Abstract
The root of Dendropanax dentiger (Harms) Merr. is a traditional Chinese medicine that has been used to treat inflammation-related diseases with little scientific validation. In this study, a bioassay-guided phytochemical investigation of D. dentiger led to the isolation of 19 phenylpropanoid derivatives including one new compound (1) and 18 known ones (2-19). Their structures were elucidated by NMR and HRMS as well as comparison with literature data. The ability of cyclooxygenase-2 (COX-2) inhibition and antioxidant of all isolated compounds were measured in vitro. Chlorogenic acid derivatives (14-19) exhibited outstanding COX-2 inhibitory (IC50 = 5.1-93.4 μM) and antioxidant (IC50 = 13.2-31.9 μM) activities. Moreover, the tight structure-activities relationships were proposed. This is the first report on the COX-2 inhibitory activity of phenylpropanoids and D. dentiger.
Keywords:
Antioxidant activity; COX-2 inhibitory activity; Chlorogenic acid derivatives; Dendropanax dentiger; Phenylpropanoids.
Copyright © 2020 Elsevier Inc. All rights reserved.
MeSH terms
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Anti-Inflammatory Agents, Non-Steroidal / chemistry
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Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
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Antioxidants / chemistry
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Antioxidants / isolation & purification
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Antioxidants / pharmacology*
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Araliaceae / chemistry*
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Biphenyl Compounds / antagonists & inhibitors
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Cyclooxygenase 2 / metabolism
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Cyclooxygenase 2 Inhibitors / chemistry
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Cyclooxygenase 2 Inhibitors / isolation & purification
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Cyclooxygenase 2 Inhibitors / pharmacology*
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Dose-Response Relationship, Drug
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Humans
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Molecular Structure
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Phenylpropionates / chemistry
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Phenylpropionates / isolation & purification
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Phenylpropionates / pharmacology*
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Picrates / antagonists & inhibitors
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Plant Extracts / chemistry
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Plant Extracts / isolation & purification
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Plant Extracts / pharmacology*
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Plant Roots / chemistry
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Structure-Activity Relationship
Substances
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Anti-Inflammatory Agents, Non-Steroidal
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Antioxidants
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Biphenyl Compounds
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Cyclooxygenase 2 Inhibitors
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Phenylpropionates
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Picrates
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Plant Extracts
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1,1-diphenyl-2-picrylhydrazyl
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Cyclooxygenase 2