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Review

Cholic acid derivatives: novel antimicrobials

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Pages 263-272 | Published online: 24 Feb 2005

Bibliography

  • GROISMAN EA, KAYSER J, SONCINI FC: Regulation of polymyxin resistant and adaptation to 1ow-Mg2+ environments. J. Bacteriol. (1997) 179:7040–7045.
  • SHAFER WM, MARTIN LE, SPITSNAGEL JK: Lipid A andresistance of Salmonella typhimurium to antimicro-bial granule proteins of human neutrophils. Infect. Immun. (1984) 43:834–838.
  • VAARA M, NURMINEN M: Outer membrane barrier inEscherichia roll mutants are defective in the late acyltransferases of lipid A biosynthesis. Antimicrob. Agents Chemother. (1999) 43 1495–1462.
  • ROLAND KL, ESTHER CR, SPITZNAGEL JK: Isolation andcharacterization of a gene, pmrD, from Salmonella typhimurium that confers resistance to polymyxin when expressed in multiple copies. J. Bacteriol. (1994) 176:3589–3597.
  • HELANDER IM, KILEPAINEN I, VAARA, M: Increasedsubstitution of phosphate groups in lipopolysaccha-ride and lipid A of the polymyxin-resistant pmrA mutants of Salmonella typhimurium: a 31P-NMR study. Mol. Microbiol. 11:481–487.
  • BOLL M, RADZIEJEWSHA-LEBRECHT J, WARTH J et al.:4-Amino-4-deoxy-t-arabinose in LPS of enterobacterial R-mutants and its possible role for their polymyxin reactivity. FEMS ImmunoL Med. Microbiol. (1994) 8:329–342.
  • NIKAIDO H: Permeability of the lipid domains ofbacterial membranes. Adv. Membr. Fluid. (1990) 4:165–190.
  • VAARA M: Agents that increase the permeability of the outer membrane. Microbiol. Rev. (1992) 56:395–411.
  • EVANS ME, FEOLA DJ, RAPP RP: Polymyxin B sulfate and colistin: old antibiotics for emerging multiresistant Gram-negative bacteria. Ann. Pharmacother. (1999) 33:960–967.
  • HANCOCK REW, FALLA T, BROWN M: Cationic bacteri-cidal peptides. Adv. Microb. Phys. (1995) 37:135–175.
  • MALOY WL, KARI UP: Structure-activity studies on magainins and other host defense peptides. Biopoly-mers (1995) 37:105–122.
  • BEAMER LJ, CARROLL SF, EISENBERG D: The three-dimensional structure of human bactericidal permeability increasing protein. Biochem. Pharm. (1999) 57:225–229.
  • STEIN TM, GELLMAN SH: Synthesis and aggregation properties of a new family of amphiphiles with an unusual headgroup topology. J. Am. Chem. Soc. (1992) 114:3943–3950.
  • MOORE KS, WEHRLI S, RODER H et al.: Squalamine: an aminosterol antibiotic from the shark. Proc. Nag Acad. Sci. USA (1993) 90:1354–1358.
  • DENG G, DEWA T, REGEN SL: A synthetic ionophore that recognizes negatively charged phospholipid membranes. J. Am. Chem. Soc. (1996) 118:8975–8976.
  • SELINSKI BS, ZHOU Z, FOJTIK KG et al.: The aminosterolantibiotic squalamine permeabilizes large unilamellar phospholipid vesicles. Biochem. Biophys. Acta (1998) 1370:218–234.
  • KIKUCHI K, BERNARD EM, SADOWNIK A et al.: Antimi-crobial activities of squalamine mimics. Antimicrob. Agents Chemother. (1997) 41:1433–1438.
  • ••Manuscript describing the antimicrobial activities of squala-mine mimics.
  • LI C, PETERS AS, MEREDITH EL et al.: Design and synthesis of potent sensitizers of Gram-negative bacteria based on a cholic acid scaffolding. J. Am. Chem. Soc. (1998) 120:2961–2962.
  • LI C, BUDGE LP, DRISCOLL CD et al.: Incremental conversion of outer-membrane permeabilizers into potent antibiotics for Gram-negative bacteria. J. Am. Chem. Soc. (1999) 121:931–940.
