Evaluation of new antimicrobial agents on Bacillus spp. strains: docking affinity and in vitro inhibition of glutamate-racemase

References

• Fisher SL. Glutamate racemase as a target for drug discovery. Microb Biotechnol 2008;1:345–360.
   PubMed Web of Science ®Google Scholar
• Taal MA, Sedelnikova SE, Ruzheinikov SN, Baker PJ, Rice DW. Expression, purification and preliminary X-ray analysis of crystal of Bacillus subtilis glutamate racemase. Acta Cryst 2004; 60:2031–2034.
   Google Scholar
• Dodd D, Reese JG, Louer CR, Ballard JD, Spies MA, Blanke SR. Functional comparison of the two Bacillus anthracis glutamate racemases. J Bacteriol 2007;189:5265–5275.
   PubMed Web of Science ®Google Scholar
• Lewis K. Antibiotics: recover the lost art of drug discovery. Nature 2012;485:439–440.
   PubMed Web of Science ®Google Scholar
• Cechinel-Filho V, Campos F, Corrêa R, Yunes RA, Nunes RJ. Chemical aspects and therapeutic potential of cyclic imides: a review. Quim Nova 2003; 26:230–241.
   Web of Science ®Google Scholar
• Soriano-Ursúa MA, Mancilla-Percino T, Correa-Basurto J, Querejeta E, Trujillo-Ferrara JG. Give boron a chance: boron containing compounds reach ionotropic and metabotropic transmembrane receptors. Mini Rev Med Chem 2011;11:1031–1038.
   PubMed Web of Science ®Google Scholar
• Petasis-Nicos A. Expanding roles for organoboron compounds-versatile and valuable molecules for synthetic biological and medicinal chemistry. Aust J Chem 2007; 60:795–798.
   Web of Science ®Google Scholar
• Yoshimura T, Esak N. Amino acid racemases: functions and mechanisms. J Biosci Bioeng 2003;96:103–109.
   PubMed Web of Science ®Google Scholar
• Kim KH, Bong YJ, Park JK, Shin KJ, Hwang KY, Kim EE. Structural basis for glutamate racemase inhibition. J Mol Biol 2007;372:434–443.
   PubMed Web of Science ®Google Scholar
• May M, Mehboob S, Mulhearn DC, Wang Z, Yu H, Thatcher GR et al. Structural and functional analysis of two glutamate racemase isozymes from Bacillus anthracis and implications for inhibitor design. J Mol Biol 2007;371:1219–1237.
   PubMed Web of Science ®Google Scholar
• Araujo Alvarez JM, Querejeta E, Oviedo A, Trujillo Ferrara JG. Stereospecific activity of two glutamate analogs. Chirality 2004;16:586–591.
   PubMed Web of Science ®Google Scholar
• Morris GM, Goodsell DS, Halliday RS, Huey R, Hart WE, Belew RK, Olson AJ. Automated docking using a lamarckian genetic algorithm and empirical binding free energy function. J Comput Chem 1998; 19:1639–1662.
   Web of Science ®Google Scholar
• Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, et al. Gaussian 03, Revision C.02. Wallingford CT: Gaussian, Inc., 2004.
   Google Scholar
• Flükiger PF. Development of the molecular graphics package MOLEKEL and its application to selected problems in organic and organometallic chemistry, 1992. Thèse No 2561, Département de chimie physique, Université de Genève, Genève.
   Google Scholar
• Humphrey W, Dalke A, Schulten K. VMD: visual molecular dynamics. J Mol Graph 1996;14:33–8, 27.
   PubMed Web of Science ®Google Scholar
• Trujillo J, Höpfl H, Castillo D, Santillan R, Farfán N. X-ray crystallographic study of boroxazolidones obtained from L-ornithine, L-methionine, kainic acid and 2,6-pyridinedicarboxilic acid. J Organomet Chem 1998;571:21–29.
   Web of Science ®Google Scholar
• Cava MP, Deana AA, Muth K, Mitchell MJ. N-Phenylmaleamida. Organic Syntheses Coll 1973;5:944–946.
   Google Scholar
• Andricopulo AD, Yunes RA, Nunes RJ. Synthesis and Antibacterial Activity of Cyclic Imides: 3,4 dicloromaleimides and 3-cloro-4-substituted-maleimides. Quim Nova 1998; 21:573–577.
   Web of Science ®Google Scholar
• National Committee for Clinical Laboratory Standards. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically-Sixth Edition: Approved Standard M7-A6. Wayne, PA:NCCLS, 2003.
   Google Scholar
• Ashiuchi M, Soda K, Misono H. Characterization of yrpC gene product of Bacillus subtilis IFO 3336 as glutamate racemase isozyme. Biosci Biotechnol Biochem 1999;63:792–798.
   PubMed Web of Science ®Google Scholar
• Lundqvist T, Fisher SL, Kern G, Folmer RH, Xue Y, Newton DT et al. Exploitation of structural and regulatory diversity in glutamate racemases. Nature 2007;447:817–822.
   PubMed Web of Science ®Google Scholar
• de Dios A, Prieto L, Martín JA, Rubio A, Ezquerra J, Tebbe M et al. 4-Substituted D-glutamic acid analogues: the first potent inhibitors of glutamate racemase (MurI) enzyme with antibacterial activity. J Med Chem 2002;45:4559–4570.
   PubMed Web of Science ®Google Scholar
• Puig E, Mixcoha E, Garcia-Viloca M, González-Lafont A, Lluch JM. How the substrate D-glutamate drives the catalytic action of Bacillus subtilis glutamate racemase. J Am Chem Soc 2009;131:3509–3521.
   PubMed Web of Science ®Google Scholar
• Mohammed MJ, Marston CK, Popovic T, Weyant RS, Tenover FC. Antimicrobial susceptibility testing of Bacillus anthracis: comparison of results obtained by using the National Committee for Clinical Laboratory Standards broth microdilution reference and Etest agar gradient diffusion methods. J Clin Microbiol 2002;40:1902–1907.
   PubMed Web of Science ®Google Scholar
• Chopra I, Roberts M. Tetracycline antibiotics: mode of action, applications, molecular biology, and epidemiology of bacterial resistance. Microbiol Mol Biol Rev 2001;65:232–60.
   PubMed Web of Science ®Google Scholar