Development of Keap1-interactive small molecules that regulate Nrf2 transcriptional activity
Tài liệu tham khảo
O'Connell, 2015, The Keap1/Nrf2 pathway in health and disease: from the bench to the clinic, Biochem Soc Trans, 43, 687, 10.1042/BST20150069
Baird, 2013, Regulatory flexibility in the Nrf2-mediated stress response is conferred by conformational cycling of the Keap1-Nrf2 protein complex, Proc Natl Acad Sci USA, 110, 15259, 10.1073/pnas.1305687110
Bertrand, 2015, Design, synthesis, and evaluation of triazole derivatives that induce Nrf2 dependent gene products and inhibit the Keap1-Nrf2 protein–protein interaction, J Med Chem, 58, 7186, 10.1021/acs.jmedchem.5b00602
Uruno, 2011, The Keap1-Nrf2 system as an in vivo sensor for electrophiles, Nitric Oxide, 25, 153, 10.1016/j.niox.2011.02.007
Magesh, 2012, Small molecule modulators of Keap1-Nrf2-ARE pathway as potential preventive and therapeutic agents, Med Res Rev, 32, 687, 10.1002/med.21257
Baird, 2014, Monitoring Keap1-Nrf2 interactions in single live cells, Biotechnol Adv, 32, 1133, 10.1016/j.biotechadv.2014.03.004
Bomprezzi, 2015, Dimethyl fumarate in the treatment of relapsing-remitting multiple sclerosis: an overview, Ther Adv Neurol Disord, 8, 20, 10.1177/1756285614564152
Wang, 2014, Bardoxolone methyl (CDDO-Me) as a therapeutic agent: an update on its pharmacokinetic and pharmacodynamic properties, Drug Des Devel Ther, 8, 2075
Copple, 2014, Chemical tuning enhances both potency toward nrf2 and in vitro therapeutic index of triterpenoids, Toxicol Sci, 140, 462, 10.1093/toxsci/kfu080
Takaya, 2012, Validation of the multiple sensor mechanism of the Keap1-Nrf2 system, Free Radic Biol Med, 53, 817, 10.1016/j.freeradbiomed.2012.06.023
Cleasby, 2014, Structure of the BTB domain of Keap1 and its interaction with the triterpenoid antagonist CDDO, PLoS One, 9, e98896, 10.1371/journal.pone.0098896
Balogun, 2003, Curcumin activates the haem oxygenase-1 gene via regulation of Nrf2 and the antioxidant-responsive element, Biochem J, 371, 887, 10.1042/bj20021619
Soetikno, 2013, Curcumin alleviates oxidative stress, inflammation, and renal fibrosis in remnant kidney through the Nrf2-keap1 pathway, Mol Nutr Food Res, 57, 1649, 10.1002/mnfr.201200540
Shen, 2015, A curcumin derivative that inhibits vinyl carbamate-induced lung carcinogenesis via activation of the Nrf2 protective response, Antioxid Redox Signal, 23, 651, 10.1089/ars.2014.6074
Gupta, 2013, Therapeutic roles of curcumin: lessons learned from clinical trials, AAPS J, 15, 195, 10.1208/s12248-012-9432-8
Wilson, 2013, Keap calm, and carry on covalently, J Med Chem, 56, 7463, 10.1021/jm400224q
Satoh, 2006, Activation of the Keap1/Nrf2 pathway for neuroprotection by electrophilic [correction of electrophillic] phase II inducers, Proc Natl Acad Sci USA, 103, 768, 10.1073/pnas.0505723102
Guerrero-Beltran, 2012, Protective effect of sulforaphane against oxidative stress: recent advances, Exp Toxicol Pathol, 64, 503, 10.1016/j.etp.2010.11.005
Hu, 2011, Modification of keap1 cysteine residues by sulforaphane, Chem Res Toxicol, 24, 515, 10.1021/tx100389r
