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Identification of Salicylates in Willow Bark (Salix Cortex) for Targeting Peripheral Inflammation.


ABSTRACT: 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 PGE2 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 PGE2 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.

SUBMITTER: Antoniadou K 

PROVIDER: S-EPMC8540557 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Identification of Salicylates in Willow Bark (<i>Salix</i> Cortex) for Targeting Peripheral Inflammation.

Antoniadou Kyriaki K   Herz Corinna C   Le Nguyen Phan Khoi NPK   Mittermeier-Kleßinger Verena Karolin VK   Förster Nadja N   Zander Matthias M   Ulrichs Christian C   Mewis Inga I   Hofmann Thomas T   Dawid Corinna C   Lamy Evelyn E  

International journal of molecular sciences 20211015 20


<i>Salix</i> 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<sub>2</sub> release from activated human peripheral blood mononuclear cells. Subsequent compound  ...[more]

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