Abstract
Enantiopure cycloadducts between glycals and alkyl or aryl heterodienes were selected as small, rigid, nonpeptide molecules able to superimpose to the structure of the cyclopeptide tachykinin NK-2 antagonist 1. The presence of three aromatic groups in the pyranose ring resulted essential for NK-2 affinity, while an increase in activity was shown by the corresponding sulfoxides.
MeSH terms
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Animals
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CHO Cells
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Cricetinae
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Drug Design
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Humans
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Ligands
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Models, Molecular
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Molecular Mimicry
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Monosaccharides / chemical synthesis*
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Monosaccharides / chemistry
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Monosaccharides / pharmacology
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Oligopeptides / chemical synthesis*
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Oligopeptides / pharmacology
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Peptides, Cyclic / chemical synthesis
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Peptides, Cyclic / pharmacology
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Receptors, Neurokinin-2 / antagonists & inhibitors*
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Structure-Activity Relationship
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Sulfides
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Sulfones
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Transfection
Substances
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Ligands
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Monosaccharides
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Oligopeptides
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Peptides, Cyclic
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Receptors, Neurokinin-2
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Sulfides
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Sulfones