Abstract
A series of 5-benzylidenerhodanine-3-acetamides bearing morpholino-, 4-arylpiperazinyl-, or 4-benzylpiperidinyl- moieties were synthesized and their inhibitory activities against acetylcholinesterase (AChE) were evaluated. Alteration of amide part and substitution on the benzylidene moiety resulted in change of anti-AChE activity. The most active compound was the 1-benzylpiperidinyl derivative containing 4-(dimethylamino)benzylidene scaffold. Notably, the intermediate compounds, namely 5-arylidene-rhodanine-3-acetic acids (3), showed mild inhibitory activity against 15-lipoxygenase (15-LOX), while the final compound 4 showed no activity against 15-LOX.
Keywords:
15-lipoxygenase; 2-Thioxothiazolidin-4-one; acetylcholinesterase; docking study; inhibitors; rhodanines.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetates / chemical synthesis
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Acetates / chemistry
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Acetates / pharmacology*
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Acetylcholinesterase / metabolism*
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Arachidonate 15-Lipoxygenase / metabolism*
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Cholinesterase Inhibitors / chemical synthesis
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Cholinesterase Inhibitors / chemistry
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Cholinesterase Inhibitors / pharmacology*
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Dose-Response Relationship, Drug
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Lipoxygenase Inhibitors / chemical synthesis
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Lipoxygenase Inhibitors / chemistry
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Lipoxygenase Inhibitors / pharmacology*
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Molecular Docking Simulation
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Molecular Structure
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Rhodanine / analogs & derivatives*
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Rhodanine / chemical synthesis
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Rhodanine / chemistry
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Rhodanine / pharmacology
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Structure-Activity Relationship
Substances
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Acetates
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Cholinesterase Inhibitors
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Lipoxygenase Inhibitors
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Rhodanine
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Arachidonate 15-Lipoxygenase
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Acetylcholinesterase