Abstract
A series of novel 1,4-dihydrothieno[3',2':5,6]thiopyrano[4,3-c]-pyrazole-3-carboxamide derivatives were synthesized and evaluated for their inhibitory activity to human 5-lipo-oxygenase (5-LOX). Compound 7c was found to exhibit significant inhibition to human 5-LOX with IC50 value of 5.7 ± 0.9 μm. Compound 7c was further studied using molecular docking in order to delineate its structure-activity relationship and to gain insight into the design of effective 5-LOX inhibitors.
Keywords:
bioassay; cross-reactivity; human 5-lipo-oxygenase inhibitors; molecular docking; synthesis.
© 2014 John Wiley & Sons A/S.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Arachidonate 5-Lipoxygenase / chemistry*
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Arachidonate 5-Lipoxygenase / metabolism
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Binding Sites
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Heterocyclic Compounds, 3-Ring / chemical synthesis
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Heterocyclic Compounds, 3-Ring / chemistry*
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Heterocyclic Compounds, 3-Ring / metabolism
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Humans
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Inhibitory Concentration 50
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Lipoxygenase Inhibitors / chemistry*
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Lipoxygenase Inhibitors / metabolism
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Molecular Docking Simulation
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Piperazines / chemical synthesis
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Piperazines / chemistry*
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Piperazines / metabolism
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Protein Structure, Tertiary
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Pyrazoles / chemical synthesis
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Pyrazoles / chemistry*
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Pyrazoles / metabolism
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Structure-Activity Relationship
Substances
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1-(7-bromo-1,4-dihydrothieno(3',2'-5,6)thiopyrano(4,3-c)pyrazole-3-carbonyl)-4-(2-fluorophenyl)piperazine
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Heterocyclic Compounds, 3-Ring
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Lipoxygenase Inhibitors
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Piperazines
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Pyrazoles
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pyrazole
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Arachidonate 5-Lipoxygenase