Discovering Novel α-aminoacyl-Containing Proline Derivatives with Potent and Selective Inhibitory Activity Against Dipeptidyl Peptidase IV: Design, Synthesis, Biological Evaluation, and Molecular Modeling

Chemical Biology and Drug Design

Volumn 80, Issue 6, 2012, Pages 843-852

  Zhang, Xiaodong ^a   Wang, Jiang ^a   Su, Mingbo ^a   Li, Zeng ^a   Li, Jingya ^a   Li, Jia ^a   Liu, Hong ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

aminoacyl containing proline derivatives; Dipeptidyl peptidase IV; Inhibitor; Molecular docking; Type 2 diabetes

Indexed keywords

DIPEPTIDYL PEPTIDASE IV; DIPEPTIDYL PEPTIDASE IV INHIBITOR; ETHYL 2 [4 [[1 (2 AMINO 3 3 4 TOLYLPROPANOYL)PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 (2 AMINO 3 4 TOLYLPROPANOYL)PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]BUTANOATE; ETHYL 2 [4 [[1 (2 AMINO 3 4 TOLYLPROPANOYL)PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 (2 AMINO 3 PHENYLPROPANOY)PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]BUTANOATE; ETHYL 2 [4 [[1 (2 AMINO 3 PHENYLPROPANOY)PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 (2 AMINO 3 PHENYLPROPANOYL)PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 [2 AMINO 3 (2 CYANOPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 [2 AMINO 3 (2 CYANOPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]BUTANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (2 CYANOPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (2 FLUOROPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 [2 AMINO 3 (2 FLUOROPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (3 CYANOPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (3 FLUOROPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (4 CYANOPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 [2 AMINO 3 (4 CYANOPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]BUTANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (4 CYANOPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (4 FLUOROPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (4 METHOXYPHENYL)]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 [2 AMINO 3 (4 METHOXYPHENYL)]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]BUTANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 (4 METHOXYPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 [2 (TRIFLUOROMETHYL)PHENYL]PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 [2 AMINO 3 [4 (FLUOROPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]BUTANOATE; ETHYL 2 [4 [[1 [2 AMINO 3 [4 (TRIFLUOROMETHYL)PHENYL]PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 [2 AMINO 3 [4 (TRIFLUOROMETHYL)PHENYL]PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]PROPANOATE; ETHYL 2 [4 [[1 [2 AMINO 3(BIPHENYL 4 YL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; ETHYL 2 [4 [[1 [2 AMINO 3(BIPHENYL 4 YL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]BUTANOATE; ETHYL 2 [4 [[1 [2 AMINO(4 FLUOROPHENYL)PROPANOYL]PYRROLIDINE 2 CARBOXAMIDO]METHYL]PHENOXY]ACETATE; PROLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; DRUG DESIGN; DRUG PROTEIN BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; IC 50; MASS SPECTROMETRY; MOLECULAR MODEL; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL;

BINDING SITES; DIPEPTIDYL PEPTIDASE 4; DIPEPTIDYL-PEPTIDASE IV INHIBITORS; DRUG DESIGN; HYPOGLYCEMIC AGENTS; MOLECULAR DOCKING SIMULATION; PROLINE; PROTEIN BINDING; PROTEIN STRUCTURE, TERTIARY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84868100828     PISSN: 17470277     EISSN: 17470285     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2012.01438.x     Document Type: Article

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