Xanthone derivatives could be potential antibiotics: Virtual screening for the inhibitors of enzyme i of bacterial phosphoenolpyruvate-dependent phosphotransferase system

Journal of Antibiotics

Volumn 66, Issue 8, 2013, Pages 453-458

  Huang, Kuo Jien ^a   Lin, Shih Hung ^a   Lin, Meei Ru ^b   Ku, Hao ^c   Szkaradek, Natalia ^d   Marona, Henryk ^d   Hsu, Alvin ^e   Shiuan, David ^a  

^a NATIONAL DONG HWA UNIVERSITY   (Taiwan)

^b NATIONAL CHENG KUNG UNIVERSITY   (Taiwan)

^c I SHOU UNIVERSITY   (Taiwan)

^d JAGIELLONIAN UNIVERSITY MEDICAL COLLEGE   (Poland)

^e Breadth Technology   (Taiwan)

Author keywords

Antibiotics; Enzyme I; PTS; Virtual screening; Xanthone derivatives

Indexed keywords

ANTIBIOTIC AGENT; ENZYME I INHIBITOR; PHOSPHOENOLPYRUVATE SUGAR PHOSPHOTRANSFERASE; UNCLASSIFIED DRUG; XANTHONE DERIVATIVE;

ARTICLE; BACTERIAL GROWTH; CELL GROWTH; CHEMICAL STRUCTURE; DATA BASE; DRUG DESIGN; ESCHERICHIA COLI; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; MOLECULAR DOCKING; NONHUMAN; PRIORITY JOURNAL;

ANTI-BACTERIAL AGENTS; BACTERIAL PROTEINS; DATABASES, FACTUAL; DRUG DESIGN; ENZYME INHIBITORS; ESCHERICHIA COLI PROTEINS; GRAM-NEGATIVE BACTERIA; GRAM-POSITIVE BACTERIA; MOLECULAR DOCKING SIMULATION; MOLECULAR TARGETED THERAPY; PHOSPHOENOLPYRUVATE SUGAR PHOSPHOTRANSFERASE SYSTEM; PHOSPHOTRANSFERASES (NITROGENOUS GROUP ACCEPTOR); XANTHONES;

EID: 84883226787     PISSN: 00218820     EISSN: 18811469     Source Type: Journal    
DOI: 10.1038/ja.2013.30     Document Type: Article

References (24)

