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Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation
Salix cortex-containing medicine is used against pain conditions, fever, headaches, and inflammation, which are partly mediated via arachidonic acid-derived prostaglandins (PGs). We used an activity-guided fractionation strategy, followed by structure elucidation experiments using LC-MS/MS, CD-spect...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8540557/ https://www.ncbi.nlm.nih.gov/pubmed/34681798 http://dx.doi.org/10.3390/ijms222011138 |
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author | Antoniadou, Kyriaki Herz, Corinna Le, Nguyen Phan Khoi Mittermeier-Kleßinger, Verena Karolin Förster, Nadja Zander, Matthias Ulrichs, Christian Mewis, Inga Hofmann, Thomas Dawid, Corinna Lamy, Evelyn |
author_facet | Antoniadou, Kyriaki Herz, Corinna Le, Nguyen Phan Khoi Mittermeier-Kleßinger, Verena Karolin Förster, Nadja Zander, Matthias Ulrichs, Christian Mewis, Inga Hofmann, Thomas Dawid, Corinna Lamy, Evelyn |
author_sort | Antoniadou, Kyriaki |
collection | PubMed |
description | Salix cortex-containing medicine is used against pain conditions, fever, headaches, and inflammation, which are partly mediated via arachidonic acid-derived prostaglandins (PGs). We used an activity-guided fractionation strategy, followed by structure elucidation experiments using LC-MS/MS, CD-spectroscopy, and 1D/2D NMR techniques, to identify the compounds relevant for the inhibition of PGE(2) release from activated human peripheral blood mononuclear cells. Subsequent compound purification by means of preparative and semipreparative HPLC revealed 2′-O-acetylsalicortin (1), 3′-O-acetylsalicortin (2), 2′-O-acetylsalicin (3), 2′,6′-O-diacetylsalicortin (4), lasiandrin (5), tremulacin (6), and cinnamrutinose A (7). In contrast to 3 and 7, compounds 1, 2, 4, 5, and 6 showed inhibitory activity against PGE(2) release with different potencies. Polyphenols were not relevant for the bioactivity of the Salix extract but salicylates, which degrade to, e.g., catechol, salicylic acid, salicin, and/or 1-hydroxy-6-oxo-2-cycohexenecarboxylate. Inflammation presents an important therapeutic target for pharmacological interventions; thus, the identification of relevant key drugs in Salix could provide new prospects for the improvement and standardization of existing clinical medicine. |
format | Online Article Text |
id | pubmed-8540557 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-85405572021-10-24 Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation Antoniadou, Kyriaki Herz, Corinna Le, Nguyen Phan Khoi Mittermeier-Kleßinger, Verena Karolin Förster, Nadja Zander, Matthias Ulrichs, Christian Mewis, Inga Hofmann, Thomas Dawid, Corinna Lamy, Evelyn Int J Mol Sci Article Salix cortex-containing medicine is used against pain conditions, fever, headaches, and inflammation, which are partly mediated via arachidonic acid-derived prostaglandins (PGs). We used an activity-guided fractionation strategy, followed by structure elucidation experiments using LC-MS/MS, CD-spectroscopy, and 1D/2D NMR techniques, to identify the compounds relevant for the inhibition of PGE(2) release from activated human peripheral blood mononuclear cells. Subsequent compound purification by means of preparative and semipreparative HPLC revealed 2′-O-acetylsalicortin (1), 3′-O-acetylsalicortin (2), 2′-O-acetylsalicin (3), 2′,6′-O-diacetylsalicortin (4), lasiandrin (5), tremulacin (6), and cinnamrutinose A (7). In contrast to 3 and 7, compounds 1, 2, 4, 5, and 6 showed inhibitory activity against PGE(2) release with different potencies. Polyphenols were not relevant for the bioactivity of the Salix extract but salicylates, which degrade to, e.g., catechol, salicylic acid, salicin, and/or 1-hydroxy-6-oxo-2-cycohexenecarboxylate. Inflammation presents an important therapeutic target for pharmacological interventions; thus, the identification of relevant key drugs in Salix could provide new prospects for the improvement and standardization of existing clinical medicine. MDPI 2021-10-15 /pmc/articles/PMC8540557/ /pubmed/34681798 http://dx.doi.org/10.3390/ijms222011138 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Antoniadou, Kyriaki Herz, Corinna Le, Nguyen Phan Khoi Mittermeier-Kleßinger, Verena Karolin Förster, Nadja Zander, Matthias Ulrichs, Christian Mewis, Inga Hofmann, Thomas Dawid, Corinna Lamy, Evelyn Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation |
title | Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation |
title_full | Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation |
title_fullStr | Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation |
title_full_unstemmed | Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation |
title_short | Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation |
title_sort | identification of salicylates in willow bark (salix cortex) for targeting peripheral inflammation |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8540557/ https://www.ncbi.nlm.nih.gov/pubmed/34681798 http://dx.doi.org/10.3390/ijms222011138 |
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