Biotechnology Research Institute, Chinese Academy of Agricultural Sciences, 12 Zhongguancun South Street, Beijing 100081, P. R. China.
The National Key Facility for Crop Gene Resources and Genetic Improvement, Institute of Crop Sciences, Chinese Academy of Agricultural Sciences, 12 Zhongguancun South Street, Beijing 100081, P. R. China.
J Agric Food Chem. 2024 Mar 27;72(12):6315-6326. doi: 10.1021/acs.jafc.3c08984. Epub 2024 Mar 12.
Eco-friendly bioherbicides are urgently needed for managing the problematic weed . A mass spectrometry- and bioassay-guided screening approach was employed to identify phytotoxic secondary metabolites from fungi for the development of such bioherbicides. This effort led to the discovery of six phytotoxic 16-residue peptaibols, including five new compounds (-) and a known congener (), from sp. XJ1056. Their planar structures were elucidated through the analysis of tandem mass and NMR spectroscopic data. The absolute configurations of the chiral amino acids were determined by advanced Marfey's method and chiral-phase liquid chromatography-mass spectrometry (LC-MS) analysis. Bioinformatic analysis and targeted gene disruption identified the biosynthetic gene cluster for these peptaibols. Compounds and significantly inhibited the radicle growth of seedlings, and demonstrated potent postemergence herbicidal activity against while exhibiting minimal toxicity to . Structure-activity relationship analysis underscored the importance of -4-hydroxy-l-prolines at both the 10th and 13th positions for the herbicidal activities of these peptaibols.
为了有效治理难除杂草，我们急需环保型生物除草剂。本研究采用基于质谱分析和生物测定的导向筛选方法，从真菌中寻找具有除草活性的次生代谢产物，以期开发新型生物除草剂。从 sp. XJ1056 中，我们发现了六种具有生物活性的十六肽类化合物，包括五种新化合物 (-) 和一种已知类似物 ()。通过串联质谱和 NMR 波谱数据分析，我们解析了它们的平面结构。利用 Marfey 衍生化法和手性柱高效液相色谱-质谱联用（LC-MS）分析确定了这些化合物中手性氨基酸的绝对构型。生物信息学分析和靶向基因敲除技术鉴定了这些肽类化合物的生物合成基因簇。化合物 和 对 种子胚根伸长具有显著的抑制作用，化合物 对 具有优异的苗后除草活性，且对 的毒性较低。构效关系分析表明，在这两种化合物中，第 10 位和第 13 位的 -4-羟基-l-脯氨酸对于除草活性非常重要。
