996
Views
4
CrossRef citations to date
0
Altmetric
Research Paper

Discovery of (phenylureido)piperidinyl benzamides as prospective inhibitors of bacterial autolysin E from Staphylococcus aureus

, , , , , , & show all
Pages 1239-1247 | Received 04 Jun 2018, Accepted 22 Jun 2018, Published online: 24 Aug 2018

References

  • Rossolini GM, Arena F, Pecile P, et al. Update on the antibiotic resistance crisis. Curr Opin Pharmacol 2014;18:56–60.
  • Brown ED, Wright GD. Antibacterial drug discovery in the resistance era. Nature 2016;529:336–343.
  • Kohanski MA, Dwyer DJ, Collins JJ. How antibiotics kill bacteria: from targets to networks. Nat Rev Microbiol 2010;8:423–435.
  • Mihelic M, Vlahovicek-Kahlina K, Renko M, et al. The mechanism behind the selection of two different cleavage sites in nag-nam polymers. IUCRJ 2017;4:185–198.
  • Kulhankova K, King J, Salgado-Pabon W. Staphylococcal toxic shock syndrome: superantigen-mediated enhancement of endotoxin shock and adaptive immune suppression. Immunol Res 2014;59:182–187.
  • Tong SYC, Davis JS, Eichenberger E, et al. Staphylococcus aureus infections: epidemiology, pathophysiology, clinical manifestations, and management. Clin Microbiol Rev 2015;28:603–661.
  • Mancl KA, Kirsner RS, Ajdic D. Wound biofilms: lessons learned from oral biofilms. Wound Repair Regen 2013;21:352–362.
  • Rabin N, Zheng Y, Opoku-Temeng C, et al. Biofilm formation mechanisms and targets for developing antibiofilm agents (vol 7, pg 493, 2015). Future Med Chem 2015;7:493–1362.
  • Rosenstein R, Gotz F. What distinguishes highly pathogenic staphylococci from medium- and non-pathogenic? Betw Pathogen Commensal 2013;358:33–89.
  • Knox J, Uhlemann A-C, Lowy FD. Staphylococcus aureus infections: transmission within households and the community. Trends Microbiol 2015;23:437–444.
  • Xia JF, Gao JJ, Kokudo N, et al. Methicillin-resistant Staphylococcus aureus antibiotic resistance and virulence. Biosci Trends 2013;7:113–121.
  • Wheeler R, Turner RD, Bailey RG, et al. Bacterial cell enlargement requires control of cell wall stiffness mediated by peptidoglycan hydrolases. Mbio 2015;6:e00660–15.
  • Chan YGY, Frankel MB, Missiakas D, Schneewind O. Sagb glucosaminidase is a determinant of Staphylococcus aureus glycan chain length, antibiotic susceptibility, and protein secretion. J Bacteriol 2016;198:1123–1136.
  • Atilano ML, Pereira PM, Vaz F, et al. Bacterial autolysins trim cell surface peptidoglycan to prevent detection by the drosophila innate immune system. Elife 2014;3:e02277.
  • Osipovitch DC, Therrien S, Griswold KE. Discovery of novel S. aureus autolysins and molecular engineering to enhance bacteriolytic activity. Appl Microbiol Biotechnol 2015;99:6315–6126.
  • Lombard V, Ramulu HG, Drula E, et al. The carbohydrate-active enzymes database (cazy) in 2013. Nucleic Acids Res 2014;42:D490–D495.
  • Borišek J, Pintar S, Ogrizek M, et al. water-assisted catalytic mechanism in glycoside hydrolases demonstrated on the Staphylococcus aureus autolysin e. ACS Catal 2018;8:4334–4345.
  • Wolber G, Langer T. Ligandscout: 3-d pharmacophores derived from protein-bound ligands and their use as virtual screening filters. J Chem Informat Model 2005;45:160–169.
  • Skedelj V, Perdih A, Brvar M, et al. Discovery of the first inhibitors of bacterial enzyme d-aspartate ligase from Enterococcus faecium (asl(fm)). Eur J Med Chem 2013;67:208–220.
  • Hawkins PCD, Skillman AG, Warren GL, et al. Conformer generation with omega: algorithm and validation using high quality structures from the protein databank and cambridge structural database. J Chem Informat Model 2010;50:572–584.
  • Verdonk ML, Cole JC, Hartshorn MJ, et al. Improved protein-ligand docking using gold. Proteins 2003;52:609–623.
  • Kirchmair J, Markt P, Distinto S, et al. Evaluation of the performance of 3d virtual screening protocols: Rmsd comparisons, enrichment assessments, and decoy selection - what can we learn from earlier mistakes?. J Comput Aided Mol Design 2008;22:213–228.
  • Mayer M, Meyer B. Characterization of ligand binding by saturation transfer difference NMR spectroscopy. Angew Chem Int Ed Engl 1999;38:1784–1788.
  • Helland R, Larsen RL, Finstad S, et al. Crystal structures of g-type lysozyme from atlantic cod shed new light on substrate binding and the catalytic mechanism. Cell Mol Life Sci 2009;66:2585–2598.
  • Kuroki R, Weaver LH, Matthews BW. A covalent enzyme-substrate intermediate with saccharide distortion in a mutant t4 lysozyme. Science 1993;262:2030–2033.
  • Korb O, Stutzle T, Exner TE. Empirical scoring functions for advanced protein-ligand docking with plants. J Chem Inform Model 2009;49:84–96.
  • Liebeschuetz JW, Cole JC, Korb O. Pose prediction and virtual screening performance of gold scoring functions in a standardized test. J Comput Aided Mol Des 2012;26:737–748.
  • Brus B, Kosak U, Turk S, et al. Discovery, biological evaluation, and crystal structure of a novel nanomolar selective butyrylcholinesterase inhibitor. J Med Chem 2014;57:8167–8179.
  • Database emolecules. http://www.emolecules.com/.
  • Sousa SF, Fernandes PA, Ramos MJ. Protein-ligand docking: current status and future challenges. Proteins Structure Funct Bioinform 2006;65:15–26.
  • Viegas A, Manso J, Nobrega FL, et al. Saturation-transfer difference (std) NMR: a simple and fast method for ligand screening and characterization of protein binding. J Chem Educ 2011;88:990–994.