Chemical proteomics-driven discovery of oleocanthal as an Hsp90 inhibitor.

Hsp90, a key target in cancer therapy, has been identified as the main partner of oleocanthal, an olive oil bioactive compound. A combination of chemical and biological assays disclosed its mechanism of action at the molecular level.

[1]  P. Sylvester,et al.  (-)-Oleocanthal as a c-Met inhibitor for the control of metastatic breast and prostate cancers. , 2011, Planta medica.

[2]  I. Yahara,et al.  Heat-induced Chaperone Activity of HSP90 (*) , 1996, The Journal of Biological Chemistry.

[3]  L. Fritz,et al.  A high-affinity conformation of Hsp90 confers tumour selectivity on Hsp90 inhibitors , 2003, Nature.

[4]  B. Blagg,et al.  Hsp90: a novel target for the disruption of multiple signaling cascades. , 2007, Current cancer drug targets.

[5]  Prokopios Magiatis,et al.  Direct measurement of oleocanthal and oleacein levels in olive oil by quantitative (1)H NMR. Establishment of a new index for the characterization of extra virgin olive oils. , 2012, Journal of agricultural and food chemistry.

[6]  R. Riccio,et al.  Chemical proteomics discloses petrosapongiolide M, an antiinflammatory marine sesterterpene, as a proteasome inhibitor. , 2010, Angewandte Chemie.

[7]  J. Yates,et al.  Mass spectrometry for proteomics. , 2008, Current opinion in chemical biology.

[8]  R. Riccio,et al.  Chemical proteomics reveals bolinaquinone as a clathrin-mediated endocytosis inhibitor. , 2011, Molecular bioSystems.

[9]  T. Nemoto,et al.  Oligomeric forms of the 90-kDa heat shock protein. , 1998, The Biochemical journal.

[10]  R. de Caterina,et al.  Mediterranean diet polyphenols reduce inflammatory angiogenesis through MMP-9 and COX-2 inhibition in human vascular endothelial cells: a potentially protective mechanism in atherosclerotic vascular disease and cancer. , 2012, Archives of biochemistry and biophysics.

[11]  A. Zampella,et al.  Heat shock proteins as key biological targets of the marine natural cyclopeptide perthamide C. , 2012, Molecular bioSystems.

[12]  L. Neckers,et al.  Heat-shock protein 90 inhibitors as novel cancer chemotherapeutics – an update , 2005, Expert opinion on emerging drugs.

[13]  Jeffrey B. Sperry,et al.  Inhibition of tau fibrillization by oleocanthal via reaction with the amino groups of tau , 2009, Journal of neurochemistry.

[14]  B. Blagg,et al.  Geldanamycin, radicicol, and chimeric inhibitors of the Hsp90 N-terminal ATP binding site. , 2006, Current topics in medicinal chemistry.

[15]  D S Goodsell,et al.  Automated docking of flexible ligands: Applications of autodock , 1996, Journal of molecular recognition : JMR.

[16]  G. Superti-Furga,et al.  Target profiling of small molecules by chemical proteomics. , 2009, Nature chemical biology.

[17]  Agostino Casapullo,et al.  New insights on the interaction mechanism between tau protein and oleocanthal, an extra-virgin olive-oil bioactive component. , 2011, Food & function.

[18]  H. Handa,et al.  High-performance affinity beads for identifying drug receptors , 2000, Nature Biotechnology.

[19]  Wenjie Luo,et al.  Heat shock protein 90 in neurodegenerative diseases , 2010, Molecular Neurodegeneration.

[20]  R. Keast,et al.  Phytochemistry: Ibuprofen-like activity in extra-virgin olive oil , 2005, Nature.

[21]  Artur Makarewicz,et al.  Electronic Supplementary Material ( ESI ) for ChemComm , 2015 .

[22]  Paul Workman,et al.  Drugging the Cancer Chaperone HSP90 , 2007, Annals of the New York Academy of Sciences.

[23]  J. Kanwar,et al.  Targeting Hsp90 with small molecule inhibitors induces the over-expression of the anti-apoptotic molecule, survivin, in human A549, HONE-1 and HT-29 cancer cells , 2010, Molecular Cancer.

[24]  A. Zampella,et al.  Chemical Proteomics Reveals Heat Shock Protein 60 To Be the Main Cellular Target of the Marine Bioactive Sesterterpene Suvanine , 2012, Chembiochem : a European journal of chemical biology.

[25]  L. Meijer,et al.  Identification of intracellular targets of small molecular weight chemical compounds using affinity chromatography , 2007, Biotechnology journal.

[26]  R. Riccio,et al.  Modulation of tau protein fibrillization by oleocanthal. , 2012, Journal of natural products.

[27]  G. Lippens,et al.  Oleuropein and derivatives from olives as Tau aggregation inhibitors , 2011, Neurochemistry International.

[28]  V. Fogliano,et al.  Oleocanthal in olive oil: between myth and reality. , 2006, Molecular nutrition & food research.

[29]  K. Bhalla,et al.  Abrogation of heat shock protein 70 induction as a strategy to increase antileukemia activity of heat shock protein 90 inhibitor 17-allylamino-demethoxy geldanamycin. , 2005, Cancer research.

[30]  E. Baulieu,et al.  Heat-induced Oligomerization of the Molecular Chaperone Hsp90 , 1999, The Journal of Biological Chemistry.

[31]  A. Tanaka,et al.  A versatile method of identifying specific binding proteins on affinity resins. , 2006, Analytical biochemistry.

[32]  C. Prodromou The ‘active life’ of Hsp90 complexes☆ , 2012, Biochimica et biophysica acta.

[33]  Matthew Bogyo,et al.  Chemical proteomics and its application to drug discovery. , 2003, Current opinion in biotechnology.