Zhang, 2003, Distinct cysteine residues in Keap1 are required for Keap1-dependent ubiquitination of Nrf2 and for stabilization of Nrf2 by chemopreventive agents and oxidative stress, Mol Cell Biol, 23, 8137, 10.1128/MCB.23.22.8137-8151.2003
Kobayashi, 2009, The antioxidant defense system Keap1-Nrf2 comprises a multiple sensing mechanism for responding to a wide range of chemical compounds, Mol Cell Biol., 29, 493, 10.1128/MCB.01080-08
Lozanovski, 2014, Pilot study evaluating broccoli sprouts in advanced pancreatic cancer (POUDER trial) – study protocol for a randomized controlled trial, Trials, 15, 204, 10.1186/1745-6215-15-204
Mirmiran, 2012, Effects of broccoli sprout with high sulforaphane concentration on inflammatory markers in type 2 diabetic patients: A randomized double-blind placebo-controlled clinical trial, J Funct Foods, 4, 837, 10.1016/j.jff.2012.05.012
Morroni, 2013, Neuroprotective effect of sulforaphane in 6-hydroxydopamine-lesioned mouse model of Parkinson's disease, Neurotoxicology, 36, 63, 10.1016/j.neuro.2013.03.004
Singh, 2014, Sulforaphane treatment of autism spectrum disorder (ASD), Proc Natl Acad Sci USA, 111, 15550, 10.1073/pnas.1416940111
Tufekci, 2011, The Nrf2/ARE pathway: a promising target to counteract mitochondrial dysfunction in Parkinson's disease, Parkinsons Dis, 2011, 314082
Abed, 2015, Discovery of direct inhibitors of Keap1-Nrf2 protein-protein interaction as potential therapeutic and preventive agents, Acta Pharm Sin B, 5, 285, 10.1016/j.apsb.2015.05.008
Cheung, 2010, Molecular targets of dietary phenethyl isothiocyanate and sulforaphane for cancer chemoprevention, AAPS J, 12, 87, 10.1208/s12248-009-9162-8
Durham, 2014, The anti-inflammatory effects of sulforaphane are not mediated by the Nrf2 pathway, Eur Respir J, 44
Greaney, 2016, Sulforaphane inhibits multiple inflammasomes through an Nrf2-independent mechanism, J Leukoc Biol, 99, 189, 10.1189/jlb.3A0415-155RR
Jo, 2014, Nrf2 reduces levels of phosphorylated tau protein by inducing autophagy adaptor protein NDP52, Nat Commun, 5, 3496, 10.1038/ncomms4496
Yanaka, 2014, Adaptive cytoprotection and cancer chemoprotection by sulforaphane against various stresses: role of nrf2-keap1 dependent and independent pathways (1052.1), FASEB J, 28
Wells, 2015, Peptide and small molecule inhibitors of the Keap1-Nrf2 protein–protein interaction, Biochem Soc Trans, 43, 674, 10.1042/BST20150051
Fukutomi, 2014, Kinetic, thermodynamic, and structural characterizations of the association between Nrf2-DLGex degron and Keap1, Mol Cell Biol, 34, 832, 10.1128/MCB.01191-13
Lo, 2006, Structure of the Keap1:Nrf2 interface provides mechanistic insight into Nrf2 signaling, EMBO J, 25, 3605, 10.1038/sj.emboj.7601243
Tong, 2007, Different electrostatic potentials define ETGE and DLG motifs as hinge and latch in oxidative stress response, Mol Cell Biol, 27, 7511, 10.1128/MCB.00753-07
Chen, 2011, Kinetic analyses of Keap1-Nrf2 interaction and determination of the minimal Nrf2 peptide sequence required for Keap1 binding using surface plasmon resonance, Chem Biol Drug Des, 78, 1014, 10.1111/j.1747-0285.2011.01240.x
Hancock, 2012, Peptide inhibitors of the Keap1-Nrf2 protein-protein interaction, Free Radic Biol Med, 52, 444, 10.1016/j.freeradbiomed.2011.10.486
