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Phyllostictine A : total synthesis, structural verification and determination of substructure responsible for plant growth inhibition
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Riemer, Martin, Uzunova, Veselina, Riemer, Nastja, Clarkson, Guy J., Pereira, Nicole, Napier, R. (Richard) and Shipman, Michael (2018) Phyllostictine A : total synthesis, structural verification and determination of substructure responsible for plant growth inhibition. Chemical Communications, 54 (52). pp. 7211-7214. doi:10.1039/c8cc03349h ISSN 1359-7345.
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Official URL: http://dx.doi.org/10.1039/c8cc03349h
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.
| Item Type: | Journal Article | ||||||||||||||||||
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| Subjects: | Q Science > QD Chemistry Q Science > QK Botany |
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| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry Faculty of Science, Engineering and Medicine > Science > Life Sciences (2010- ) |
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| Library of Congress Subject Headings (LCSH): | Fungal metabolites, Arabidopsis thaliana, Stereochemistry, Herbicides | ||||||||||||||||||
| Journal or Publication Title: | Chemical Communications | ||||||||||||||||||
| Publisher: | Royal Society of Chemistry | ||||||||||||||||||
| ISSN: | 1359-7345 | ||||||||||||||||||
| Official Date: | 26 June 2018 | ||||||||||||||||||
| Dates: |
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| Volume: | 54 | ||||||||||||||||||
| Number: | 52 | ||||||||||||||||||
| Number of Pages: | 4 | ||||||||||||||||||
| Page Range: | pp. 7211-7214 | ||||||||||||||||||
| DOI: | 10.1039/c8cc03349h | ||||||||||||||||||
| Status: | Peer Reviewed | ||||||||||||||||||
| Publication Status: | Published | ||||||||||||||||||
| Access rights to Published version: | Open Access (Creative Commons) | ||||||||||||||||||
| Date of first compliant deposit: | 16 May 2018 | ||||||||||||||||||
| Date of first compliant Open Access: | 23 July 2018 | ||||||||||||||||||
| RIOXX Funder/Project Grant: |
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