Thermodynamic interactions of a cis and trans benzanilide with Escherichia coli bacterial membranes

European Biophysics Journal

Volumn 41, Issue 8, 2012, Pages 687-693

  Dennison, Sarah R ^a   Snape, Timothy J ^a   Phoenix, David A ^b  

^a UNIVERSITY OF CENTRAL LANCASHIRE   (United Kingdom)

^b UNIVERSITY OF CENTRAL LANCASHIRE   (United Kingdom)

Author keywords

Benzanilides; Binding; Escherichia coli membranes leakage; Phospholipid monolayers; Thermodynamic analysis

Indexed keywords

ANILIDE; ANTIINFECTIVE AGENT; BENZANILIDE; LIPOSOME;

ARTICLE; CELL MEMBRANE; CHEMISTRY; ESCHERICHIA COLI; ISOMERISM; THERMODYNAMICS;

ANILIDES; ANTI-BACTERIAL AGENTS; CELL MEMBRANE; ESCHERICHIA COLI; ISOMERISM; THERMODYNAMICS; UNILAMELLAR LIPOSOMES;

BACTERIA (MICROORGANISMS); ESCHERICHIA COLI;

EID: 84866550041     PISSN: 01757571     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00249-012-0835-3     Document Type: Article

References (28)

1. Cetinkaya Y, Falk P, Mayhall CG (2000) Vancomycin-resistant enterococci Clin Microbiol Rev 13:686-707
2. Cummins J, Reen FJ, Baysse C, Mooij MJ, O'Gara F (2009) Subinhibitory concentrations of the cationic antimicrobial peptide colistin induce the pseudomonas quinolone signal in Pseudomonas aeruginosa Microbiology 155:2826-2837
3. de Wolf FA, Staffhorst RW, Smits HP, Onwezen MF, de Kruijff B (1993) Role of anionic phospholipids in the interaction of doxorubicin and plasma membrane vesicles: drug binding and structural consequences in bacterial systems Biochemistry 32:6688-6695
4. Demel RA (1974) Monolayers-description of use and interaction Methods Enzymol 32:539-544
5. Dennison SR, Phoenix DA (2011) Influence of C-terminal amidation on the efficacy of modelin-5 Biochemistry 50:1514-1523
6. Dennison SR, Morton LH, Shorrocks AJ, Harris F, Phoenix DA (2009) A study on the interactions of Aurein 2.5 with bacterial membranes Colloids Surf B Biointerfaces 68:225-230
7. Dennison SR, Akbar Z, Phoenix DA, Snape TJ (2012) Interactions between suitably functionalised conformationally distinct benzanilides and phospholipid monolayers Soft Matter 8:3258-3264
8. Gardener AD (1940) Morphological effects of penicillin on bacteria Nature 146:837-838
9. Giuliani A, Pirri G, Nicoletto SF (2007) Antimicrobial peptides: an overview of a promising class of therapeutics Central Eur J Biol 2:1-33
10. Harris F, Phoenix DA (2006) Light activated compounds as antimicrobial agents -patently obvious? Recent Pat Antiinfect Drug Discov 1:181-199
11. Hawrani A, Howe RA, Walsh TR, Dempsey CE (2008) Origin of low mammalian cell toxicity in a class of highly active antimicrobial amphipathic helical peptides J Biol Chem 283:18636-18645
12. Hernandez J, Marti A, Estelrich J (1991) Interaction of doxorubicin with lipid systems Bioconjug Chem 2:398-402
13. Jacoby GA (2009) AmpC beta-lactamases Clin Microbiol Rev 22:161-182
14. Kasim LS, Ferro VA, Odkoya OA, Ukpo GE, Seidel V, Gray AI, Waigh R (2011) Evaluation of cytotoxic and antimicrobial activities of Struchium sparganophora (Linn) Ktze Asteraceae J Med Plants Res 5:862-867
15. Laverty G, Gorman SP, Gilmore BF (2011) The potential of antimicrobial peptides as biocides Int J Mol Sci 12:6566-6596
16. Lohner K, Prenner EJ (1999) Differential scanning calorimetry and X-ray diffraction studies of the specificity of the interaction of antimicrobial peptides with membrane-mimetic systems Biochimica et Biophysica Acta (BBA) Biomembranes 1462:141-156
17. O'Toole PJ, Morrison IE, Cherry RJ (2000) Investigations of spectrinlipid interactions using fluoresceinphosphatidylethanolamine as a membrane probe Biochim Biophys Acta 1466:39-46
18. Phoenix DA, Harris F (2003) Phenothiazinium-based photosensitizers: antibacterials of the future? Trends Mol Med 9:283-285
19. Phoenix DA, de Wolf FA, Staffhorst RWHM, Hikita C, Mizushima S, de Kruijff B (1993) Phosphatidylglycerol dependent protein translocation across the Escherichia coli inner membrane is inhibited by the anti-cancer drug doxorubicin Evidence for an electrostatic interaction between the signal sequence and phosphatidylglycerol FEBS Lett 324:113-116
20. Phoenix DA, Sayed Z, Hussain S, Harris F, Wainwright M (2003) The phototoxicity of phenothiazinium derivatives against Escherichia coli and Staphylococcus aureus FEMS Immunol Med Microbiol 39:17-22
21. Pietiainen M, Francois P, Hyyrylainen HL, Tangomo M, Sass V, Sahl HG, Schrenzel J, Kontinen VP (2009) Transcriptome analysis of the responses of Staphylococcus aureus to antimicrobial peptides and characterization of the roles of vraDE and vraSR in antimicrobial resistance BMC Genomics 10:429
22. Seelig A (1987) Local anesthetics and pressure: a comparison of dibucaine binding to lipid monolayers and bilayers Biochim Biophys Acta 899:196-204
23. Smith TL, Pearson ML, Wilcox KR, Cruz C, Lancaster MV, Robinson-Dunn B, Tenover FC, Zervos MJ, Band JD, White E, Jarvis WR (1999) Emergence of vancomycin resistance in Staphylococcus aureus Glycopeptide-Intermediate Staphylococcus aureus Working Group N Engl J Med 340:493-501
24. Wall J, Golding CA, Van Veen M, O'Shea P (1995) The use of fluoresceinphosphatidylethanolamine (FPE) as a real-time probe for peptide-membrane interactions Mol Membr Biol 12:183-192
25. Wang G, Li X, Wang Z (2009) APD2: the updated antimicrobial peptide database and its application in peptide design Nucleic Acids Res 37:D933-D937
26. Yount NY, Yeaman MR (2012) Emerging themes and therapeutic prospects for anti-infective peptides Ann Rev Pharmacol Toxicol 52:337-360
27. Zasloff M (2000) Reconstructing one of nature's designs Trends Pharmacol Sci 21:236-238
28. Zorzato F, Salviati G, Facchinetti T, Volpe P (1985) Doxorubicin induces calcium release from terminal cisternae of skeletal muscle A study on isolated sarcoplasmic reticulum and chemically skinned fibers J Biol Chem 260:7349-7355