Abstract
To develop irreversibly binding ligands for the melatonin receptor(s) as tools for tracing the primary melatonin binding site, we report on the design and synthesis of new melatoninergic azido- and isothiocyanato-substituted indoles. All active compounds were partial agonists or antagonists in the Xenopus melanophore assay, the most potent being the 5-OMe C3-substituted azido 45 and isothiocyanato 46 analogues.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Azides / chemical synthesis*
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Azides / chemistry
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Azides / pharmacology
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Drug Design
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Indoles / chemical synthesis*
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Indoles / chemistry
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Indoles / pharmacology
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Isothiocyanates / chemical synthesis*
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Isothiocyanates / chemistry
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Isothiocyanates / pharmacology
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Ligands
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Melatonin / metabolism*
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Receptors, Melatonin / agonists*
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Receptors, Melatonin / antagonists & inhibitors*
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Structure-Activity Relationship
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Xenopus laevis
Substances
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Azides
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Indoles
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Isothiocyanates
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Ligands
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Receptors, Melatonin
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Melatonin