Polymeric systems of antimicrobial peptides-strategies and potential applications

Molecules

Volumn 18, Issue 11, 2013, Pages 14122-14137

  Sobczak, Marcin ^a,b   Debek, Cezary ^b   Oledzka, Ewa ^a   Kozłowski, Ryszard ^b  

^a MEDICAL UNIVERSITY OF WARSAW   (Poland)

^b Instytut Inzynierii Materia ów Polimerowych i Barwników W Toruniu   (Poland)

Author keywords

Biodegradable polymers; Biomedical polymers; Peptides with antimicrobial activity; Polymeric carriers

Indexed keywords

ANTIINFECTIVE AGENT; PEPTIDE; POLYMER;

CHEMISTRY; MICROBIAL SENSITIVITY TEST; REVIEW;

ANTI-INFECTIVE AGENTS; MICROBIAL SENSITIVITY TESTS; PEPTIDES; POLYMERS;

EID: 84888608830     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules181114122     Document Type: Review

References (86)

1. Chen, C.Z.; Cooper, S.L. Recent advances in antimicrobial dendrimers. Adv. Mater. 2000, 12, 843-846.
2. Tashiro, T. Antibacterial and bacterium adsorbing macromolecules. Macromol. Mater. Eng. 2001, 286, 63-87.
3. Svenson, S.; Tomalia, D.A. Dendrimers in biomedical applications reflections on the field. Adv. Drug Deliv. Rev. 2005, 57, 2106-2129.
4. Hetrick, E.M.; Schoenfisch, M.H. Reducing implant-related infections: Active release strategies. Chem. Soc. Rev. 2006, 35, 780-789.
5. Kenawy, E.R.; Worley, S.D.; Broughton, R. The chemistry and applications of antimicrobial polymers: A state-of-the-art review. Biomacromolecules 2007, 8, 1359-1384.
6. Palermo, E.F.; Kuroda, K. Structural determinants of antimicrobial activity in polymers which mimic host defense peptides. Appl. Microbiol. Biotechnol. 2010, 87, 1605-1615.
7. Charnley, M.; Textor, M.; Acikgoz, C. Designed polymer structures with antifouling-antimicrobial properties. React. Funct. Polym. 2011, 71, 329-334.
8. Munoz-Bonilla, A.; Fernadez-Garcia, M. Polymeric materials with antimicrobial activity. Prog. Polym. Sci. 2012, 37, 281-339.
9. Sobczak, M.; Oledzka, E.; Kolodziejski, W.L.; Kuzmicz, R. Polymers for pharmaceutical applications. Polimery 2007, 52, 411-420.
10. Brogden, N.K.; Brogden, K.A. Will new generations of modified antimicrobial peptides improve their potential as pharmaceuticals? Int. J. Antimicrob. Agents 2011, 38, 217-225.
11. Hoste, K.; de Winne, K.; Schacht, E. Polymeric prodrugs. Int. J. Pharm. 2004, 277, 119-131.
12. Uhrich, K.E.; Cannizzaro, S.M.; Langer, R.S.; Shakesheff, K.M. Polymeric systems for controlled drug release. Chem. Rev. 1999, 99, 3181-3198.
13. Ikada, Y.; Tsuji, H. Biodegradable polyesters for medical and ecological applications. Macromol. Rapid Comm. 2000, 21, 117-132.
14. Garnett, M.C. Targeted drug conjugates: Principles and progress. Adv. Drug Deliv. Rev. 2001, 53, 171-216.
15. Khandare, J.; Minko, T. Polymer-drug conjugates: Progress in polymeric prodrugs. Prog. Polym. Sci. 2006, 31, 359-397.
16. Nair, L.S.; Laurencin, C.T. Biodegradable polymers as biomaterials. Prog. Polym. Sci. 2007, 32, 762-798.
17. Oledzka, E.; Sobczak, M.; Kolodziejski, W.L. Polymers in medicine-Review of recent studies. Polimery 2007, 52, 795-803.
18. Brandenburg, L.-O.; Merres, J.; Albrecht, L.-J.; Varoga, D.; Pufe, T. Antimicrobial peptides: Multifunctional drugs for different applications. Polymers 2012, 4, 539-560.
19. Gauthier, M.A., Klok, H.-A. Peptide/protein-polymer conjugates: Synthetic strategies and design concepts. Chem. Commun. 2008, 23, 2591-2611.
20. Porter, E.A.; Wang, X.; Lee, H.S.; Weisblum, B.; Gellman, S.H. Non-haemolytic β-amino-acid oligomers. Nature 2000, 404, 565.
21. De Oca, E.P.M. Antimicrobial peptide elicitors: New hope for the post-antibiotic era. Innate Immun. 2013, 19, 227-241.
22. Anaya-López, J.L.; López-Meza, J.E.; Ochoa-Zarzosa, A. Bacterial resistance to cationic antimicrobial peptides. Crit. Rev. Microbiol. 2013, 39, 180-195.
23. Börner, H. Strategies exploiting functions and self-assembly properties of bioconjugates for polymer and materials sciences. Prog. Polym. Sci. 2009, 34, 811-851.
