Abstract
Pentafluorosulfanyl-containing analogs of flufenamic acid have been synthesized in high yields. Computationally, pKa, LogP and LogD values have been determined. Initial bioactivity studies reveal effects as ion channel modulators and inhibitory activities on aldo-keto reductase 1C3 (AKR1C3) as well as COX-1 and COX-2.
Keywords:
AKR1C3 inhibitor; Bile acid-sensitive ion channel; Computational conformational analyses; Flufenamic acid; Ion channel modulator; Pentafluorosulfanyl group.
Copyright © 2015 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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3-Hydroxysteroid Dehydrogenases / antagonists & inhibitors*
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3-Hydroxysteroid Dehydrogenases / metabolism
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Aldo-Keto Reductase Family 1 Member C3
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Cyclooxygenase 1 / metabolism*
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Cyclooxygenase 2 / metabolism*
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Dose-Response Relationship, Drug
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology*
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Flufenamic Acid / chemical synthesis
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Flufenamic Acid / chemistry
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Flufenamic Acid / pharmacology*
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Humans
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Hydroxyprostaglandin Dehydrogenases / antagonists & inhibitors*
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Hydroxyprostaglandin Dehydrogenases / metabolism
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Molecular Structure
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Structure-Activity Relationship
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Sulfhydryl Compounds / chemistry*
Substances
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Enzyme Inhibitors
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Sulfhydryl Compounds
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Flufenamic Acid
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3-Hydroxysteroid Dehydrogenases
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Hydroxyprostaglandin Dehydrogenases
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AKR1C3 protein, human
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Aldo-Keto Reductase Family 1 Member C3
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Cyclooxygenase 1
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Cyclooxygenase 2