35005-55-1Relevant academic research and scientific papers
Modular and scalable synthesis of nematode pheromone ascarosides: Implications in eliciting plant defense response
Chen, Lan,Deng, Xu,Guo, Xiaoli,Ma, Jinjin,Ning, Shuai,Yang, Chao,Zeng, Guangyao,Zhang, Lei,Zhou, Yingjun
, p. 4956 - 4961 (2020/07/30)
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 23percent 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 ascrNo.1 and ascrNo.18 treatment resulted in enhanced callose accumulation in Arabidopsis leaves. And ascrNo.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.
LIPASE CATALYZED SYNTHESIS OF MACROCYCLIC LACTONES IN ORGANIC SOLVENTS
Makita, Atushi,Nihira, Takuya,Yamada, Yasuhiro
, p. 805 - 808 (2007/10/02)
A new method for the preparation of macrocyclic lactones from ω-hydroxyacid methyl esters is described.The approach utilizes intramolecular transesterification catalyzed by lipase in organic solvents.The procedure is also applicable to the synthesis of asymmetric lactones.
