Discovery of 14-3-3 protein-protein interaction inhibitors that sensitize multidrug-resistant cancer cells to doxorubicin and the Akt inhibitor GSK690693

ChemMedChem

Volumn 9, Issue 5, 2014, Pages 973-983

  Mori, Mattia ^a,b   Vignaroli, Giulia ^a   Cau, Ylenia ^a   Dinic̈, Jelena ^c   Hill, Richard ^d   Rossi, Matteo ^a,e   Colecchia, David ^e,f   Pešic̈, Milica ^c   Link, Wolfgang ^d   Chiariello, Mario ^e,f   Ottmann, Christian ^g   Botta, Maurizio ^a,h  

^a UNIVERSITY OF SIENA   (Italy)

^b ISTITUTO ITALIANO DI TECNOLOGIA   (Italy)

^c UNIVERSITY OF BELGRADE   (Serbia)

^d UNIVERSITY OF ALGARVE   (Portugal)

^e ISTITUTO TOSCANO TUMORI   (Italy)

^f Core Research Laboratory Istituto Toscano Tumori ^*  (Italy)

^g EINDHOVEN UNIVERSITY OF TECHNOLOGY   (Netherlands)

^h Temple University   (United States)

Author keywords

antitumor agents; cancer; doxorubicin; inhibitors; multidrug resistance; protein protein interactions

Indexed keywords

14 3 3 PROTEIN PROTEIN INTERACTION INHIBITOR; 2 (1,5 DIMETHYL 3 OXO 2 PHENYL 2,3 DIHYDRO 1H PYRAZOL 4 YL) 1,3 DIOXO 2,3 DIHYDRO 1H ISOINDOLE 5 CARBOXYLIC ACID; 4 [2 (4 AMINO 1,2,5 OXADIAZOL 3 YL) 1 ETHYL 7 (3 PIPERIDINYLMETHOXY) 1H IMIDAZO[4,5 C]PYRIDIN 4 YL] 2 METHYL 3 BUTYN 2 OL; ABELSON KINASE; DIMETHYL 5 [3 (1,5 DIMETHYL 3 OXO 2 PHENYL 2,3 DIHYDRO 1H PYRAZOL 4 YL)UREIDO]ISOPHTHALATE; DOXORUBICIN; MULTIDRUG RESISTANCE PROTEIN; PROTEIN 14 3 3; PROTEIN INHIBITOR; TRANSCRIPTION FACTOR FKHR; TRANSCRIPTION FACTOR FKHRL1; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT; MOLECULAR LIBRARY; OXADIAZOLE DERIVATIVE; PROTEIN BINDING;

APOPTOSIS; ARTICLE; BINDING AFFINITY; CANCER CELL; CANCER RESISTANCE; CELLULAR DISTRIBUTION; CONFOCAL MICROSCOPY; CONTENT ANALYSIS; CONTROLLED STUDY; DRUG POTENTIATION; DRUG PROTEIN BINDING; DRUG SCREENING; DRUG SENSITIZATION; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; IN VITRO STUDY; LIGAND BINDING; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MOLECULAR DOCKING; MOLECULAR MODEL; MULTIDRUG RESISTANCE; PRIORITY JOURNAL; PROTEIN EXPRESSION; PROTEIN PROTEIN INTERACTION; VIRTUAL REALITY; CELL PROLIFERATION; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG DEVELOPMENT; DRUG EFFECTS; HELA CELL LINE; METABOLISM; MOLECULAR LIBRARY; PHARMACOLOGY; STRUCTURE ACTIVITY RELATION; SYNTHESIS; TUMOR CELL CULTURE;

14-3-3 PROTEINS; ANTINEOPLASTIC COMBINED CHEMOTHERAPY PROTOCOLS; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; DOXORUBICIN; DRUG DISCOVERY; DRUG RESISTANCE, MULTIPLE; DRUG SCREENING ASSAYS, ANTITUMOR; HELA CELLS; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; OXADIAZOLES; PROTEIN BINDING; SMALL MOLECULE LIBRARIES; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 84899975034     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.201400044     Document Type: Article

References (54)

