1,001
Views
11
CrossRef citations to date
0
Altmetric
Research Article

Synthesis, inhibitory activity and molecular docking studies of two Cu(II) complexes against Helicobacter pylori urease

, , , , &
Pages 528-532 | Received 09 Apr 2011, Accepted 19 Jun 2011, Published online: 18 Jul 2012

References

  • Bacanamwo M, Witte CP, Lubbers MW, Polacco JC. Activation of the urease of Schizosaccharomyces pombe by the UreF accessory protein from soybean. Mol Genet Genomics 2002;268:525–534.
  • Krajewska B., Ureases I. Functional, catalytic and kinetic properties: a review. J Mol Catal B Enzym 2009;59: 9–21.
  • Dixon NE, Gazzola TC, blakeley RL, Zermer B. Letter: Jack bean urease (EC 3.5.1.5). A metalloenzyme. A simple biological role for nickel? J Am Chem Soc 1975;97:4131–4133.
  • Karplus PA, Pearson MA, Hausinger RP. 70 Years of crystalline urease: what have we learned? Acc Chem Res 1997;30: 330–337.
  • Benini S, Rypniewski WR, Wilson KS, Miletti S, Ciurli S, Mangani S. A new proposal for urease mechanism based on the crystal structures of the native and inhibited enzyme from Bacillus pasteurii: why urea hydrolysis costs two nickels. Structure 1999;7:205–216.
  • Covacci A, Telford JL, Del Giudice G, Parsonnet J, Rappuoli R. Helicobacter pylori virulence and genetic geography. Science 1999;284:1328–1333.
  • Mobley HLT, Mendz GL, Hazell SL. (2001). Helicobacter pylori: physiology and genetics. Washington, USA: ASM Press.
  • Crespo A, Suh B. Helicobacter pylori infection: epidemiology, pathophysiology, and therapy. Arch Pharm Res 2001;24:485–498.
  • Montecucco C, Rappuoli R. Living dangerously: how Helicobacter pylori survives in the human stomach. Nat Rev Mol Cell Biol 2001;2:457–466.
  • Follmer C. Ureases as a target for the treatment of gastric and urinary infections. J Clin Pathol 2010;63:424–430.
  • Cheng K, Zhu HL, Li YG. Syntheses and characterizations of two novel silver polymers from assembly 5-bromosalicylic acid and 2-aminobenzoic acid, with high inhibitory activities against jack bean urease. Z Anorg Allg Chem 2006;632:2326–2330.
  • Morris GM, Goodsell DS, Halliday RS, Huey R, Hart WE, Belew RK, Olson AJ. Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function. J Comput Chem 1998;19:1639–1662.
  • Bruker. (1998). SMART and SAINT (Version 5.0). Data collection and processing software for the SMART system. Madison, Wisconsin, USA: Bruker AXS Inc.
  • Sheldrick GM. (1996). SADABS. Program for empirical. Absorption correction of area detector data. Germany: University of Göttingen.
  • Li HQ, Xu C, Li HS, Xiao ZP, Shi L, Zhu HL. Metronidazole-flavonoid derivatives as anti-Helicobacter pylori agents with potent inhibitory activity against HPE-induced interleukin-8 production by AGS cells. Chemmedchem 2007;2:1361–1369.
  • Mao WJ, Lv PC, Shi L, Li HQ, Zhu HL. Synthesis, molecular docking and biological evaluation of metronidazole derivatives as potent Helicobacter pylori urease inhibitors. Bioorg Med Chem 2009;17:7531–7536.
  • Weatherburn MW. Phenol hypochlorite reaction lor determination of ammonia. Anal Chem 1967;39:971–974.
  • Huey R, Morris GM, Olson AJ, Goodsell DS. A semiempirical free energy force field with charge-based desolvation. J Comput Chem 2007;28:1145–1152.
  • Cui YM, Li YG, Cai YJ, Chen W, Zhu HL. Synthesis, molecular docking, and activity of Schiff-base copper(II) complex with N-n-butylsalicylaldiminate as Helicobacter pylori urease inhibitor. J Coord Chem 2011;64:610–616.
  • Mak TCW, Yip WH, Smith G, O’Reilly EJ, Kennard CHL. Metal-phenoxyalkanoic acid interactions. Part 20. The crystal structures of diaquabis(2-carbamoylphenoxyacetato)copper(II) and tetraaquabis(2-carbamoylphenoxyacetato)nickel(II). Inorg Chim Acta 1986;112:53–57.
  • Humphrey SM, Angliss TJP, Aransay M, Cave D, Gerrard LA, Weldon GF, Wood PT. Bimetallic metal-organic frameworks containing the [M(2,X-pdc)2-2] (M = Cu, Pd, Pt; x = 4, 5) building block − synthesis, structure, and magnetic properties†. Z Anorg Allg Chem 2007; 633: 2342–2353.
  • Hao HQ, Zhang H. Diaquabis[(pyrimidin-2-ylsulfanyl)acetato]copper(II) dihydrate. Acta Crystallogr Sect 2006; E62: m30.
  • Ptasiewicz-Bąk H, Leciejewicz J. The crystal structure of monoaquabis(trans-5--methylpyrazine-2-carboxylato-N,O)copper(II) Trihydrate. Polish J Chem 2000; 74: 877–883.
  • Krajewska B, Zaborska W. Jack bean urease: the effect of active-site binding inhibitors on the reactivity of enzyme thiol groups. Bioorg Chem 2007;35:355–365.
  • Krajewska B. Mono- (Ag, Hg) and di- (Cu, Hg) valent metal ions effects on the activity of jack bean urease. Probing the modes of metal binding to the enzyme. J Enzyme Inhib Med Chem 2008;23:535–542.
  • Cheng K, You ZL, Zhu HL. New method for the synthesis of a mononucleating cyclic peptide ligand, crystal structures of its Ni, Zn, Cu, and Co complexes, and their inhibitory bioactivity against urease. Aust J Chem 2007;60:375–379.
  • Ha NC, Oh ST, Sung JY, Cha KA, Lee MH, Oh BH. Supramolecular assembly and acid resistance of Helicobacter pylori urease. Nat Struct Biol 2001;8:505–509.
  • Xiao ZP, Ma TW, Fu WC, Peng XC, Zhang AH, Zhu HL. The synthesis, structure and activity evaluation of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors. Eur J Med Chem 2010;45:5064–5070.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.