)-enaminopyran-2,4-diones. The most active compounds were also tested against two weeds, Ipomoea grandifolia and Brachiaria decumbens. To the best of our knowledge, this is the first report describing enaminopyran-2,4-diones as potential plant growth regulators.

摘要

本文描述了一种从市售脱氢乙酸出发，合成一系列新型手性和非手性官能化（E）-烯胺基吡喃-2,4-二酮的简短而有效的方法。通过这些（E）-烯胺基吡喃-2,4-二酮干扰高粱和黄瓜幼苗生长的能力来评估其植物毒性特性。两种作物对（E）-烯胺基吡喃-2,4-二酮表现出不同的敏感性。还对最具活性的化合物针对两种杂草，即大叶牵牛和臂形草进行了测试。据我们所知，这是第一份将烯胺基吡喃-2,4-二酮描述为潜在植物生长调节剂的报告。