Key Laboratory of Traditional Chinese Medicine Resources and Chemistry of Hubei Province, Hubei University of Chinese Medicine, Wuhan 430065, China.
National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China.
J Agric Food Chem. 2022 Feb 9;70(5):1494-1506. doi: 10.1021/acs.jafc.1c06417. Epub 2022 Jan 28.
Allelopathy is considered an environmentally friendly and resource-conserving approach to weed control because allelochemicals degrade easily and cause less pollution than traditional chemical herbicides. In this study, the allelopathic active constituents of were elucidated by activity-guided isolation and ultraperformance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC-QTOF-MS). First, a crude extract prepared in water was fractionated using macroporous resin D101 to obtain three fractions (Fr.A-C). Combined with the allelopathic activity assay on and , Fr.C was determined to be the most active fraction. We identified 14 compounds in the active fraction (Fr.C) using UPLC-QTOF-MS, including 13 phenolic compounds. Accordingly, phenolic components have been suggested as the main allelochemicals in . Thereafter, Fr.C was further isolated by octadecylsilyl (ODS) chromatography to obtain eight subfractions (Fr.C-1-Fr.C-8). Finally, isochlorogenic acid A (ICGAA) was purified from Fr.C-3 by semipreparative liquid chromatography, which was detected in the growth environment of . Furthermore, we evaluated the allelopathic effects of ICGAA on six weeds from different families and genera for the first time. The results showed that ICGAA is a novel allelochemical with broad herbicidal activity. In addition, we analyzed the inhibitory effect and molecular mechanism of ICGAA on the growth of seedlings. Optical microscopy and transmission electron microscopy (TEM) revealed the degradation of membrane structures and organelles after ICGAA treatment. Transcriptome and real-time polymerase chain reaction (RT-qPCR) analysis showed that ICGAA inhibited the growth of weeds mainly by inhibiting the diterpenoid biosynthesis pathway (especially gibberellins, GAs). The decrease of gibberellin (GA) contents after ICGAA treatment also confirmed these results. In brief, this study provides new material sources and theoretical support for developing biological herbicides for agroecosystems.
化感作用被认为是一种环保且节约资源的杂草控制方法,因为化感化合物易于降解,比传统的化学除草剂造成的污染更少。在这项研究中,通过活性导向分离和超高效液相色谱-四极杆飞行时间质谱(UPLC-QTOF-MS)阐明了 的化感活性成分。首先,用水制备的粗提取物用大孔树脂 D101 进行分馏,得到三个馏分(Fr.A-C)。结合对 和 的化感活性测定,Fr.C 被确定为最活跃的馏分。我们使用 UPLC-QTOF-MS 鉴定了活性馏分(Fr.C)中的 14 种化合物,包括 13 种酚类化合物。因此,酚类成分被认为是 的主要化感物质。此后,Fr.C 进一步通过十八烷基硅烷(ODS)色谱法分离得到八个亚馏分(Fr.C-1-Fr.C-8)。最后,从 Fr.C-3 中通过半制备液相色谱法纯化出异绿原酸 A(ICGAA),该物质在 的生长环境中被检测到。此外,我们首次评估了 ICGAA 对来自不同科和属的六种杂草的化感作用。结果表明,ICGAA 是一种具有广泛除草活性的新型化感物质。此外,我们分析了 ICGAA 对 幼苗生长的抑制作用及其分子机制。光学显微镜和透射电子显微镜(TEM)显示,ICGAA 处理后膜结构和细胞器降解。转录组和实时聚合酶链反应(RT-qPCR)分析表明,ICGAA 主要通过抑制二萜生物合成途径(特别是赤霉素,GA)来抑制杂草的生长。ICGAA 处理后赤霉素(GA)含量的降低也证实了这些结果。总之,本研究为开发农业生态系统生物除草剂提供了新的材料来源和理论支持。