Tiratricol neutralizes bacterial endotoxins and reduces lipopolysaccharide-induced TNF-α production in the cell

Chemical Biology and Drug Design

Volumn 72, Issue 4, 2008, Pages 320-328

  Cascales, Laura ^a   Mas Moruno, Carlos ^b   Tamborero, Silvia ^a   Aceña, José Luis ^a   Sanz Cervera, Juan F ^a,c   Fustero, Santos ^a,c   Cruz, Luis J ^b   Mora, Puig ^a   Albericio, Fernando ^b   Pérez Payá, Enrique ^a,d  

^a CENTRO DE INVESTIGACIÓN PRÍNCIPE FELIPE   (Spain)

^b UNIVERSITY OF BARCELONA   (Spain)

^c UNIVERSITY OF VALENCIA   (Spain)

^d INSTITUTO DE BIOMEDICINA DE VALENCIA   (Spain)

Author keywords

Endotoxin; Lipid A; Lipopolysaccharide; Lipopolysaccharide antagonists; Sepsis; Septic shock; Tumour necrosis factor

Indexed keywords

ALEXIDINE; COLISTIN; ENDOTOXIN; LIPOPOLYSACCHARIDE; MIFEPRISTONE; NOCODAZOLE; POLYMYXIN B; TIRATRICOL; TIRATRICOL ARGININE; TIRATRICOL GLUTAMIC ACID; TIRATRICOL METHYL ESTER; TIRATRICOL PALMITIC ESTER; TIRATRICOL PHENOLIC AMINOHEXANOIC ESTER; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG; URSOLIC ACID;

ANIMAL CELL; ANTIBACTERIAL ACTIVITY; ARTICLE; CELL VIABILITY; CYTOKINE PRODUCTION; CYTOKINE RELEASE; DRUG SYNTHESIS; FLUORESCENCE SPECTROSCOPY; NONHUMAN; PRIORITY JOURNAL;

ANIMALS; ANTI-BACTERIAL AGENTS; CELL LINE; ENDOTOXINS; ESCHERICHIA COLI; LIPOPOLYSACCHARIDES; MICE; STRUCTURE-ACTIVITY RELATIONSHIP; TRIIODOTHYRONINE; TUMOR NECROSIS FACTOR-ALPHA;

BACTERIA (MICROORGANISMS);

EID: 52649145897     PISSN: 17470277     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2008.00703.x     Document Type: Article

References (24)

