Discovery, synthesis, and structure-activity relationships of 20(S)-protopanaxadiol (PPD) derivatives as a novel class of AMPKα2β 1γ1 activators

European Journal of Medicinal Chemistry

Volumn 79, Issue , 2014, Pages 340-349

  Li, Jingya ^a   Liu, Junhua ^a   Chen, Dakai ^a   Liu, Peng ^b   He, Mengna ^a   Li, Jia ^a   Hu, Lihong ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

^b EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

20(S) Protopanoxadiol; Activators; AMPK; AMPK heterotrimer 2 1 1; Structure activity relationship

Indexed keywords

17 (( 5 ((4 CHLOROBENZYL)AMINO) 2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 5 (((1 PHENYLETHYL)AMINO)PENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 5 ((2 (PIPERAZIN 1 YL)ETHYL)AMINO)PENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECACHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 5 ((3 HYDROXYPROPYL)AMINO)PENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 5 ((4 NITROPHENETHYL)AMINO)PENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 5 (ISOPROPYLAMINO)PENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 5 (METHYLAMINO)PENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 5 (PHENETHYLAMINO)PENTAN 2 YL) 4,4,8,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 5 (PROPYLAMINO) PENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((2 HYDROXY 6 METHYLHEPTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 ((3 (1H IMIDAZOL 1 YL)PROPYL)AMINO 2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 ((3,4 DIMETHOXYBENZYL) AMINO)2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 ((3,4 DIMETHOXYPHENETHYL)AMINO) 2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 ((4 FLUOROBENZYL)AMINO) 2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 (2 HYDROXYPROPAN 2 YL) 2 METHYLTETRAHYDROFURAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 (BENZYLAMINO) 2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 (CYCLOPROPYLAMINO0 2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 (ETHYLAMINO) 2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17 ((5 (TERT BUTYLAMINO) 2 HYDROXYPENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 17((2 HYDROXY 5 ((4 METHOXYPHENYL)AMINO)PENTAN 2 YL) 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIOL; 4 ((3,12 DIHYDROXY 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 17 YL) 4 HYDROXY N ISOPROPYLPENTANAMIDE; 4 ((3,12 DIHYDROXY 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYLOPENTA[A]PHENANTHRENE 17 YL) 4 HYDROXY N ISOBUTYLPENTANAMIDE; 4,4,8,10,14 PENTAMETHYL 17 ((2 METHYL 5 OXOTETRAHYDROFURAN 2 YL)HEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 3,12 DIYL DIACETATE; ADENOSINE 5' MONOPHOSPHATE ACTIVATED PROTEIN KINASEALPHA2BETA1GAMMA1; ENZYME ACTIVATOR; N BUTYL 4 ((3,12 DIHYDROXY 4,4,8,10,14 PENTAMETHYLHEXADECAHYDRO 1H CYCLOPENTA[A]PHENANTHRENE 17 YL) 4 HYDROXYPENTANAMIDE; PROTEIN KINASE; PROTOPANAXADIOL DERIVATIVE; SAPONIN; UNCLASSIFIED DRUG; UNINDEXED DRUG; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE KINASE; PROTOPANAXADIOL; SAPOGENIN;

ALLOSTERISM; ARTICLE; CELL STRAIN HEPG2; DRUG DESIGN; DRUG SYNTHESIS; DRUG TARGETING; EPOXIDATION; HIGH THROUGHPUT SCREENING; LIPOGENESIS; STRUCTURE ACTIVITY RELATION; CHEMISTRY; CONFORMATION; DOSE RESPONSE; DRUG DEVELOPMENT; DRUG EFFECTS; ENZYME ACTIVATION; HEPG2 CELL LINE; HUMAN; METABOLISM; PHOSPHORYLATION; SYNTHESIS; TUMOR CELL CULTURE;

AMP-ACTIVATED PROTEIN KINASES; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DISCOVERY; ENZYME ACTIVATION; ENZYME ACTIVATORS; HEP G2 CELLS; HUMANS; MOLECULAR CONFORMATION; PHOSPHORYLATION; SAPOGENINS; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 84898957318     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2014.04.010     Document Type: Article

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