Dinuclear copper complexes of organic claw: Potent inhibition of protein tyrosine phosphatases

Journal of Inorganic Biochemistry

Volumn 105, Issue 9, 2011, Pages 1138-1147

  Ma, Ling ^a   Lu, Liping ^a   Zhu, Miaoli ^a,c   Wang, Qingming ^a   Gao, Fei ^a   Yuan, Caixia ^a   Wu, Yanbo ^a   Xing, Shu ^b   Fu, Xueqi ^b   Mei, Yuhua ^c   Gao, Xiaoli ^d  

^a SHANXI UNIVERSITY   (China)

^b JILIN UNIVERSITY   (China)

^c NANJING UNIVERSITY   (China)

^d TAIYUAN NORMAL UNIVERSITY   (China)

Author keywords

Dinuclear copper complexes; Inhibitor; PTPs; Selectivity

Indexed keywords

2,2',2'',2''' (5 BROMO 2 OXIDO 1,3 PHENYLENE)BIS(METHYLENE)BIS(AZANETRIYL)TETRAACETATE; 2,2',2'',2''' (5 CHLORO 2 OXIDO 1,3 PHENYLENE)BIS(METHYLENE)BIS(AZANETRIYL)TETRAACETATE; 2,2',2'',2''' (5 METHYL 2 OXIDO 1,3 PHENYLENE)BIS(METHYLENE)BIS(AZANETRIYL)TETRAACETATE; COPPER COMPLEX; NON RECEPTOR PROTEIN TYROSINE PHOSPHATASE 2; PROTEIN TYROSINE PHOSPHATASE 1B; PROTEIN TYROSINE PHOSPHATASE INHIBITOR; PROTEIN TYROSINE PHOSPHATASE SHP 1; PROTEIN TYROSINE PHOSPHATASE SHP 2; UNCLASSIFIED DRUG;

ARTICLE; COMPLEX FORMATION; CONTROLLED STUDY; DRUG POTENCY; DRUG SYNTHESIS; ELECTROSPRAY MASS SPECTROMETRY; ENZYME INHIBITION; ENZYME SPECIFICITY; HUMAN; IC 50; IN VITRO STUDY; INFRARED SPECTROSCOPY; MOLECULAR DOCKING; PH; POTENTIOMETRIC TITRATION; THERMOGRAVIMETRY; X RAY DIFFRACTION;

ACIDS, HETEROCYCLIC; CHELATING AGENTS; CLONING, MOLECULAR; COPPER; CRYSTALLOGRAPHY, X-RAY; ENZYME INHIBITORS; ESCHERICHIA COLI; HUMANS; KINETICS; LIGANDS; MODELS, MOLECULAR; POTENTIOMETRY; PROTEIN TYROSINE PHOSPHATASE, NON-RECEPTOR TYPE 1; PROTEIN TYROSINE PHOSPHATASE, NON-RECEPTOR TYPE 11; PROTEIN TYROSINE PHOSPHATASE, NON-RECEPTOR TYPE 2; PROTEIN TYROSINE PHOSPHATASE, NON-RECEPTOR TYPE 6; PROTEIN TYROSINE PHOSPHATASES, NON-RECEPTOR; RECOMBINANT PROTEINS; SIGNAL TRANSDUCTION; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SUBSTRATE SPECIFICITY; TRANSFORMATION, BACTERIAL; X-RAY DIFFRACTION;

EID: 79959554248     PISSN: 01620134     EISSN: 18733344     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2011.05.015     Document Type: Article

References (54)

