Discovery of potent, selective, and orally bioavailable quinoline-based dipeptidyl peptidase IV inhibitors targeting Lys554

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 15, 2011, Pages 4482-4498

  Maezaki, Hironobu ^a   Banno, Yoshihiro ^a   Miyamoto, Yasufumi ^a   Moritou, Yuusuke ^a   Asakawa, Tomoko ^a   Kataoka, Osamu ^a   Takeuchi, Koji ^a   Suzuki, Nobuhiro ^a   Ikedo, Koji ^a   Kosaka, Takuo ^a   Sasaki, Masako ^a   Tsubotani, Shigetoshi ^a   Tani, Akiyoshi ^a   Funami, Miyuki ^a   Yamamoto, Yoshio ^a   Tawada, Michiko ^a   Aertgeerts, Kathleen ^b   Yano, Jason ^b   Oi, Satoru ^a  

^a TAKEDA PHARMACEUTICAL COMPANY LIMITED   (Japan)

^b Takeda San Diego Inc   (United States)

Author keywords

Dipeptidyl peptidase IV; Quinoline based inhibitors; Type 2 diabetes

Indexed keywords

(2 AMINO 5 BROMOPHENYL)(4 METHYLPHENYL)METHANONE; (2 AMINO 5 BROMOPHENYL)(PHENYL)METHANONE; 1 [3 (AMINOMETHYL) 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL]PIPERAZINE 2,5 DIONE; 2 [[3 (AMINOMETHYL) 2 (2 METHYLPROPYL) 4 PHENYLQUINOLIN 6 YL]OXY]ACETAMIDE; 2 [[3 (AMINOMETHYL) 4 (3 FLUOROPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL]OXY]ACETAMIDE; 2 [[3 (AMINOMETHYL) 4 (3 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL]OXY]ACETAMIDE; 2 [[3 (AMINOMETHYL) 4 (4 FLUOROPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL]OXY]ACETAMIDE; 2 [[3 (AMINOMETHYL) 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL]OXY] N METHYLACETAMIDE; 2 [[3 (AMINOMETHYL) 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL]OXY]ACETAMIDE; 2 AMINO 5 [[TERT BUTYL(DIMETHYL)SILYL]OXY] N METHOXY N METHYLBENZAMIDE; 2 AMINO 5 [[TERT BUTYL(DIMETHYL)SILYL]OXY]PHENYL (3 FLUOROPHENYL)METHANONE; 2 AMINO 5 [[TERT BUTYL(DIMETHYL)SILYL]OXY]PHENYL (3 METHYLPHENYL)METHANONE; 2 AMINO 5 [[TERT BUTYL(DIMETHYL)SILYL]OXY]PHENYL (4 FLUOROPHENYL)METHANONE; 2 AMINO 5 [[TERT BUTYL(DIMETHYL)SILYL]OXY]PHENYL (4 METHYLPHENYL)METHANONE; 3 [[(TERT BUTOXYCARBONYL)AMINO]METHYL] 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL TRIFLUOROMETHANESULFONATE; 4 (3 FLUOROPHENYL) 6 HYDROXY 2 (2 METHYLPROPYL)QUINOLINE 3 CARBONITRILE; 4 (4 FLUOROPHENYL) 6 HYDROXY 2 (2 METHYLPROPYL)QUINOLINE 3 CARBONITRILE; 5 METHYL 3 OXOHEXANENITRILE; 6 BROMO 2 (2 METHYLPROPYL) 4 PHENYLQUINOLINE 3 CARBONITRILE; 6 BROMO 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLINE 3 CARBONITRILE; 6 HYDROXY 2 (2 METHYLPROPYL) 4 PHENYLQUINOLINE 3 CARBONITRILE; 6 HYDROXY 4 (3 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLINE 3 CARBONITRILE; 6 HYDROXY 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLINE 3 CARBONITRILE; DIPEPTIDYL PEPTIDASE IV; DIPEPTIDYL PEPTIDASE IV INHIBITOR; METHYL [[3 (AMINOMETHYL) 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL]OXY]ACETATE; METHYL [[3 [[(TERT BUTOXYCARBONYL)AMINO]METHYL] 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 6 YL]OXY]ACETATE; QUINOLONE DERIVATIVE; TERT BUTYL [[6 HYDROXY 4 (4 METHYLPHENYL) 2 (2 METHYLPROPYL)QUINOLIN 3 YL]METHYL]CARBAMATE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; CRYSTAL STRUCTURE; DOG; DRUG BIOAVAILABILITY; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; DRUG SYNTHESIS; DRUG TARGETING; ENZYME INHIBITION; EX VIVO STUDY; HYDROGEN BOND; IC 50; MOLECULAR DOCKING; NONHUMAN; PROTEIN INTERACTION; PROTEIN STRUCTURE;

ANIMALS; CACO-2 CELLS; CELL LINE; DIABETES MELLITUS, TYPE 2; DIPEPTIDYL PEPTIDASE 4; DIPEPTIDYL-PEPTIDASE IV INHIBITORS; DOGS; FEMALE; HUMANS; HYPOGLYCEMIC AGENTS; LYSINE; QUINOLINES; RATS; RATS, WISTAR;

CANIS FAMILIARIS; RATTUS;

EID: 79960553998     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.06.032     Document Type: Article

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