1. Minino A.M., Heron M.P., Murphy S.L., Kochanek K.D. (2007) Deaths: final data for 2004. Natl Vital Stat Rep 55 : 1 119.
2. Ulevitch R.J., Tobias P.S. (1995) Receptor-dependent mechanisms of cell stimulation by bacterial endotoxin. Annu Rev Immunol 13 : 437 457.
3. Schumann R.R., Latz E. (2000) Lipopolysaccharide-binding protein. Chem Immunol 74 : 42 60.
4. Tobias P.S., Soldau K., Gegner J.A., Mintz D., Ulevitch R.J. (1995) Lipopolysaccharide binding protein-mediated complexation of lipopolysaccharide with soluble CD14. J Biol Chem 270 : 10482 10488.
5. Wright S.D., Ramos R.A., Tobias P.S., Ulevitch R.J., Mathison J.C. (1990) CD14, a receptor for complexes of lipopolysaccharide (LPS) and LPS binding protein. Science 249 : 1431 1433.
6. Dedrick R.L., Conlon P.J. (1995) Prolonged expression of lipopolysaccharide (LPS)-induced inflammatory genes in whole blood requires continual exposure to LPS. Infect Immun 63 : 1362 1368.
7. Vincent J.L. (2007) Drotrecogin alpha (activated): the treatment for severe sepsis? Expert Opin Biol Ther 7 : 1763 1777.
8. Takayama K., Mitchell D.H., Din Z.Z., Mukerjee P., Li C., Coleman D.L. (1994) Monomeric Re lipopolysaccharide from Escherichia coli is more active than the aggregated form in the Limulus amebocyte lysate assay and in inducing Egr-1 mRNA in murine peritoneal macrophages. J Biol Chem 269 : 2241 2244.
9. Yu B., Hailman E., Wright S.D. (1997) Lipopolysaccharide binding protein and soluble CD14 catalyze exchange of phospholipids. J Clin Invest 99 : 315 324.
10. Schumann R.R., Leong S.R., Flaggs G.W., Gray P.W., Wright S.D., Mathison J.C., Tobias P.S. et al. (1990) Structure and function of lipopolysaccharide binding protein. Science 249 : 1429 1431.
11. Wurfel M.M., Kunitake S.T., Lichenstein H., Kane J.P., Wright S.D. (1994) Lipopolysaccharide (LPS)-binding protein is carried on lipoproteins and acts as a cofactor in the neutralization of LPS. J Exp Med 180 : 1025 1035.
12. Mora P., Masip I., Cortes N., Marquina R., Merino R., Merino J. et al. (2005) Identification from a positional scanning peptoid library of in vivo active compounds that neutralize bacterial endotoxins. J Med Chem 48 : 1265 1268.
13. Vicent M.J., Pérez-Payá E. (2006) Poly-l-glutamic acid (PGA) aided inhibitors of apoptotic protease activating factor 1 (Apaf-1): an antiapoptotic polymeric nanomedicine. J Med Chem 49 : 3763 3765.
14. Wermuth C.G. (2004) Selective optimization of side activities: another way for drug discovery. J Med Chem 47 : 1303 1314.
15. Lopez-Garcia B., Marcos J.F., Abad C., Perez-Paya E. (2004) Stabilisation of mixed peptide/lipid complexes in selective antifungal hexapeptides. Biochim Biophys Acta 1660 : 131 137.
16. Ried C., Wahl C., Miethke T., Wellnhofer G., Landgraf C., Schneider-Mergener J. et al. (1996) High affinity endotoxin-binding and neutralizing peptides based on the crystal structure of recombinant Limulus anti-lipopolysaccharide factor. J Biol Chem 271 : 28120 28127.
17. Pankuch G.A., Lin G., Seifert H., Appelbaum P.C. (2007) Activity of meropenem with and without ciprofloxacin and colistin against Pseudomonas Aeruginosa and Acinetobacter Baumannii. Antimicrob Agents Chemother 52 : 333 336.
18. Chawner J.A., Gilbert P. (1989) Interaction of the bisbiguanides chlorhexidine and alexidine with phospholipid vesicles: evidence for separate modes of action. J Appl Bacteriol 66 : 253 258.
19. Beswick R.W., Ambrose H.E., Wagner S.D. (2006) Nocodazole, a microtubule de-polymerising agent, induces apoptosis of chronic lymphocytic leukaemia cells associated with changes in Bcl-2 phosphorylation and expression. Leuk Res 30 : 427 436.
20. Nihalani N.D., Schwartz T.L. (2007) Mifepristone, a glucocorticoid antagonist for the potential treatment of psychotic major depression. Curr Opin Investig Drugs 8 : 563 569.
21. Ovesna Z., Vachalkova A., Horvathova K., Tothova D. (2004) Pentacyclic triterpenoic acids: new chemoprotective compounds. Minireview. Neoplasma 51 : 327 333.
22. Faure P., Oziol L., Artur Y., Chomard P. (2004) Thyroid hormone (T3) and its acetic derivative (TA3) protect low-density lipoproteins from oxidation by different mechanisms. Biochimie 86 : 411 418.
23. Brenta G., Schnitman M., Fretes O., Facco E., Gurfinkel M., Damilano S. et al. (2003) Comparative efficacy and side effects of the treatment of euthyroid goiter with levo-thyroxine or triiodothyroacetic acid. J Clin Endocrinol Metab 88 : 5287 5292.
24. Malet G., Martin A.G., Orzaez M., Vicent M.J., Masip I., Sanclimens G. et al. (2006) Small molecule inhibitors of Apaf-1-related caspase-3/-9 activation that control mitochondrial-dependent apoptosis. Cell Death Differ 13 : 1523 1532.