1. D. K. Morrison, Trends Cell Biol. 2009, 19, 16-23.
2. A. K. Gardino, S. J. Smerdon, M. B. Yaffe, Semin. Cancer Biol. 2006, 16, 173-182
3. E. Kjarland, T. J. Keen, R. Kleppe, Curr. Pharm. Biotechnol. 2006, 7, 217-223.
4. M. Mori, G. Vignaroli, M. Botta, Drug Discovery Today Technol. 2013, 10, e 541 -e 547
5. T. Obsil, V. Obsilova, Semin. Cell Dev. Biol. 2011, 22, 663-672.
6. P. M. Chan, Y.-W. Ng, E. Manser, Mol. Cell. Proteomics 2011, 10, M 110.005157
7. C. Johnson, M. Tinti, N. T. Wood, D. G. Campbell, R. Toth, F. Dubois, K. M. Geraghty, B. H. Wong, L. J. Brown, J. Tyler, A. Gernez, S. Chen, S. Synowsky, C. MacKintosh, Mol. Cell. Proteomics 2011, 10, M 110.005751
8. B. A. Joughin, B. Tidor, M. B. Yaffe, Protein Sci. 2005, 14, 131-139.
9. L. G. Milroy, L. Brunsveld, C. Ottmann, ACS Chem. Biol. 2013, 8, 27-35
10. C. Ottmann, Bioorg. Med. Chem. 2013, 21, 4058-4062.
11. M. Foote, Y. Zhou, Int. J. Biochem. Mol. Biol. 2012, 3, 152-164
12. E. Wilker, M. B. Yaffe, J. Mol. Cell. Cardiol. 2004, 37, 633-642.
13. D. Berg, C. Holzmann, O. Riess, Nat. Rev. Neurosci. 2003, 4, 752-762
14. M. K. Dougherty, D. K. Morrison, J. Cell Sci. 2004, 117, 1875-1884.
15. H. Fu, J. Coburn, R. J. Collier, Proc. Natl. Acad. Sci. USA 1993, 90, 2320-2324
16. C. Ottmann, L. Yasmin, M. Weyand, J. L. Veesenmeyer, M. H. Diaz, R. H. Palmer, M. S. Francis, A. R. Hauser, A. Wittinghofer, B. Hallberg, EMBO J. 2007, 26, 902-913.
17. R. Kleppe, A. Martinez, S. O. Doskeland, J. Haavik, Semin. Cell Dev. Biol. 2011, 22, 713-719.
18. M. F. Leal, D. Q. Calcagno, S. Demachki, P. P. Assumpcao, R. Chammas, R. R. Burbano, M. D. C. Smith, World J. Gastroenterol. 2012, 18, 1531-1537
19. Y. Liu, R. F. Tian, Y. M. Li, W. P. Liu, L. Cao, X. L. Yang, W. D. Cao, X. Zhang, Brain Res. 2010, 1336, 98-102
20. C. L. Neal, D. Yu, Expert Opin. Ther. Targets 2010, 14, 1343-1354
21. D. Zang, X. Li, L. Zhang, Clin. Exp. Med. 2010, 10, 221-228.
22. W. H. Zhou, F. Tang, J. Xu, X. Wu, Z. Y. Feng, H. G. Li, D. J. Lin, C. K. Shao, Q. Liu, BMC Cancer 2011, 11, 397.
23. M. Mancini, V. Corradi, S. Petta, E. Barbieri, F. Manetti, M. Botta, M. A. Santucci, J. Pharmacol. Exp. Ther. 2011, 336, 596-604
24. K. Yoshida, T. Yamaguchi, T. Natsume, D. Kufe, Y. Miki, Nat. Cell Biol. 2005, 7, 278-285.
25. B. Han, H. Xie, Q. Chen, J. T. Zhang, Mol. Cancer Ther. 2006, 5, 903-912
26. Y. Liu, H. Liu, B. Han, J. T. Zhang, Cancer Res. 2006, 66, 3248-3255.
27. C. Anders, Y. Higuchi, K. Koschinsky, M. Bartel, B. Schumacher, P. Thiel, H. Nitta, R. Preisig-Muller, G. Schlichthorl, V. Renigunta, J. Ohkanda, J. Daut, N. Kato, C. Ottmann, Chem. Biol. 2013, 20, 583-593
28. A. Richter, R. Rose, C. Hedberg, H. Waldmann, C. Ottmann, Chemistry 2012, 18, 6520-6527
29. R. Rose, S. Erdmann, S. Bovens, A. Wolf, M. Rose, S. Hennig, H. Waldmann, C. Ottmann, Angew. Chem. Int. Ed. 2010, 49, 4129-4132
