α-Amino-β-fluorocyclopropanecarboxylic acids as a new tool for drug development: Synthesis of glutamic acid analogs and agonist activity towards metabotropic glutamate receptor 4

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 15, 2012, Pages 4716-4726

  Lemonnier, Gérald ^a   Lion, Cédric ^a   Quirion, Jean Charles ^a   Pin, Jean Philippe ^b,c   Goudet, Cyril ^b,c   Jubault, Philippe ^a  

^a Normandie Université   (France)

^b UNIV MONTPELLIER   (France)

^c INSTITUT DE GÉNOMIQUE FONCTIONNELLE   (France)

Author keywords

Amino acids; Cyclopropane; Fluorine; Metabotropic glutamate receptor; Phosphonic acid

Indexed keywords

1 AMINO 2 (2 CARBOXYETHYL) 2 FLUOROCYCLOPROPANECARBOXYLIC ACID HYDROCHLORIDE; 1 AMINO 2 (2 CARBOXYMETHYL) 2 FLUOROCYCLOPROPANECARBOXYLIC ACID HYDROCHLORIDE; 1 AMINO 2 FLUORO 2 (2 PHOSPHONOETHYL)CYCLOPROPANECARBOXYLIC ACID HYDROCHLORIDE; 1 AMINO 2 FLUORO 2 (PHOSPHONOMETHYL)CYCLOPROPANECARBOXYLIC ACID; 1 AMINO 2 FLUORO 2 (SULFOMETHYL)CYCLOPROPANECARBOXYLIC ACID HYDROCHLORIDE; 1 AMINO 2 FLUORO 2 [HYDROXY(PHOSPHONO)METHYL]CYCLOPROPANECARBOXYLIC ACID HYDROCHLORIDE; 2 [BIS(TERT BUTOXYCARBONYL)AMINO] 1 FLUORO 2 (METHOXYCARBONYL)CYCLOPROPANECARBOXYLIC ACID; 2 ETHYL 1 METHYL 1[BIS(TERT BUTOXYCARBONYL)AMINO] 2 FLUOROCYCLOPROPANE 1,2 DICARBOXYLATE; ALPHA AMINO BETA FLUOROCYCLOPROPANECARBOXYLIC ACID DERIVATIVE; GLUTAMIC ACID DERIVATIVE; METABOTROPIC RECEPTOR 4; METHYL 1 (TERT BUTOXYCARBONYLAMINO) 2 (CYANOMETHYL) 2 FLUOROCYCLOPROPANECARBOXYLATE; METHYL 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 (3 ETHOXY 3 OXOPROPYL) 2 FLUOROCYCLOPROPANECARBOXYLATE; METHYL 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 (CYANOMETHYL) 2 FLUOROCYCLOPROPANECARBOXYLATE; METHYL 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 [(DIETHOXYPHOSPHORYL)(HYDROXY)METHYL] 2 FLUOROCYCLOPROPANECARBOXYLATE; METHYL 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 [(DIETHOXYPHOSPHORYL)METHYL] 2 FLUOROCYCLOPROPANECARBOXYLATE; METHYL 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 [2 (DIETHOXYPHOSPHORYL)ETHYL] 2 FLUOROCYCLOPROPANECARBOXYLATE; METHYL 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 FLUORO 2 (HYDROXYMETHYL)CYCLOPROPANECARBOXYLATE; METHYL 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 FLUORO 2 (IODOMETHYL)CYCLOPROPANECARBOXYLATE; METHYL 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 FLUORO 2 FORMYLCYCLOPROPANECARBOXYLATE; METHYL 2 (ACETYLTHIOMETHYL) 1 [BIS(TERT BUTOXYCARBONYL)AMINO] 2 FLUOROCYCLOPROPANECARBOXYLATE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG EFFICACY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; FLUORINATION; FLUORINE NUCLEAR MAGNETIC RESONANCE; HUMAN; HUMAN CELL; HYDROLYSIS; LIPOPHILICITY; MITSUNOBU REACTION; NEUROTRANSMISSION; NUCLEOPHILICITY; OXIDATION; PHYSICAL CHEMISTRY; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SAPONIFICATION; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION;

CARBOXYLIC ACIDS; CELLS, CULTURED; CYCLOPROPANES; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; GLUTAMIC ACID; HEK293 CELLS; HUMANS; MOLECULAR STRUCTURE; RECEPTORS, METABOTROPIC GLUTAMATE; RECOMBINANT PROTEINS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84863988045     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.06.006     Document Type: Article

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