An article Modular and scalable synthesis of nematode pheromone ascarosides: implications in eliciting plant defense response WOS:000546177200011 published article about NOVO ASYMMETRIC-SYNTHESIS; SMALL-MOLECULE SIGNALS; CAENORHABDITIS-ELEGANS; METABOLOMICS REVEALS; BUILDING-BLOCKS; BIOSYNTHESIS; METABOLISM; PERCEPTION; RESISTANCE; PATTERNS in [Ning, Shuai; Ma, Jinjin; Chen, Lan; Zeng, Guangyao; Zhou, Yingjun; Deng, Xu] Cent South Univ, Xiangya Sch Pharmaceut Sci, Changsha 410013, Hunan, Peoples R China; [Zhang, Lei; Yang, Chao; Guo, Xiaoli] Huazhong Agr Univ, State Key Lab Agr Microbiol, Coll Plant Sci & Technol, Wuhan 430070, Hubei, Peoples R China in 2020.0, Cited 43.0. The Name is 1,1,1-Triethoxyethane. Through research, I have a further understanding and discovery of 78-39-7. Application In Synthesis of 1,1,1-Triethoxyethane
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 the 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 1-O, 2-O, and 4-O substituted ascarosides, but also provides valuable insights into their biological activities in inducing plant defense response, as well as their mode of action.
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