Cyclopropane-based conformational restriction of GABA by a stereochemical diversity-oriented strategy: Identification of an efficient lead for potent inhibitors of GABA transports

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 17, 2013, Pages 4938-4950

  Nakada, Kazuaki ^a   Yoshikawa, Mamie ^a   Ide, Soichiro ^a   Suemasa, Akihiro ^a   Kawamura, Shuhei ^a   Kobayashi, Takaaki ^a   Masuda, Eiji ^b   Ito, Yoshihiko ^b   Hayakawa, Wataru ^a   Katayama, Takahiro ^a   Yamada, Shizuo ^b   Arisawa, Mitsuhiro ^a   Minami, Masabumi ^a   Shuto, Satoshi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b UNIVERSITY OF SHIZUOKA   (Japan)

Author keywords

BGT1; Conformational restriction; Cyclopropane; GABA transporter; GAT3

Indexed keywords

1 (2 BENZYLOXY)ETHYL 2 (TERT BUTOXYCARBONYL)AMINOCYCLOPROPANE; 1 (2 BENZYLOXY)ETHYL 2 CARBOXYCYCLOPROPANE; 1 (2 BENZYLOXY)ETHYL 2 HYDROXYMETHYLCYCLOPROPANE; 1 (N TERT BUTOXYCARBONYL)AMINOMETHYL 2 (TRIPHENYLMETHOXY)METHYLCYCLOPROPANE; 1 AMINOMETHYL 2 (TRIPHENYLMETHOXY)METHYLCYCLOPROPANE; 1 AMINOMETHYL 2 CARBOXYCYCLOPROPANE; 1 AZIDOMETHYL 2 (TRIPHENYLMETHOXY)METHYLCYCLOPROPANE; 2 (TERT BUTOXYCARBONYL)AMINO 1 (CARBOXYMETHYL)CYCLOPROPANE; 2 (TERT BUTYLDIPHENYLSILYLOXY)METHYL 1 (2 HYDROXYETHYL)CYCLOPROPANE; 2 (TRIPHENYLMETHOXY)METHYL 1 (N METHOXY N METHYL)CARBAMOYL 1 PHENYLSULFONYLCYCLOPROPANE; 2 (TRIPHENYLMETHOXYMETHYL) 1 (N METHOXY N METHYL)CARBAMOYL 1 PHENYLSULFONYLCYCLOPROPANE; 2 AMINO 1 (CARBOXYMETHYL)CYCLOPROPANE; 4 AMINOBUTYRIC ACID CARRIER; 4 AMINOBUTYRIC ACID CARRIER 1; 4 AMINOBUTYRIC ACID CARRIER 3; 4 AMINOBUTYRIC ACID RECEPTOR BLOCKING AGENT; ANTICONVULSIVE AGENT; CYCLOPROPANE DERIVATIVE; N TERT BUTOXYCARBONYL 4,5 METHANO 2 PYRROLIDONE; TIAGABINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTICONVULSANT ACTIVITY; ARTICLE; CHIRALITY; CIS TRANS ISOMERISM; CLONIC SEIZURE; CONFORMATIONAL TRANSITION; CONTROLLED STUDY; DOSE RESPONSE; DRUG CONFORMATION; DRUG IDENTIFICATION; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG RESEARCH; DRUG SYNTHESIS; ENANTIOMER; FEMALE; HUMAN; HYDROPHILICITY; IC 50; LIGAND BINDING; MALE; MOLECULAR WEIGHT; MOUSE; NONHUMAN; SEIZURE; STEREOCHEMISTRY;

1-(2-[TRIS(4-METHOXYPHENYL)METHOXY]ETHYL)-3-PIPERIDINECARBOXYLIC ACID; ANALYSIS OF VARIANCE; ANOVA; BETAINE-GABA TRANSPORTER; BGT; BGT1; CENTRAL NERVOUS SYSTEMS; CHINESE HAMSTER OVARY; CHO; CNS; CONFORMATIONAL RESTRICTION; CYCLOPROPANE; ELEVATED PLUS MAZE; EPM; GABA; GABA TRANSPORTER; GAT; GAT3; LE; LIGAND EFFICIENCY; PENTYLENETETRAZOLE; PTZ; SEROTONIN-SELECTIVE REUPTAKE INHIBITORS; SNAP; SSRI; Γ-AMINOBUTYRIC ACID;

ANIMALS; ANTICONVULSANTS; BRAIN; CYCLOPROPANES; GABA MODULATORS; GABA PLASMA MEMBRANE TRANSPORT PROTEINS; GAMMA-AMINOBUTYRIC ACID; LIGANDS; MICE; PROTEIN BINDING; RATS; SEIZURES; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84881376734     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.06.063     Document Type: Article

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