  • REHMAN A, LI C, BUDGE LP et al.: Preparation of amino acid-appended cholic acid derivatives as sensitizers of Gram-negative bacteria. Tetrahedron Lett. (1999) 40:1865–1868.
  • LI C, LEWIS MR, GILBERT AB et al.: Antimicrobial activi-ties of amine- and guanidine-functionalized cholic acid derivatives. Antimicrob. Agents Chemother. (1999) 43:1347–1349.
  • ••Manuscript describing the antimicrobial activities of PMBmimics.
  • WU M, MAIER E, BENZ R, HANCOCK REW: Mechanism ofinteraction of different classes of cationic antimicro-bial peptides with planar bilayers and with the cytoplasmic membrane of Escherichia coli. Biochem-istry (1999) 38:7235–7242.
  • SHAI Y: Molecular recognition between membrane spanning polypeptides. Trends Biochem. Sci. (1995) 20:460–464
  • NIKAIDO H, VAARA M: Molecular basis of bacterialouter membrane permeability. Microbiol. Rev. (1985) 49:1–32.
  • WALKER S, SOFIA MJ, KARKARLA R et al.: Cationic facialamphiphiles: A promising class of transfection agents. Proc. Natl. Acad. Sci. USA (1996) 93:1585–1590.
  • BOWE CL, MAKHTARZEDEH L, VENKATESAN P et al.:Design of compounds that increase the adsorption of polar molecules. Proc. Natl. Acad. Sci. USA (1997) 94:12218–12223.
  • BELLINI AM, QUAGLIO MP, GUARNERI M: Antimicrobial activity of cholane compounds (Part D. Eur. J. Med. Chem. (1983) 18:185–190.
  • BELLINI AM, QUAGLIO MP, GUARNERI M: Antimicrobial activity of cholane compounds (Part II). Eur. J. Med. Chem. (1983) 18:191–195.
  • SRIMAL S, SUROLIA N, BALASUBRAMANIAN S, SUROLIA A: Titration calorimetric studies to elucidate the specificity of the interactions of polymyxin B with lipopolysaccharides and lipid A. Biochem. J. (1996) 315:679–685.
  • DAVID SA, BALASUBRAMANIAN KA, MATHAN VI, BALARAM P: Analysis of the binding of polymyxin B to endotoxic lipid A and core glycolipid using a fluores-cent displacement probe. Biochem. Biophys. Acta (1992) 1165:147–152.
  • VAARA M, VAARA T: Sensitization of Gram-negative bacteria to antibiotics and complement by nontoxic oligopeptide. Nature (1983) 303:526–528.
  • KIMURA Y, MATSUNAGA H, VAARA M: Polymyxin B octapeptide and polymyxin B heptapeptide are potent outer membrane permeability-increasing agents. J. Antibiot. (1992) 45:742–749.
  • OFEK I, COHEN S, RAHMANI R et al.: Antibacterial synergism of polymyxin B and hydrophobic antibi-otics in experimental Gram-negative infections in mice. Antimicrob. Agents Chemother. (1994) 38:374–377.
  • LI C, REHMAN A, DALLEY NK, SAVAGE PB: Short synthesis of triamine derivatives of cholic acid. Tetrahedron Lett. (1999) 40:1861–1864.
  • HANCOCK REW: Alterations in outer membrane permeability. Ann. Rev. Microbiol. (1984) 38:237–64.
  • ELIOPOULOS GM, MOELLERING RC: Antimicrobial combinations. In: Antibiotics in Laboratory Medicine. Lorian V (Ed.), Williams & Wilkins Co., Baltimore, MD, USA (1990:432–492.
  • OH J-T, VAN DYK TK, CAJAL Y, DHURJATI PS, SASSER M, JAIN MK: Osmotic stress in viable Escherichia coli as the basis for the antibiotic response by polymyxin B. Biochem. Biophys. Res. Comm. (1998) 246:619–623.
  • MATSUZAKI K, SUGISHITA K, FUJII N, MIYAJIMA K: Molecular basis for membrane selectivity of an antimi-crobial peptide, magainin 2. Biochemistry (1995) 34:3423–3429.

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