Intramolecular hydrogen bonding: A potential strategy for more bioavailable inhibitors of neuronal nitric oxide synthase

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 7, 2012, Pages 2435-2443

  Labby, Kristin Jansen ^a   Xue, Fengtian ^a   Kraus, James M ^a   Ji, Haitao ^a   Mataka, Jan ^a   Li, Huiying ^b   Martásek, Pavel ^c,d   Roman, Linda J ^c   Poulos, Thomas L ^b   Silverman, Richard B ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c UNIVERSITY OF TEXAS HEALTH SCIENCE CENTER AT SAN ANTONIO   (United States)

^d CHARLES UNIVERSITY   (Czech Republic)

Author keywords

Enzyme inhibitors; Intramolecular hydrogen bond; Neuronal nitric oxide synthase

Indexed keywords

2 [[2 [4 [(6 AMINO 4 METHYLPYRIDIN 2 YL)METHYL]PYRROLIDIN 3 YLOXY]ETHYLAMINO]METHYL]PHENOL; 6 [[4 [2 (2 FLUOROBENZYLAMINO)ETHOXY]PYRROLIDIN 3 YL]METHYL] 4 METHYLPYRIDIN 2 AMINE; 6 [[4 [2 (2 METHOXYBENZYLAMINO)ETHOXY]PYRROLIDIN 3 YL]METHYL] 4 METHYLPYRIDIN 2 AMINE; 6 [[4 [2 (FURAN 2 YLMETHYLAMINO)ETHOXY]PYRROLIDIN 3 YL]METHYL] 4 METHYLPYRIDIN 2 AMINE; NEURONAL NITRIC OXIDE SYNTHASE; NITRIC OXIDE SYNTHASE INHIBITOR; TERT BUTYL 3 (ALLYLOXY) 4 [[6 [BIS(TERT BUTOXYCARBONYL)AMINO] 4 METHYLPYRIDIN 2 YL]METHYL]PYRROLIDINE 1 CARBOXYLIC ACID; TERT BUTYL 3 [[6 [BIS(TERT BUTOXYCARBONYL)AMINO] 4 METHYLPYRIDIN 2 YL]METHYL] 4 (2 OXOETHOXY)PYRROLIDINE 1 CARBOXYLIC ACID; TERT BUTYL 3 [[6 [BIS(TERT BUTOXYCARBONYL)AMINO] 4 METHYLPYRIDIN 2 YL]METHYL] 4 [2 (2 FLUOROBENZYLAMINO)ETHOXY]PYRROLIDINE 1 CARBOXYLIC ACID; TERT BUTYL 3 [[6 [BIS(TERT BUTOXYCARBONYL)AMINO] 4 METHYLPYRIDIN 2 YL]METHYL] 4 [2 (2 HYDROXYBENZYLAMINO)ETHOXY]PYRROLIDINE 1 CARBOXYLIC ACID; TERT BUTYL 3 [[6 [BIS(TERT BUTOXYCARBONYL)AMINO] 4 METHYLPYRIDIN 2 YL]METHYL] 4 [2 (2 METHOXYBENZYLAMINO)ETHOXY]PYRROLIDINE 1 CARBOXYLIC ACID; TERT BUTYL 3 [[6 [BIS(TERT BUTOXYCARBONYL)AMINO] 4 METHYLPYRIDIN 2 YL]METHYL] 4 [2 (FURAN 2 YLMETHYLAMINO)ETHOXY]PYRROLIDINE 1 CARBOXYLIC ACID; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; BLOOD BRAIN BARRIER; CELL MEMBRANE PERMEABILITY; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; CRYSTAL STRUCTURE; CRYSTALLOGRAPHY; DRUG ACTIVITY; DRUG BIOAVAILABILITY; DRUG CONFORMATION; DRUG DESIGN; DRUG POTENCY; DRUG PURIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME PURIFICATION; HUMAN; HUMAN CELL; HYDROGEN BOND; HYDROPHOBICITY; IC 50; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OZONOLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE;

BINDING SITES; CATALYTIC DOMAIN; CELL MEMBRANE PERMEABILITY; CRYSTALLOGRAPHY, X-RAY; ENZYME INHIBITORS; HEK293 CELLS; HUMANS; HYDROGEN BONDING; MAGNETIC RESONANCE SPECTROSCOPY; NITRIC OXIDE SYNTHASE TYPE I;

EID: 84862783410     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.01.037     Document Type: Article

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