1. Postma, P. W., Lengeier, J. W. & Jacobson, G. R. in Escherichia coli and Salmonella typhimurium: Cellular and Molecular Biology 1149-1174, (American Society for Microbiology Press, Washington DC, 1996).
2. Deutscher, J., Francke, C. & Postma, P. W. How phosphotransferase system-related protein phosphorylation regulates carbohydrate metabolism in bacteria. Microbiol. Mol. Biol. Rev. 70, 939-1031 (2006). (Pubitemid 44958262)
3. Saier, M. H., Chauvaux, S., Deutscher, J., Reizer, J. & Ye, J. J Protein phosphorylation and regulation of carbon metabolism in Gram-negative versus Gram-positive bacteria. Trends Biochem. Sci. 20, 267-271 (1995).
4. Mukhija, S. & Erni, B. Phage display selection of peptides against enzyme I of the phosphoenolpyruvate:sugar phosphotransferase system (PTS). Mol. Microbio1. 25, 1159-1166 (1997). (Pubitemid 27410194)
5. Liao,D.I.et al. The first step in sugar transport: crystal structure of the amino terminal domain of enzyme I of the E. coli PEP: sugar phosphotransferase system and a model of the phosphotransfer complex with HPr. Structure 4, 861-872 (1996).
6. Teplyakov, A. et al. Structure of phosphorylated enzyme I, the phosphoenolpyruvate:- sugar phosphotransferase system sugar translocation signal protein. Proc. Natl Acad. Sci. USA 103, 16218-16223 (2006). (Pubitemid 44715177)
7. Kok, M., Bron, G., Erni, B. & Mukhija, S Effect of enzyme I of the bacterial phosphoenolpyruvate:sugar phosphotransferase system (PTS) on virulence in a murine mode1. Microbiology 149, 2645-2652 (2003). (Pubitemid 37160738)
8. Weaver, C. A., Chen, Y. Y. & Burne, R. A Inactivation of the ptsI gene encoding enzyme I of the sugar phosphotransferase system of Streptococcus salivarius: effects on growth and urease expression. Microbiology 146, 1179-1185 (2000). (Pubitemid 30303516)
9. Marona, H. et al. Antifungal and antibacterial activity of the newly synthesized 2-xanthone derivatives. Arch. Pharm. 342, 9-18 (2009).
10. Stout, G. H. & Krahn, M. M The structure of mangostin. Chem. Commun. 211-212 (1968).
11. Mahabusarakam, W., Wiriyachtra, P. & Taylor, W Chemical constituents of Garcinia mangostana. J. Nat. Prod. 50, 474-478 (1987). (Pubitemid 17134099)
12. Jefferson, A. Q. A., Scheimann, F. & Sim, K. Y Isolation of g-mangostin from Garcinia mangostana and preparation of the natural mangostins by selective demethylation. Aust. J. Chem. 23, 2539-2543 (1970).
13. Hung, Y. L., Chen, C. C., Chen, Y. J., Huang, R. L. & Shieh, B. J Three xanthones and a benzophenone from Garcinia mangostana. J. Nat. Prod. 64, 903-906 (2001). (Pubitemid 32729901)
14. Asai, F., Iinuma, M., Tanaka, T. & Tosa, H Xanthone from pericarps of Garcinia mangostana. Phytochemistry 39, 943-944 (1995).
15. Ginsburg, A. & Peterkofsky, A Enzyme I: the gateway to the bacterial phosphoenolpyruvate: sugar phosphotransferase system. Arch. Biochem. Biophys. 397, 273-278 (2002). (Pubitemid 34852291)
16. Butler, M. S. & Cooper, M. A Antibiotics in the clinical pipeline in 2011. J. Antibiot. 64, 413-425 (2011).
17. Martens, E. & Demain, A. Platensimycin and platencin: promising antibiotics for future application in human medicine. J. Antibiot. 64, 705-710 (2011).
18. Brooks, B. R. et al. CHARMM: A program for macromolecular energy, minimization, and dynamics calculations. J. Comp. Chem. 4, 187-217 (1983).
19. Irwin, J. J. & Shoichet, B. K ZINC - a free database of commercially available compounds for virtual screening. J. Chem. Inf. Model 45, 177-182 (2005). (Pubitemid 40736970)
20. Venkatachalam, C. M., Jiang, X., Oldfield, T. & Waldman, M LigandFit: a novel method for the shape-directed rapid docking of ligands to protein active sites. J. Mol. Graph. Model 22, 289-307 (2003). (Pubitemid 35441326)
21. Jain, A. N Scoring noncovalent protein-ligand interactions: a continuous differentiable function tuned to compute binding affinities. J. Comput. Aided Mol. Des. 10, 427-440 (1996). (Pubitemid 126712439)
22. Muegge, I. & Martin, Y. C A general and fast scoring function for protein-ligand interactions: a simplified potential approach. J. Med. Chem. 42, 791-804 (1999). (Pubitemid 29136170)
23. Bohm, H. J Prediction of binding constants of protein ligands: a fast method for the prioritization of hits obtained from de novo design or 3D database search programs. J. Comput. Aided Mol. Des. 12, 309-323 (1998). (Pubitemid 128513195)
24. Chang, J. S. & Law, W. S Development of microbial mercury detoxification processes using mercury-hyperresistant strain of Pseudomonas aeruginosa PU21. Biotechnol. Bioeng. 57, 462-470 (1998). (Pubitemid 28051555)