SynBioC Research Group, Department of Green Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, 9000 Ghent, Belgium.
Laboratory of Applied Mycology and Phenomics, Department of Plants and Crops, Faculty of Bioscience Engineering, Ghent University, Valentin Vaerwyckweg 1, 9000 Ghent, Belgium.
J Agric Food Chem. 2024 Sep 11;72(36):19644-19656. doi: 10.1021/acs.jafc.4c04811. Epub 2024 Sep 3.
The growing problem of herbicide resistance necessitates the development of novel herbicidal active ingredients, together with other integrated weed management approaches. Natural products are a major source of inspiration for novel actives. In previous research, we identified a 3-acyltetramic acid of microbial origin that inhibited algal growth in marine biofilms, at least in part through inhibition of photosystem II. In this work, we demonstrate the herbicidal effect of this lead compound and construct multiple libraries to test the impact of the different substituents of the central scaffold in order to study the structure-activity relationships. Among these analogues, the highest activities were found for medium- to long-chain acyl groups and apolar secondary amino acid residues. Finally, we provide first insights into the herbicidal mechanisms and present preliminary field-trial and ecotoxicological results for TA12-Pro, the most active analogue in our library. Together, this research shows the potential of 3-acyltetramic acids for herbicide development.
抗除草剂问题日益严重，这就需要开发新的除草剂活性成分，并结合其他综合杂草管理方法。天然产物是新型活性物质的主要灵感来源。在之前的研究中，我们发现了一种微生物来源的 3-酰基四氢酸，它可以抑制海洋生物膜中的藻类生长，至少部分是通过抑制光系统 II 来实现的。在这项工作中，我们证明了这种先导化合物的除草效果，并构建了多个文库来测试中心支架的不同取代基的影响，以研究结构-活性关系。在这些类似物中，对于中链至长链酰基和非极性仲氨基酸残基，发现了最高的活性。最后，我们提供了关于除草机制的初步见解，并展示了 TA12-Pro 的初步田间试验和生态毒理学结果，TA12-Pro 是我们文库中最活跃的类似物。总的来说，这项研究表明 3-酰基四氢酸在除草剂开发方面具有潜力。