1. J.N. Andersen, P.G. Jansen, S.M. Echwald, O.H. Mortensen, T. Fukada, R.D. Vecchio, N.K. Tonks, and N.P.H. Møller FASEB J. 18 2004 8 30
2. M. Stuible, K.M. Doody, and M.L. Tremblay Cancer Metastasis Rev. 27 2008 215 230
3. K.M. Heinonen, F.P. Nestel, E.W. Newell, G. Charette, T.A. Seemayer, M.L. Tremblay, and W.S. Lapp Blood 103 2004 3457 3464
4. L.I. Pao, K. Badour, K.A. Siminovitch, and B.G. Neel Annu. Rev. Immunol. 25 2007 473 523
5. T. Vang, A.V. Miletic, Y. Arimura, L. Tautz, R.C. Rickert, and T. Mustelin Annu. Rev. Immunol. 26 2008 29 55
6. P. Heneberg Curr. Med. Chem. 16 2009 706 733
7. L.P. Lu, and M.L. Zhu Anti-Cancer Agents Med. Chem. 11 2011 164 171
8. K.G. Peters, M.G. Davis, B.W. Howard, M. Pokross, V. Rastogi, C. Diven, K.D. Greis, E. Eby-Wilkens, M. Maier, A. Evdokimov, S. Soper, and F.J. Genbauffe J. Inorg. Biochem. 96 2003 321 330
9. B.I. Posner, R. Faure, J.W. Burgess, A.P. Bevan, D. Lachance, G. Zhang-Sun, I.G. Fantus, J.B. Ng, D.A. Hall, and B.S. Lum J. Biol. Chem. 269 1994 4596 4604
10. G. Huyer, S. Liu, J. Kelly, J. Moffat, P. Payette, B. Kennedy, G. Tsaprailis, M.J. Gresser, and C. Ramachandran J. Biol. Chem. 272 1997 843 851
11. F. Nxumalo, N.R. Glover, and A.S. Tracey J. Biol. Inorg. Chem. 3 1998 534 542
12. C.X. Yuan, L.P. Lu, X.L. Gao, Y.B. Wu, M.L. Guo, Y. Li, X.Q. Fu, and M.L. Zhu J. Biol. Inorg. Chem. 14 2009 841 851
13. X.L. Gao, L.P. Lu, M.L. Zhu, C.X. Yuan, J.F. Ma, and X.Q. Fu Acta Chim. Sin. 67 2009 929 936
14. C.X. Yuan, L.P. Lu, Y.B. Wu, Z.W. Liu, M.L. Guo, S. Xing, X.Q. Fu, and M.L. Zhu J. Inorg. Biochem. 104 2010 978 986
15. L.P. Lu, S.L. Wang, M.L. Zhu, Z.W. Liu, M.L. Guo, S. Xing, and X.Q. Fu Biometals 23 2010 1139 1147
16. D. Krishnamurthy, M.R. Karver, E. Fiorillo, V. Orrú, S.M. Stanford, N. Bottini, and A.M. Barrios J. Med. Chem. 51 2008 4790 4795
17. M.R. Karver, D. Krishnamurthy, R.A. Kulkarni, N. Bottini, and A.M. Barrios J. Med. Chem. 52 2009 6912 6918
18. M.K. Pathak, and T. Yi J. Immunol. 167 2001 3391 3397
19. M. Gomez, L. Alisaraie, M. Shio, A.M. Berghuis, C. Lebrun, I. Gautier-Luneau, and M. Olivier J. Biol. Chem. 285 2010 24620 24628
20. Q.M. Wang, L.P. Lu, C.X. Yuan, K. Pei, Z.W. Liu, M.L. Guo, and M.L. Zhu Chem. Commun. 46 2010 3547 3549
21. K.A. Price, A. Caragounis, B.M. Paterson, G. Filiz, I. Volitakis, C.L. Masters, K.J. Barnham, P.S. Donnelly, P.J. Crouch, and A.R. White J. Med. Chem. 52 2009 6606 6620
22. M. Frezza, S. Hindo, D. Chen, A. Davenport, S. Schmitt, D. Tomco, and Q.P. Dou Curr. Pharm. Des. 16 2010 1813 1825
23. S. Tardito, and L. MarchiòCurr Med. Chem. 16 2009 1325 1348
24. T. Wang, and Z. Guo Curr. Med. Chem. 13 2006 525 537
25. Y. Li, L.P. Lu, M.L. Zhu, Q.M. Wang, C.X. Yuan, S. Xing, X.Q. Fu, and Y.H. Mei Biometals 24 2011 10.1007/s10534-011-9460-3
