Preparation of difluoro analogs of CCGs and their pharmacological evaluations.
All the stereoisomers of 2-(2-carboxy-3,3-difluorocyclopropyl)glycines (F2CCGs) were synthesized in enantiomerically pure forms using (R)-2,3-O-isopropyl-ideneglyceraldehyde as a chiral precursor. L-F2CCG-I, one of the stereoisomers corresponding to an extended form of L-glutamate was found to be a potent agonist for metabotropic glutamate receptors (mGluRs).
Shibuya
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A
Tokyo University of Pharmacy and Life Science, Japan.
Sato
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A
Taguchi
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T
D000600:Amino Acids, Dicarboxylic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D018690:Excitatory Amino Acid Agonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D066298:In Vitro Techniques; D009467:Neuromuscular Depolarizing Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D018094:Receptors, Metabotropic Glutamate / Q000819:agonists; D013116:Spinal Cord / Q000187:drug effects; D013237:Stereoisomerism
C111411:2-(2-carboxy-3,3-difluorocyclopropyl)glycine; D000600:Amino Acids, Dicarboxylic; D018690:Excitatory Amino Acid Agonists; D009467:Neuromuscular Depolarizing Agents; D018094:Receptors, Metabotropic Glutamate