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石耳毒素 A：全合成、结构确证及植物生长抑制活性构效关系研究。

Phyllostictine A: total synthesis, structural verification and determination of substructure responsible for plant growth inhibition.

机构信息

Department of Chemistry, University of Warwick, Gibbet Hill Road, Coventry, CV4 7AL, UK.

出版信息

Chem Commun (Camb). 2018 Jun 26;54(52):7211-7214. doi: 10.1039/c8cc03349h.

DOI:10.1039/c8cc03349h
PMID:29897060
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6018569/
Abstract

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.

摘要

首次全合成了石杉堿 A（PA），证实了该真菌代谢产物的结构及其（6S,7R,8S）-立体化学构型。合成的 PA 及其含有 5-亚甲基-1,5-二氢-2H-吡咯-2-酮核的类似物在对拟南芥根生长的抑制活性测定中均表现出微摩尔级别的抑制活性，这表明该杂环亚基是天然产物除草活性的关键。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/b92f83be0955/c8cc03349h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/2f65135215e6/c8cc03349h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/a6b4c7011d5e/c8cc03349h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/0da0254b3361/c8cc03349h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/b52329dba757/c8cc03349h-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/b92f83be0955/c8cc03349h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/2f65135215e6/c8cc03349h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/a6b4c7011d5e/c8cc03349h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/0da0254b3361/c8cc03349h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/b52329dba757/c8cc03349h-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20f/6018569/b92f83be0955/c8cc03349h-f2.jpg

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