Horticultural Crops Laboratory, Agricultural Research Service, US Department of Agriculture, 3420 NW Orchard Avenue, Corvallis, Oregon 97330, United States.
J Agric Food Chem. 2012 Jan 11;60(1):339-45. doi: 10.1021/jf203913p. Epub 2011 Dec 16.
Meadowfoam (Limnanthes alba L.) is a herbaceous winter-spring annual grown as a commercial oilseed crop. The meal remaining after oil extraction from the seed contains up to 4% of the glucosinolate glucolimnanthin. Degradation of glucolimnanthin yields toxic breakdown products, and therefore the meal may have potential in the management of soilborne pathogens. To maximize the pest-suppressive potential of meadowfoam seed meal, it would be beneficial to know the toxicity of individual glucolimnanthin degradation products against specific soilborne pathogens. Meloidogyne hapla second-stage juveniles (J2) and Pythium irregulare and Verticillium dahliae mycelial cultures were exposed to glucolimnanthin as well as its degradation products. Glucolimnanthin and its degradation product, 2-(3-methoxyphenyl)acetamide, were not toxic to any of the soilborne pathogens at concentrations up to 1.0 mg/mL. Two other degradation products, 2-(3-methoxymethyl)ethanethioamide and 3-methoxyphenylacetonitrile, were toxic to M. hapla and P. irregulare but not V. dahliae. The predominant enzyme degradation product, 3-methoxybenzyl isothiocyanate, was the most toxic compound against all of the soilborne pathogens, with M. hapla being the most sensitive with EC(50) values (0.0025 ± 0.0001 to 0.0027 ± 0.0001 mg/mL) 20-40 times lower than estimated EC(50) mortality values generated for P. irregulare and V. dahliae (0.05 and 0.1 mg/mL, respectively). The potential exists to manipulate meadowfoam seed meal to promote the production of specific degradation products. The conversion of glucolimnanthin into its corresponding isothiocyanate should optimize the biopesticidal properties of meadowfoam seed meal against M. hapla, P. irregulare, and V. dahliae.
银胶菊(Limnanthes alba L.)是一种草本冬季-春季一年生植物,作为商业油籽作物种植。从种子中提取油后剩余的残渣中含有高达 4%的硫代葡萄糖苷葡萄糖苷。葡萄糖苷的降解会产生有毒的分解产物,因此残渣可能对土壤病原体的管理具有潜在的用途。为了最大限度地发挥银胶菊种子残渣的害虫抑制潜力,了解单个葡萄糖苷降解产物对特定土壤病原体的毒性将是有益的。用葡萄糖苷以及其降解产物 2-(3-甲氧基苯基)乙酰胺处理二龄幼虫(J2)和 Pythium irregulare 和 Verticillium dahliae 的菌丝体培养物。在高达 1.0 mg/mL 的浓度下,葡萄糖苷及其降解产物 2-(3-甲氧基苯基)乙酰胺对任何土壤病原体均无毒性。另外两种降解产物 2-(3-甲氧基甲基)乙硫酰胺和 3-甲氧基苯乙腈对 M. hapla 和 P. irregulare 有毒,但对 V. dahliae 无毒。主要的酶降解产物 3-甲氧基苄基异硫氰酸酯是对所有土壤病原体最有毒的化合物,其中 M. hapla 最敏感,EC(50)值(0.0025 ± 0.0001 至 0.0027 ± 0.0001 mg/mL)比 P. irregulare 和 V. dahliae 的估计 EC(50)致死值低 20-40 倍(分别为 0.05 和 0.1 mg/mL)。有可能操纵银胶菊种子残渣来促进特定降解产物的产生。将葡萄糖苷转化为相应的异硫氰酸酯应能优化银胶菊种子残渣对 M. hapla、P. irregulare 和 V. dahliae 的生物农药特性。