Abstract
Based on metabolic mechanism of scutellarin in vivo that scutellarin could be hydrolyzed into scutellarein by β-glucuronide enzyme, some glucose-containing scutellarein derivatives were designed and synthesized through the introduction of glucose moiety at C-7 position of scutellarein via a glucosidic bond. Biological activity evaluation showed that these glucose-containing scutellarein derivatives exhibited potent DPPH radical scavenging activities. Furthermore, the improvement of physicochemical properties such as anticoagulant and neuroprotective activities alongside with the water solubility was achieved by introducing glucose. These findings suggest that the introduction of the glucose moiety to scutellarein wattants further development of this kind of compounds as neuroprotective agents.
Copyright © 2012 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anticoagulants / chemical synthesis
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Anticoagulants / chemistry
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Anticoagulants / metabolism
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Apigenin / chemical synthesis
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Apigenin / chemistry*
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Apigenin / metabolism*
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Apigenin / pharmacology
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Binding Sites
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Cell Survival / drug effects
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Drug Design*
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Free Radical Scavengers / chemical synthesis
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Free Radical Scavengers / chemistry
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Free Radical Scavengers / pharmacology
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Glucose / chemistry*
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Glucuronates / metabolism*
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Hydrogen Peroxide / toxicity
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Molecular Docking Simulation
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Neuroprotective Agents / chemical synthesis*
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Neuroprotective Agents / chemistry
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Neuroprotective Agents / pharmacology
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PC12 Cells
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Protein Binding
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Protein Structure, Tertiary
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Rats
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Solubility
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Thrombin / antagonists & inhibitors
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Thrombin / metabolism
Substances
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Anticoagulants
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Free Radical Scavengers
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Glucuronates
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Neuroprotective Agents
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scutellarin
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Apigenin
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Hydrogen Peroxide
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Thrombin
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Glucose
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scutellarein