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Phyllostictine A: total synthesis, structural verification and determination of substructure responsible for plant growth inhibition†
Chemical Communications ( IF 4.3 ) Pub Date : 2018-06-13 00:00:00 , DOI: 10.1039/c8cc03349h
Martin Riemer 1 , Veselina V Uzunova , Nastja Riemer , Guy J Clarkson , Nicole Pereira , Richard Napier , Michael Shipman
Affiliation  

The first total synthesis of phyllostictine A (PA) is reported, which confirms the structure of this fungal metabolite and its (6S,7R,8S)-stereochemistry. Both synthetic PA and an analogue containing the 5-methylene-1,5-dihydro-2H-pyrrol-2-one nucleus exhibit μM inhibitory activity in root growth assays against Arabidopsis thaliana, indicating that this heterocyclic subunit is key to the herbicidal activity of the natural product.

中文翻译:

Phyllostictine A:植物生长抑制亚结构的全合成、结构验证和测定†

首次报道了叶霉碱 A (PA) 的全合成,证实了这种真菌代谢物的结构及其 (6 S ,7 R ,8 S )-立体化学。合成的 PA 和含有 5-methylene-1,5-dihydro-2 H -pyrrol-2-one 核的类似物在针对拟南芥的根生长试验中均表现出 μM 抑制活性,表明该杂环亚基是除草活性的关键的天然产物。
更新日期:2018-06-13
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