Inhibition of the hemolytic activity caused by staphylococcus aureus alpha-hemolysin through isatin-schiff copper(II) complexes

FEMS Microbiology Letters

Volumn 363, Issue 1, 2015, Pages

  Melo, Maria C A ^a   Teixeira, Luciana R ^a   Pol Fachin, Laercio ^a,b   Rodrigues, Claudio G ^a  

^a FEDERAL UNIVERSITY OF PERNAMBUCO   (Brazil)

^b INSTITUTO OSWALDO CRUZ   (Brazil)

Author keywords

Antibacterial; Copper(II) complexes; Ion channel; Isatin Schiff; Staphylococcus aureus; hemolysin

Indexed keywords

ALPHA HEMOLYSIN; COPPER COMPLEX; ISATIN SCHIFF COPPER COMPLEX; UNCLASSIFIED DRUG; ANTITOXIN; BACTERIAL TOXIN; COPPER; HEMOLYSIN; ISATIN; SCHIFF BASE; STAPHYLOCOCCAL ALPHA-TOXIN;

ANIMAL CELL; ARTICLE; ARTIFICIAL LIPID MEMBRANE; CELL PROTECTION; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG MECHANISM; ERYTHROCYTE; HEMOLYSIS; HEMOLYSIS ASSAY; MEMBRANE DAMAGE; MOLECULAR DOCKING; MOLECULAR INTERACTION; NONHUMAN; PRIORITY JOURNAL; RABBIT; STAPHYLOCOCCUS AUREUS; STAPHYLOCOCCUS INFECTION; ANIMAL; ANTAGONISTS AND INHIBITORS; CHEMISTRY; DRUG EFFECTS; METABOLISM;

ANIMALS; ANTITOXINS; BACTERIAL TOXINS; COPPER; ERYTHROCYTES; HEMOLYSIN PROTEINS; HEMOLYSIS; ISATIN; MOLECULAR DOCKING SIMULATION; RABBITS; SCHIFF BASES; STAPHYLOCOCCUS AUREUS;

EID: 84960121546     PISSN: 03781097     EISSN: 15746968     Source Type: Journal    
DOI: 10.1093/femsle/fnv207     Document Type: Article

References (29)