26. L. Ma, L.P. Lu, M.L. Zhu, Q.M. Wang, Y. Li, S. Xing, X.Q. Fu, Z.Q. Gao, and Y.H. Dong Dalton Trans. 40 2011 6532 6540
27. M.E. Branum, A.K. Tipton, S.R. Zhu, and L. Que J. Am. Chem. Soc. 123 2001 1898 1904
28. Bruker SMART (Version 5.0) and SAINT (Version 6.02) 2000 Bruker AXS Inc. Madison, Wisconsin, USA
29. G.M. Sheldrick SADABS 2000 University of Gottingen Germany
30. G.M. Sheldrick SHELXS97 and SHELXL97 1997 University of Gottingen Germany
31. P.J. Hay, and W.R. Wadt J. Chem. Phys. 82 1985 299 310
32. P.J. Hay, and W.R. Wadt J. Chem. Phys. 82 1985 284 298
33. P.J. Hay, and W.R. Wadt J. Chem. Phys. 82 1985 270 283
34. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, J.T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, and J.A. Pople Gaussian 03, Revision E.01 2004 Gaussian, Inc. Wallingford CT
35. G. Liu, B.G. Szczepankiewicz, Z. Pei, D.A. Janowich, Z. Xin, P.J. Hadjuk, C. Abad-Zapatero, H. Liang, C.W. Hutchins, S.W. Fesik, S.J. Ballaron, M.A. Stashko, T. Lubben, A.K. Mika, B.A. Zinker, J.M. Trevillyan, and M.R. Jirousek J. Med. Chem. 46 2003 2093 2103
36. P. Gans, A. Sabatini, and A. Vacca J. Chem. Soc. Dalton. Trans. 6 1985 1195 1200
37. M.T. Carter, M. Rodriguez, and A.J. Bard J. Am. Chem. Soc. 111 1989 8901 8911
38. J.R. Lakowicz Principles of Fluorescence Spectroscopy 3th Ed. 2006 Springer Science/Business Media New York
39. Z. Zhu, M. Sun, X. Zhang, K. Liu, D. Shi, J. Li, J. Su, Y. Xu, and X. Fu Chem. Res. Chin. U. 23 2007 289 296
40. Y. Qi, R. Zhao, H. Cao, X. Sui, S.B. Krantz, and Z.J. Zhao J. Cell. Biochem. 86 2002 79 89
41. W. Li, Y. Zhuang, H. Li, Y. Sun, Y. Fu, X. Wu, Z.Z. Zhao, and X. Fu Chem. Res. Chin. U. 24 2008 592 596
42. K.B. Taylor Enzyme Kinetics and Mechanisms 2004 Kluwer Academic Publishers
43. J. Berg, J. Tymoczko, and L. Stryer Biochemistry 2002 W. H. Freeman and Company
44. K. Nakamoto Infrared and Raman spectra of Inorganic and Coordination Compounds 6th Ed. 2009 John Wiley & Sons New York 319
45. L.P. Lu, M.L. Zhu, and P. Yang J. Inorg. Biochem. 95 2003 31 36
46. CSD, Version 5.31 of August 2010 F.H. Allen Acta Cryst. B58 2002 380 388
47. R.C. Holz, J.J.M. Brink, F.T. Gobena, and C.J. O'Connor Inorg. Chem. 33 1994 6086 6092
48. R.C. Holz, J.M. Bradshaw, and B. Bennett Inorg. Chem. 37 1998 1219 1225
49. S. Laborda, R. Clérac, C.E. Anson, and A.K. Powell Inorg. Chem. 43 2004 5931 5943
50. B.H. Meng, S.P. Huang, and F. Gao Acta Cryst. E60 2004 m797 m799
51. M. Strohalm, D. Kavan, P. Novak, M. Volny, and V. Havlicek Anal. Chem. 82 2010 4648 4651
52. S. Lee, and Q. Wan Med. Res. Rev. 27 2007 553 573
53. F. Ding, G.Y. Zhao, J.L. Huang, Y. Sun, and L. Zhang Eur. J. Med. Chem. 44 2009 4083 4089
54. J. Kang, Y. Liu, M.X. Xie, S. Li, M. Jiang, and Y.D. Wang Biochim. Biophysic. Acta 1674 2004 205 214