30. Angew. Chem. 2010, 122, 4223-4226.
31. H. Wu, J. Ge, S. Q. Yao, Angew. Chem. Int. Ed. 2010, 49, 6528-6532
32. Angew. Chem. 2010, 122, 6678-6682.
33. V. Corradi, M. Mancini, F. Manetti, S. Petta, M. A. Santucci, M. Botta, Bioorg. Med. Chem. Lett. 2010, 20, 6133-6137.
34. V. Corradi, M. Mancini, M. A. Santucci, T. Carlomagno, D. Sanfelice, M. Mori, G. Vignaroli, F. Falchi, F. Manetti, M. Radi, M. Botta, Bioorg. Med. Chem. Lett. 2011, 21, 6867-6871.
35. Y. W. Su, Z. Hao, A. Hirao, K. Yamamoto, W. J. Lin, A. Young, G. S. Duncan, H. Yoshida, A. Wakeham, P. A. Lang, K. Murakami, H. Hermeking, B. Vogelstein, P. Ohashi, T. W. Mak, Proc. Natl. Acad. Sci. USA 2011, 108, 1555-1560
36. F. Zanella, A. Rosado, B. Garcia, A. Carnero, W. Link, ChemBioChem 2008, 9, 2229-2237
37. F. Zanella, A. Rosado, B. Garcia, A. Carnero, W. Link, BMC Cell Biol. 2009, 10, 14.
38. E. W. Wilker, R. A. Grant, S. C. Artim, M. B. Yaffe, J. Biol. Chem. 2005, 280, 18891-18898.
39. OpenEye Toolkits 2013, OpenEye Scientific Software, Santa Fe, NM (USA), http://www.eyesopen.com.
40. M. C. Hung, W. Link, J. Cell Sci. 2011, 124, 3381-3392.
41. W. Link, J. Oyarzabal, B. G. Serelde, M. I. Albarran, O. Rabal, A. Cebria, P. Alfonso, J. Fominaya, O. Renner, S. Peregrina, D. Soilan, P. A. Ceballos, A. I. Hernandez, M. Lorenzo, P. Pevarello, T. G. Granda, G. Kurz, A. Carnero, J. R. Bischoff, J. Biol. Chem. 2009, 284, 28392-28400.
42. F. Zanella, N. R. dos Santos, W. Link, Traffic 2013, 14, 247-258
43. F. Zanella, J. B. Lorens, W. Link, Trends Biotechnol. 2010, 28, 237-245.
44. F. Zanella, A. Rosado, F. Blanco, B. R. Henderson, A. Carnero, W. Link, Assay Drug Dev. Technol. 2007, 5, 333-341.
45. J. Bauer, J. Rademann, Tetrahedron Lett. 2003, 44, 5019-5023.
46. J. Clayden, H. Turner, M. Pickworth, T. Adler, Org. Lett. 2005, 7, 3147-3150.
47. R. Kumar, S. J. Blakemore, C. E. Ellis, E. F. Petricoin III, D. Pratt, M. Macoritto, A. L. Matthews, J. J. Loureiro, K. Elliston, BMC Genomics 2010, 11, 419.
48. LigPrep ver. 2.5, Schrödinger LLC, New York, NY (USA), 2011
49. Maestro ver. 9.2, Schrödinger LLC, New York, NY (USA), 2011.
50. M. Pesic, J. Z. Markovic, D. Jankovic, S. Kanazir, I. D. Markovic, L. Rakic, S. Ruzdijic, J. Chemother. 2006, 18, 66-73.
51. A. Podolski-Renic̈, T. Andelkovic̈, J. Bankovic̈, N. Tanic̈, S. Ruzdijic̈, M. Pesic̈, Biomed. Pharmacother. 2011, 65, 345-353.
52. E. M. Galan-Moya, J. Hernandez-Losa, C. I. A. Luquero, M. A. de La Cruz-Morcillo, C. Ramirez-Castillejo, J. L. Callejas-Valera, A. Arriaga, A. F. Aranburo, S. R. y Cajal, J. S. Gutkind, R. Sanchez-Prieto, Int. J. Cancer 2008, 122, 289-297.
53. P. Skehan, R. Storeng, D. Scudiero, A. Monks, J. McMahon, D. Vistica, J. T. Warren, H. Bokesch, S. Kenney, M. R. Boyd, J. Natl. Cancer Inst. 1990, 82, 1107-1112.
54. T. C. Chou, P. Talalay, Adv. Enzyme Regul. 1984, 22, 27-55.