1. Appelbaum PC. Microbiology of antibiotic resistance in Staphylococcus aureus. Clin Infect Dis 2007;45:S165-S70.
2. Bacchi A, Carcelli M, Pelagatti P, et al. Antimicrobial and mutagenic properties of organotin(IV) complexes with isatin and N-alkylisatin bisthiocarbonohydrazones J Inorg Biochem 2005;99:397-408.
3. Beraldo H, Gambino D. The wide pharmacological versatility of semicarbazones, thiosemicarbazones and their metal complexes. Mini-Rev Med Chem 2004;4:31-9.
4. Berube BJ, Wardenburg JB. Staphylococcus aureus alpha-toxin: nearly a century of intrigue. Toxins (Basel) 2013;5:1140-66.
5. Caramori GF, Parreira RLT, Costa-Ferreira AM. Isatin-Schiff base copper(II) complexes - a DFT study of the metal-ligand bonding situation. Int J Quantum Chem 2011;112:625-46.
6. Filomeni G, Cardaci S, Costa-Ferreira AM, et al. Metabolic oxidative stress elicited by the copper(II) complex [Cu(isaepy)2] triggers apoptosis in SH-SY5Y cells through the induction of the AMP-activated protein kinase/p38MAPK/p53 signalling axis: evidence for a combined use with 3-bromopyruvate in neuroblastoma treatment. Biochem J 2011;437:443-53.
7. Gouaux JE, Braha O, Hobaugh MR, et al. Subunit stoichiometry of staphylococcal alpha-hemolysin in crystals and on membranes: a heptameric transmembrane pore. Proc Natl A Sci USA 1994;91:12828-31.
8. Jevons M. 'Celbenin' - resistant Staphylococci. Brit Med J 1961;1:124.
9. Karginov VA, Nestorovich EM, Schmidtmann F, et al. Inhibition of S. aureus alpha-hemolysin and B. anthracis lethal toxin by beta-cyclodextrin derivatives. Bioorg Med Chem 2007;15: 5424-31.
10. Krasilnikov OV, Capistrano MP, Yuldasheva LN, et al. Influence of Cys-130 S. aureus alpha-toxin on planar lipid bilayer and erythrocyte membranes. J Membrane Biol 1997;156:157-72.
11. Krasilnikov OV, Merzlyak PG, Yuldasheva LN, et al. Heparin influence on alpha-staphylotoxin formed channel. Biochim Biophys Acta 1999;1417:167-82.
12. Krasilnikov OV, Merzlyak PG, Yuldasheva LN, et al. Electrophysiological evidence for heptameric stoichiometry of ion channels formed by Staphylococcus aureus alpha-toxin in planar lipid bilayers. Mol Microbiol 2000;37:1372-8.
13. Magalhães CS,Marinho-Almeida D, BarbosaHJC, et al. A dynamic niching genetic algorithm strategy for docking of highly flexible ligands. Inform Sciences 2014;289:206-24.
14. Montal M, Mueller P. Formation of bimolecular membranes from lipid monolayers and a study of their electrical properties. Proc Natl A Sci USA 1972;69:3561-6.
15. Morris GM, Huey R, Lindstrom W, et al. AutoDock4 and AutoDockTools4: automated docking with selective receptor flexibility. J Comput Chem 2009;30:2785-91.
16. Nilsson I-M, Hartford O, Foster T, et al. Alpha-toxin and gammatoxin jointly promote Staphylococcus aureus virulence in murine septic arthritis. Infect Immun 1999;67:1045-9.
17. Pandeya SN, Sriram D. Synthesis and screening for antibacterial activity of Schiff's andMannich bases of Isatin and its derivatives. Acta Pharmaceut Turc. 1998;40:33-8.
18. Pandeya SN, Sriram D, Nath G, et al. Synthesis, antibacterial, antifungal and anti- HIV activities of Schiff and Mannich bases derived from isatin derivatives and N-[4-(4_-chlorophenyl)thiazol-2-yl] thiosemicarbazide. Eur J Pharm Sci 1999a;9:25-31.
19. Pandeya SN, Yogeeswari P, Sriram D, et al. Synthesis and screening for anti-HIV activity of some N-mannich bases of isatin derivatives. Chemotherapy 1999b;45:192-6.
20. Pantosti A, Sanchini A, Monaco M. Mechanisms of antibiotic resistance in Staphylococcus aureus. Future Microbiol. 2007;2: 323-34.
21. Qiu J, Wang D, Zhang Y, et al. Molecular modeling reveals the novel inhibition mechanism and binding mode of three natural compounds to Staphylococcal alpha-hemolysisn. PLOS One 2013;8:e80197.
22. Rani N, Saravanan V, Lakshmi PTV, et al. Inhibition of pore formation by blocking the assembly of Staphylococcus aureus alpha-hemolysin through a novel peptide inhibitor: an in silco approach. Int J Pept Res Ther 2014;20:575-83.
23. Rodrigues CG, Machado DC, Da Silva AM, et al. Hofmeister effect in confined spaces: halogen ions and single molecule detection. Biophys J 2011;100:2929-35.
24. Singh SP, Shukla SK, Awasthi LP. Synthesis of some 3-(4_-nitrobenzoylhydrazono)-2- indolinones as a potential antiviral agents. Curr Sci 1983;52:766-9.
25. Song L, HobaughMR, Shustak C, et al. Structure of staphylococcal alpha-hemolysin, a heptameric transmembrane pore. Science 1996;274:1859-66.
26. Teixeira LR, Merzlyak PG, Valeva A, et al. Interaction of heparins and dextran sulfates with a mesoscopic protein nanopore. Biophys J 2009;97:2894-903.
27. Varma M, Pandeya SN, Singh KN, et al. Anticonvulsant activity of Schiff bases of isatin derivatives. Acta Pharmaceut 2004;54: 49-56.
28. Varma RS, Nobles WL. Antiviral, antibacterial, and antifungal activities of isatin N Mannich bases. J Pharm Sci 1975;64: 881-2.
29. Yuldasheva LN, Carvalho EB, Catanho M-TJA, et al. Cholesteroldependent hemolytic activity of Passiflora quadrangularis leaves. Braz J Med Biol Res 2005;38:1061-70.