Modular and scalable synthesis of nematode pheromone ascarosides: implications in eliciting plant defenses
发布时间:2020-06-18
点击次数:
- 影响因子:
- 3.49
- DOI码:
- 10.1039/D0OB00652A
- 所属单位:
- 湘雅药学院
- 教研室:
- 天然药物化学系
- 发表刊物:
- Organic & Biomolecular Chemistry
- 刊物所在地:
- 伦敦
- 关键字:
- A highly efficient and modular synthesis of nematode pheromone ascarosides was developed, which highlights a 4-step scalable synthesis of the common intermediate 10 in 23% yield from commercially available L-rhamnose by using orthoesterification/benzylation/orthoester rearrangement as the key step. Six diverse ascarosides were synthesized accordingly. Notably, biological investigations revealed that ascr#1 and ascr#18 treatment resulted in enhanced callose accumulation in Arabidopsis leaves. And ascr#18 also increased expression of defense-related genes such as PR1, PDF1.2, LOX2 and AOS, which might contribute to the enhanced plant defense responses. This study not only allows a facile access to the 1-O, 2-O, 4-O variable ascarosides, but also provides valuable insights into their bilogical activities in inducing plant defense, as well as the mode of action.
- 论文类型:
- 期刊论文
- 文献类型:
- J
- 是否译文:
- 否
- 发表时间:
- 2020-06-17
- 收录刊物:
- SCI

中南大学
访问量:次

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