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Synthesis, structures, and Helicobacter Pylori urease inhibition of hydroxamate-coordinated oxovanadium complexes with benzohydrazone ligands

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Abstract

A new acetohydroxamate-coordinated oxovanadium(V) complex, [VOL(AE)] (1), and a new benzohydroxamate-coordinated oxovanadium(V) complex, [VOL(BE)] (2), where L is the dianionic form of N′-(2-hydroxy-5-methylbenzylidene)-2-methoxybenzohydrazide, have been synthesized and characterized by physicochemical methods and single-crystal X-ray diffraction. The V atom in each complex adopts octahedral coordination. Thermal stabilities and urease inhibitory activities of the complexes were studied. The percent inhibition of complexes 1 and 2 at the concentration of 100 μmol L−1 on Helicobacter pylori urease is 81.2 and 46.7 %, respectively. Complex 1 has an IC50 value of 27.0 μmol L−1. A molecular docking study of the complexes with the H. pylori urease was performed.

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References

  1. Francisco SS, Urrutia O, Martin V, Peristeropoulos A, Garcia-Mina JM (2011) J Sci Food Agric 91:1569

    Article  Google Scholar 

  2. Xiao Z-P, Ma T-W, Fu W-C, Peng X-C, Zhang A-H, Zhu H-L (2010) Eur J Med Chem 45:5064

    Article  CAS  Google Scholar 

  3. Barros TG, Williamson JS, Antunes OAC, Muri EMF (2009) Lett Drug Des Discov 6:186

    Article  CAS  Google Scholar 

  4. Louie AY, Meade TJ (1999) Chem Rev 99:2711

    Article  CAS  Google Scholar 

  5. Sumangala V, Poojary B, Chidananda N, Arulmoli T, Shenoy S (2013) Med Chem Res 22:2921

    Article  CAS  Google Scholar 

  6. Tehrani KHME, Sardari S, Mashayekhi V, Zadeh ME, Azerang P, Kobarfard F (2013) Chem Pharm Bull 61:160

    Article  CAS  Google Scholar 

  7. Azizian J, Mohammadi MK, Firuzi O, Razzaghi-asl N, Miri R (2012) Med Chem Res 21:3730

    Article  CAS  Google Scholar 

  8. Willsky GR, Goldfine AB, Kostyniak PJ, McNeill JH, Yang LQ, Khan HR, Crans DC (2001) J Inorg Biochem 85:33

    Article  CAS  Google Scholar 

  9. Caravan P, Gelmini L, Glover N, Herring FG, Li HL, McNeill JH, Rettig SJ, Setyawati IA, Shuter E, Tracey AS, Yuen VG, Orvig C (1995) J Am Chem Soc 117:12759

    Article  Google Scholar 

  10. Messerschmidt A, Prade L, Wever R (1997) Biol Chem 378:309

    Article  CAS  Google Scholar 

  11. Ara R, Ashiq U, Mahroof-Tahir M, Maqsood ZT, Khan KM, Lodhi MA, Choudhary MI (2007) Chem Biodivers 4:58

    Article  CAS  Google Scholar 

  12. Aslam MAS, Mahmood S, Shahid M, Saeed A, Iqbal J (2011) Eur J Med Chem 46:5473

    Article  CAS  Google Scholar 

  13. Zhang J-C, Li H-H, Xian D-M, Zhang M, Zhen M-M, Zhao Y, You Z-L (2012) Chin J Inorg Chem 28:1959

    CAS  Google Scholar 

  14. You Z-L, Shi D-H, Zhang J-C, Ma Y-P, Wang C, Li K (2012) Inorg Chim Acta 384:54

    Article  CAS  Google Scholar 

  15. Kumar S, Kayastha AM (2010) Med Chem Res 19:S113

    Google Scholar 

  16. Park JB, Imamura L, Kobashi K, Itoh H, Miyazaki T, Horisaki T (1995) Biol Pharm Bull 18:208

    Article  CAS  Google Scholar 

  17. Krajewska B, Zaborska W, Leszko M (2001) J Mol Catal B-Enzymatic 14:101

    Article  CAS  Google Scholar 

  18. Bruker. SMART (Version 5.628) and SAINT (Version 6.02) (1998) Bruker AXS Inc., Madison, Wisconsin, USA

  19. Sheldrick GM (1996) SADABS program for empirical absorption correction of area detector. University of Göttingen, Germany

  20. Sheldrick GM (2008) Acta Crystallogr A64:112

    Article  Google Scholar 

  21. Mao W-J, Lv P-C, Shi L, Li H-Q, Zhu H-L (2009) Bioorg Med Chem 17:7531

    Article  CAS  Google Scholar 

  22. Weatherburn MW (1967) Anal Chem 39:971

    Article  CAS  Google Scholar 

  23. Krajewska B, Zaborska W (2007) Bioorg Chem 35:355

    Article  CAS  Google Scholar 

  24. Geary WJ (1971) Coord Chem Rev 7:81

    Article  CAS  Google Scholar 

  25. Zhao Y, Han X, Zhou X–X, Li H–H, You Z-L (2013) Chin J Inorg Chem 28:867

    Google Scholar 

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Acknowledgments

This work was financially supported by the State Key Laboratory of Coordination Chemistry, Nanjing University.

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Correspondence to Zhong-Lu You.

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Cheng, XS., Zhang, JC., You, ZL. et al. Synthesis, structures, and Helicobacter Pylori urease inhibition of hydroxamate-coordinated oxovanadium complexes with benzohydrazone ligands. Transition Met Chem 39, 291–297 (2014). https://doi.org/10.1007/s11243-014-9802-4

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