Abstract
A variety of tropane derivatives 14a-g were prepared via the reaction of the alcohol analogs 12a and 12b with substituted fluorobenzenes 13a-f. The prepared compounds were tested for their activity and selectivity toward the norepinephrine transporter (NET) and serotonin transporter (SERT) using yohimbine-induced mortality and 5-hydroxytryptophan-induced neurotoxicity in mice, respectively. All the tested compounds were found to be NE and 5-HT reuptake inhibitors except 14d which exhibited selective 5-HT reuptake inhibition activity.
MeSH terms
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5-Hydroxytryptophan / toxicity
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Adrenergic alpha-Antagonists / toxicity
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Animals
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Citalopram / chemical synthesis
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Citalopram / chemistry
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Clomipramine / chemical synthesis
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Clomipramine / chemistry
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Crystallography, X-Ray
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Dose-Response Relationship, Drug
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Drug Evaluation, Preclinical
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Fluoxetine / chemical synthesis
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Fluoxetine / chemistry
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Mice
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Molecular Structure
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Norepinephrine / pharmacology*
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Norepinephrine Plasma Membrane Transport Proteins / drug effects
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Norepinephrine Plasma Membrane Transport Proteins / metabolism*
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Selective Serotonin Reuptake Inhibitors / chemical synthesis*
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Selective Serotonin Reuptake Inhibitors / pharmacology
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Serotonin / pharmacology*
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Serotonin Plasma Membrane Transport Proteins / drug effects
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Serotonin Plasma Membrane Transport Proteins / metabolism*
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Tropanes / chemical synthesis*
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Tropanes / chemistry
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Tropanes / pharmacology
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Yohimbine / antagonists & inhibitors
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Yohimbine / toxicity
Substances
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Adrenergic alpha-Antagonists
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Norepinephrine Plasma Membrane Transport Proteins
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Serotonin Plasma Membrane Transport Proteins
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Serotonin Uptake Inhibitors
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Tropanes
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Fluoxetine
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Citalopram
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Yohimbine
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Serotonin
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5-Hydroxytryptophan
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Clomipramine
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Norepinephrine