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Design, synthesis and evaluation of 6-oxo-1, 6-dihydropyrimidine-2,5-dicarboxamide derivatives as MMP 13 inhibitors

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Abstract

We designed and synthsized a series of novel 6-oxo-1,6-dihydropyrimidine-2,5-dicarboxamide derivatives and evaluated their inhibition effects on MMP 3, MMP 12 and MMP 13. The pharmacological results show that they have potent and highly selective activity of inhibiting MMP 13.

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References

  1. Sternlicht M. D., Werb Z., Annu. Rev. Cell Dev. Biol., 2001, 17, 463

    Article  CAS  Google Scholar 

  2. Liu X. C., Li H. W., Wang Y., Jiang K., Fang X. X., Wu Y. Q., Chem. J. Chinese Universities, 2010, 31(1), 88

    Google Scholar 

  3. Shapiro S. D., Curr. Opin. Cell Biol., 1998, 10, 602

    Article  CAS  Google Scholar 

  4. Whittaker M., Floyd C. D., Brown P., Gearing A. J., Chem. Rev., 1999, 99, 2735

    Article  CAS  Google Scholar 

  5. Holleran W. M., Galardy R. E., Gao W. N., Levy D., Tang P. C., Elias P. M., Arch. Dermatol. Res., 1997, 289, 138

    Article  CAS  Google Scholar 

  6. Chandler S., Coates R., Gearing A., Lury J., Wells G., Bone E., Neurosci. Lett., 1995, 201, 223

    Article  CAS  Google Scholar 

  7. Lohmander L. S., Hoerrner L. A., Lark M. W., Arthritis Rheum., 1993, 36(2), 181

    Article  CAS  Google Scholar 

  8. Ahrens D., Koch A. E., Pope R. M., Stein-Picarella M., Niedbala M. J., Arthritis Rheum., 1996, 39(9), 1576

    Article  CAS  Google Scholar 

  9. Ohishi K., Fujita N., Morinaga Y., Tsuruo T., Clin. Exp. Metastasis, 1995, 13, 287

    Article  CAS  Google Scholar 

  10. Peress N., Perillo E., Zucker S., J. Neuropathol. Exp. Neurol., 1995, 54, 16

    Article  CAS  Google Scholar 

  11. Coussens L. M., Fingleton B., Matrisian L. M., Science, 2002, 295, 2387

    Article  CAS  Google Scholar 

  12. Babine R. E., Bender S. L., Chem. Rev., 1997, 97, 1359

    Article  CAS  Google Scholar 

  13. Hodgson J., Biotechnology, 1995, 13, 554

    Article  CAS  Google Scholar 

  14. Engel C. K., Pirard B., Schimanski S., Kirsch R., Habermann J., Klingler O., Schlotte V., Weithmann K. U., Wendt K. U., Chem. Biol., 2005, 12(2), 181

    Article  CAS  Google Scholar 

  15. Gooljarsingh L. T., Lakdawala A., Coppo F., Luo L., Fields G. B., Tummino P. J., Gontarek R. R., Protein Sci., 2008, 17(1), 66

    Article  CAS  Google Scholar 

  16. Barvian N. C., Patt W. C., Pyrimidine Matrix Metalloproteinase Inhibitors, US 6936616, 2005

  17. Christian G., Carine C., Gallagher B. M. Jr., Arthur T., Metalloprotease Inhibitors Containing a Heterocyclic Moiety, WO 2008109181, 2008

  18. Russell M. G., Carling R. W., Atack J. R., Bromidge F. A., Cook S. M., Hunt P., Isted C., Lucas M., McKernan R. M., Mitchinson A., Moore K. W., Narquizian R., Macaulay A. J., Thomas D., Thompson S. A., Wafford K. A., Castro J. L., J. Med. Chem., 2005, 48(5), 1367

    Article  CAS  Google Scholar 

  19. Lavecchia G., Raboin S. B., Guillaumet G., Lett. Org. Chem., 2006, 3, 877

    Article  CAS  Google Scholar 

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Correspondence to Yong-sheng Wang.

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Supported by the Innovative Projects of Young Teacher of Jilin University, China(No.450060441137).

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Lu, Hb., Wang, Sh., Li, Qm. et al. Design, synthesis and evaluation of 6-oxo-1, 6-dihydropyrimidine-2,5-dicarboxamide derivatives as MMP 13 inhibitors. Chem. Res. Chin. Univ. 29, 67–70 (2013). https://doi.org/10.1007/s40242-012-2131-2

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  • DOI: https://doi.org/10.1007/s40242-012-2131-2

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