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      Miyabeacin: A new cyclodimer presents a potential role for willow in cancer therapy

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          Abstract

          Willow (Salix spp.) is well known as a source of medicinal compounds, the most famous being salicin, the progenitor of aspirin. Here we describe the isolation, structure determination, and anti-cancer activity of a cyclodimeric salicinoid (miyabeacin) from S. miyabeana and S. dasyclados. We also show that the capability to produce such dimers is a heritable trait and how variation in structures of natural miyabeacin analogues is derived via cross-over Diels-Alder reactions from pools of ortho-quinol precursors. These transient ortho-quinols have a role in the, as yet uncharacterised, biosynthetic pathways around salicortin, the major salicinoid of many willow genotypes.

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          Recent advances in neuroblastoma.

          John Maris (2010)
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            The mechanism of action of aspirin

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              Phenolic glycosides of the Salicaceae and their role as anti-herbivore defenses.

              Since the 19th century the phytochemistry of the Salicaceae has been systematically investigated, initially for pharmaceutical and later for ecological reasons. The result of these efforts is a rich knowledge about the phenolic components, especially a series of glycosylated and esterified derivatives of salicyl alcohol known as "phenolic glycosides". These substances have received extensive attention with regard to their part in plant-herbivore interactions. The negative impact of phenolic glycosides on the performance of many generalist herbivores has been reported in numerous studies. Other more specialized feeders are less susceptible and have even been reported to sequester phenolic glycosides for their own defense. In this review, we attempt to summarize our current knowledge about the role of phenolic glycosides in mediating plant-herbivore interactions. As background, we first review what is known about their basic chemistry and occurrence in plants. Copyright © 2011 Elsevier Ltd. All rights reserved.
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                Author and article information

                Contributors
                jane.ward@rothamsted.ac.uk
                mike.beale@rothamsted.ac.uk
                Journal
                Sci Rep
                Sci Rep
                Scientific Reports
                Nature Publishing Group UK (London )
                2045-2322
                15 April 2020
                15 April 2020
                2020
                : 10
                : 6477
                Affiliations
                [1 ]ISNI 0000 0001 2227 9389, GRID grid.418374.d, Computational and Analytical Sciences Department, Rothamsted Research, West Common, Harpenden, ; Hertfordshire, AL5 2JQ UK
                [2 ]ISNI 0000 0004 1761 325X, GRID grid.469325.f, Present Address: Zhejiang University of Technology, ; 18 Chaowang Road, Hangzhou, P. R. China
                [3 ]ISNI 0000 0001 2232 2818, GRID grid.9759.2, Industrial Biotechnology Centre and School of Biosciences, University of Kent, Canterbury, ; Kent, CT2 7NJ UK
                [4 ]ISNI 0000 0004 1936 9721, GRID grid.7839.5, Institute for Medical Virology, Goethe-University, ; Frankfurt am Main, Germany
                Author information
                http://orcid.org/0000-0002-4376-8955
                http://orcid.org/0000-0001-9397-9243
                http://orcid.org/0000-0002-6744-2087
                http://orcid.org/0000-0001-5428-6479
                http://orcid.org/0000-0002-5710-5888
                Article
                63349
                10.1038/s41598-020-63349-1
                7160102
                32296088
                a4d354a7-417a-41cd-900a-bb4d93ec26de
                © The Author(s) 2020

                Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.

                History
                : 8 November 2019
                : 27 March 2020
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                © The Author(s) 2020

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                secondary metabolism,solution-state nmr
                Uncategorized
                secondary metabolism, solution-state nmr

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