Lu, 2015, Binding thermodynamics and kinetics guided optimization of potent Keap1–Nrf2 peptide inhibitors, RSC Adv, 5, 85983, 10.1039/C5RA16262A
Hancock, 2013, Peptide inhibitors of the Keap1-Nrf2 protein-protein interaction with improved binding and cellular activity, Org Biomol Chem, 11, 3553, 10.1039/c3ob40249e
Steel, 2012, Anti-inflammatory effect of a cell-penetrating peptide targeting the Nrf2/Keap1 interaction, ACS Med Chem Lett, 3, 407, 10.1021/ml300041g
Hu, 2013, Discovery of a small-molecule inhibitor and cellular probe of Keap1-Nrf2 protein–protein interaction, Bioorg Med Chem Lett, 23, 3039, 10.1016/j.bmcl.2013.03.013
Wen, 2015, Activation of NRF2 signaling in HEK293 cells by a first-in-class direct KEAP1-NRF2 inhibitor, J Biochem Mol Toxicol, 29, 261, 10.1002/jbt.21693
Jnoff, 2014, Binding mode and structure-activity relationships around direct inhibitors of the Nrf2-Keap1 complex, ChemMedChem, 9, 699, 10.1002/cmdc.201300525
Marcotte, 2013, Small molecules inhibit the interaction of Nrf2 and the Keap1 Kelch domain through a non-covalent mechanism, Bioorg Med Chem, 21, 4011, 10.1016/j.bmc.2013.04.019
Jiang, 2014, Discovery of potent Keap1-Nrf2 protein-protein interaction inhibitor based on molecular binding determinants analysis, J Med Chem, 57, 2736, 10.1021/jm5000529
Jain, 2015, Probing the structural requirements of non-electrophilic naphthalene-based Nrf2 activators, Eur J Med Chem, 103, 252, 10.1016/j.ejmech.2015.08.049
Jiang, 2015, Structure-activity and structure-property relationship and exploratory in vivo evaluation of the nanomolar Keap1-Nrf2 protein–protein interaction inhibitor, J Med Chem, 58, 6410, 10.1021/acs.jmedchem.5b00185
Winkel, 2015, Characterization of RA839, a noncovalent small molecule binder to Keap1 and selective activator of Nrf2 signaling, J Biol Chem, 290, 28446, 10.1074/jbc.M115.678136
Lu, 2016, An inhibitor of the Keap1-Nrf2 protein–protein interaction protects NCM460 colonic cells and alleviates experimental colitis, Sci Rep, 6, 26585, 10.1038/srep26585
Davies, 2016, Monoacidic inhibitors of the Kelch-like ECH-associated protein 1: nuclear factor erythroid 2-related factor 2 (KEAP1:NRF2) protein-protein interaction with high cell potency identified by fragment-based discovery, J Med Chem, 59, 3991, 10.1021/acs.jmedchem.6b00228
Shimozono, 2013, Nrf2 activators attenuate the progression of nonalcoholic steatohepatitis-related fibrosis in a dietary rat model, Mol Pharmacol, 84, 62, 10.1124/mol.112.084269
Satoh, 2015, Multiple binding modes of a small molecule to human Keap1 revealed by X-ray crystallography and molecular dynamics simulation, FEBS Open Bio, 5, 557, 10.1016/j.fob.2015.06.011
East, 2014, PMI: A ΔΨm independent pharmacological regulator of mitophagy, Chem Biol, 21, 1585, 10.1016/j.chembiol.2014.09.019
Redmann, 2014, Mitophagy mechanisms and role in human diseases, Int J Biochem Cell Biol, 53, 127, 10.1016/j.biocel.2014.05.010
Narendra, 2014, Parkin-induced mitophagy in the pathogenesis of Parkinson disease, Autophagy, 5, 706, 10.4161/auto.5.5.8505
Zhang, 2013, Bardoxolone brings Nrf2-based therapies to light, Antioxid Redox Signal, 19, 517, 10.1089/ars.2012.5118