Design and synthesis of a series of α-benzyl phenylpropanoic acid-type peroxisome proliferator-activated receptor (PPAR) gamma partial agonists with improved aqueous solubility

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 8, 2013, Pages 2319-2332

  Ohashi, Masao ^a   Oyama, Takuji ^b   Putranto, Endy Widya ^a   Waku, Tsuyoshi ^c   Nobusada, Hiromi ^a   Kataoka, Ken ^d   Matsuno, Kenji ^a   Yashiro, Masakazu ^e   Morikawa, Kosuke ^f   Huh, Nam Ho ^a   Miyachi, Hiroyuki ^a  

^a OKAYAMA UNIVERSITY   (Japan)

^b UNIVERSITY OF YAMANASHI   (Japan)

^c UNIVERSITY OF TOKYO   (Japan)

^d OKAYAMA UNIVERSITY OF SCIENCE   (Japan)

^e OSAKA CITY UNIVERSITY GRADUATE SCHOOL OF MEDICINE   (Japan)

^f OSAKA UNIVERSITY   (Japan)

Author keywords

Human peroxisome proliferator activated receptor; Partial agonist; PPAR gamma; Structural biology

Indexed keywords

2 [3 [(1,1' BIPHENYL) 4 YLCARBOXAMIDOMETHYL] 4 PROPOXYBENZYL] 3 PHENYLPROPANOIC ACID; 2 BENZYL 3 [3 [[2' FLUORO(1,1' BIPHENYL) 4 YLCARBOXAMIDO]METHYL] 4 PROPOXYPHENYL]PROPANOIC ACID; 2 BENZYL 3 [3 [[2' METHYL(1,1' BIPHENYL) 4 YLCARBOXAMIDO]METHYL] 4 PROPOXYPHENYL]PROPANOIC ACID; 2 BENZYL 3 [3 [[3' FLUORO (1,1' BIPHENYL) 4 YLCARBOXAMIDO]METHYL] 4 PROPOXYPHENYL]PROPANOIC ACID; 2 BENZYL 3 [3 [[4' FLUORO(1,1' BIPHENYL) 4 YLCARBOXAMIDO]METHYL] 4 PROPOXYPHENYL]PROPANOIC ACID; 2 BENZYL 3 [4 PROPOXY 3 [[4 (PYRAZIN 2 YL)BENZAMIDO]METHYL]PHENYL]PROPANOIC ACID; 2 BENZYL 3 [4 PROPOXY 3 [[4 (PYRIDIN 2 YL)BENZAMIDO]METHYL]PHENYL]PROPANOIC ACID; 2 BENZYL 3 [4 PROPOXY 3 [[4 (PYRIDIN 3 YL)BENZAMIDO]METHYL]PHENYL]PROPANOIC ACID; 2 BENZYL 3 [4 PROPOXY 3 [[4 (PYRIDIN 4 YL)BENZAMIDO]METHYL]PHENYL]PROPANOIC ACID; 2 BENZYL 3 [4 PROPOXY 3 [[4 (PYRIMIDIN 2 YL)BENZAMIDO]METHYL]PHENYL]PROPANOIC ACID; 2 BENZYL 3 [4 PROPOXY 3 [[4 (PYRIMIDIN 5 YL)BENZAMIDO]METHYL]PHENYL]PROPANOIC ACID; 2 BENZYL 3 [4 PROPOXY 3 [[4 (THIOPHEN 2 YL)BENZAMIDO]METHYL]PHENYL]PROPANOIC ACID; 3 [ 2 [3 (AMINOMETHYL) 4 PROPOXYBENZYL] 3 PHENYLPROPANOYL] 4 BENZYLOXAZOLIDIN 2 ONE; 5 [2 BENZYL 3 (4 BENZYL 2 OXOOXAZOLIDIN 3 YL) 3 OXOPROPYL] 2 PROPOXYBENZALDEHYDE OXIME; ADAMANTANE DERIVATIVE; ALPHA BENZYLPHENYLPROPANOID ACID DERIVATIVE; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR GAMMA; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR GAMMA AGONIST; ROSIGLITAZONE; UNCLASSIFIED DRUG;

ADIPOGENESIS; ANIMAL CELL; APOPTOSIS; AQUEOUS SOLUTION; ARTICLE; CHEMICAL MODIFICATION; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG DESIGN; DRUG PROTEIN BINDING; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; HYDROPHOBICITY; LIGAND BINDING; NONHUMAN; PROTEIN DOMAIN; STOMACH CANCER; X RAY;

3T3-L1 CELLS; ANIMALS; BENZYL COMPOUNDS; CELL LINE; CERCOPITHECUS AETHIOPS; DRUG DESIGN; HUMANS; MICE; MODELS, MOLECULAR; PHENYLPROPIONATES; PPAR GAMMA; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84875748641     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.02.003     Document Type: Article

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