Natural phytotoxins are valuable starting points for agrochemical design. Acting as a jasmonate agonist, coronatine represents an attractive herbicidal lead with novel mode of action, and has been an important synthetic target for agrochemical development. However, both restricted access to quantities of coronatine and a lack of a suitably scalable and flexible synthetic approach to its constituent natural product components, coronafacic and coronamic acids, has frustrated development of this target. Here, we report gram-scale production of coronafacic acid that allows a comprehensive structure-activity relationship study of this target. Biological assessment of a >120 member library combined with computational studies have revealed the key determinants of potency, rationalising hypotheses held for decades, and allowing future rational design of new herbicidal leads based on this template.

中文翻译：

---

植物毒素冠状菌素的可扩展的总合成和全面的构效关系研究。

天然植物毒素是农业化学设计的宝贵起点。作为茉莉酸盐的激动剂，冠冕碱代表了一种具有新颖作用方式的引人注目的除草剂，并且已成为农用化学品开发的重要合成靶标。然而，由于难以获得一定量的冠冕碱，以及缺乏对其构成的天然产物成分，冠叶酸和冠状酸的适当可扩展和灵活的合成方法，都挫败了该靶标的开发。在这里，我们报告克朗酸的克规模生产，可以实现此目标的全面的构效关系研究。对超过120个成员库的生物学评估与计算研究相结合，揭示了效能的关键决定因素，合理化了数十年来的假设，