Abstract
Twenty benzothiazole derivatives bearing a 1,3,4-oxadiazole moiety were synthesized and evaluated for their anti-oxidant and anti-inflammatory activities. Among these compounds, 8h and 8l were appeared to have high radical scavenging efficacies as 0.05 ± 0.02 and 0.07 ± 0.03 mmol/L of IC50 values in ABTS+ bioassay, respectively. In anti-inflammatory tests, compound 8h displayed good activity with 57.35% inhibition after intraperitoneal administration, which was more potent than the reference drug (indomethacin). Molecular modeling studies were performed to investigate the binding mode of the representative compound 8h into COX-2 enzyme. In vitro enzyme study implied that compound 8h exerted its anti-inflammatory activity through COX-2 inhibition.
Keywords:
1,3,4-Oxadiazole; Anti-inflammatory activity; Anti-oxidant activity; Benzothiazole; COX-2 inhibition.
Copyright © 2020 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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Anti-Inflammatory Agents / chemical synthesis
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Anti-Inflammatory Agents / metabolism
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Anti-Inflammatory Agents / therapeutic use*
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Benzothiazoles / chemical synthesis
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Benzothiazoles / metabolism
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Benzothiazoles / therapeutic use*
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Cyclooxygenase 2 / metabolism
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Cyclooxygenase 2 Inhibitors / chemical synthesis
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Cyclooxygenase 2 Inhibitors / metabolism
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Cyclooxygenase 2 Inhibitors / therapeutic use
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Free Radical Scavengers / chemical synthesis
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Free Radical Scavengers / metabolism
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Free Radical Scavengers / therapeutic use*
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Humans
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Inflammation / drug therapy*
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Mice
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Molecular Docking Simulation
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Molecular Structure
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Oxadiazoles / chemical synthesis
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Oxadiazoles / metabolism
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Oxadiazoles / therapeutic use*
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Structure-Activity Relationship
Substances
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Anti-Inflammatory Agents
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Benzothiazoles
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Cyclooxygenase 2 Inhibitors
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Free Radical Scavengers
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Oxadiazoles
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Cyclooxygenase 2
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PTGS2 protein, human