24. Carmona-Ribeiro, A.M.; de Melo Carrasco, L.D. Cationic antimicrobial polymers and their assemblies. Int. J. Mol. Sci. 2013, 14, 9906-9946.
25. Hancock, R.E.; Sahl, H.G. Antimicrobial and host-defense peptides as new anti-infective therapeutic strategies. Nat. Biotechnol. 2006, 24, 1551-1557.
26. Yeung, A.T.; Gellatly, S.L.; Hancock, R.E. Multifunctional cationic host defense peptides and their clinical applications. Cell Mol. Life Sci. 2011, 68, 2161-2176.
27. Schmitt, M.A.; Weisblum, B.; Gellman, S.H. Unexpected relationships between structure and function in a,β-peptides: Antimicrobial foldamers with heterogeneous backbones. J. Am. Chem. Soc. 2004, 126, 6848-6849.
28. Schmitt, M.A.; Weisblum, B.; Gellman, SH. Interplay among folding, sequence, and lipophilicity in the antibacterial and hemolytic activities of a/β-peptides. J. Am. Chem. Soc. 2006, 129, 417-428.
29. Liu, D.; DeGrado, W.F. De novo design, synthesis, and characterization of antimicrobial β-peptides. J. Am. Chem. Soc. 2001, 123, 7553-7559.
30. Tew, G.N.; Clements, D.; Tang, H.; Arnt, L.; Scott, R.W. Antimicrobial activity of an abiotic host defense peptide mimic. Biochim. Biophys. Acta Biomembr. 2006, 1758, 1387-1392.
31. Chongsiriwatana, N.P.; Miller, T.M.; Wetzler, M.; Vakulenko, S.; Karlsson, A.J.; Palecek, S.P. Short alkylated peptoid mimics of antimicrobial lipopeptides. Antimicrob. Agents Chemother. 2011, 55, 417-420.
32. Kapoor, R.; Eimerman, P.R.; Hardy, J.W.; Cirillo, J.D.; Contag, C.H.; Barron, A.E. Efficacy of antimicrobial peptoids against Mycobacterium tuberculosis. Antimicrob. Agents Chemother. 2011, 55, 3058-3062.
33. Kapoor, R.; Wadman, M.W.; Dohm, M.T.; Czyzewski, A.M.; Spormann, A.M.; Barron, A.E. Antimicrobial peptoids are effective against Pseudomonas aeruginosa biofilms. Antimicrob. Agents Chemother. 2011, 55, 3054-3057.
34. Radzishevsky, I.S.; Rotem, S.; Bourdetsky, D.; Navon-Venezia, S.; Carmeli, Y.; Mor, A. Improved antimicrobial peptides based on acyl-lysine oligomers. Nat. Biotechnol. 2007, 25, 657-659.
35. Hua, J.; Yamarthy, R.; Felsenstein, S.; Scott, R.W.; Markowitz, K.; Diamond, G. Activity of antimicrobial peptide mimetics in the oral cavity: I. Activity against biofilms of Candida albicans. Mol. Oral Microbiol. 2010, 25, 418-425.
36. Hua, J.; Scott, R.W.; Diamond, G. Activity of antimicrobial peptide mimetics in the oral cavity: II. Activity against periopathogenic biofilms and anti-inflammatory activity. Mol. Oral Microbiol. 2010, 25, 426-432.
37. Tew, G.N.; Scott, R.W.; Klein, M.L.; Degrado, W.F. De novo design of antimicrobial polymers, foldamers, and small molecules: From discovery to practical applications. Acc. Chem. Res. 2010, 43, 30-39.
38. Thaker, H.D.; Sgolastra, F.; Clements, D.; Scott, R.W.; Tew, G.N. Synthetic mimics of antimicrobial peptides from triaryl scaffolds. J. Med. Chem. 2011, 54, 2241-2254.
39. Kamysz, W. Are antimicrobial peptides an alternative for conventional antibiotics? Nucl. Med. Rev. Cent. East. Eur. 2005, 8, 78-86.
40. Kamysz, W.; Okrój, M.; Lukasiak, J. Novel properties of antimicrobial peptides. Acta Biochim. Pol. 2003, 50, 461-469.
41. Rakers, S.; Niklasson, L.; Steinhagen, D.; Kruse, Ch.; Schauber, J.; Sundell, K.; Paus, R. Antimicrobial peptides (AMPs) from fish epidermis: Perspectives for investigative dermatology. J. Investig. Dermatol. 2013, 133, 1140-1149.
42. Marr, A.K.; Gooderham, W.J.; Hancock, R.E. Antibacterial peptides for therapeutic use: Obstacles and realistic outlook. Curr. Opin. Pharmacol. 2006, 6, 468-472.
43. Urbán, P.; Valle-Delgado, J.J.; Moles, E.; Marques, J.; Díez, C.; Fernàndez-Busquets, X. Nanotools for the delivery of antimicrobial peptides. Curr. Drug Targets 2012, 13, 1158-1172.
44. McClanahan, J.R.; Peyyala, R.; Mahajan, R.; Montelaro, R.C.; Novak, K.F.; Puleo, D.A. Bioactivity of WLBU2 peptide antibiotic in combination with bioerodible polymer. Int. J. Antimicrob. Agents 2011, 38, 530-533.
45. Yadav, S.Ch.; Kumari, A.; Yadav, R. Development of peptide and protein nanotherapeutics by nanoencapsulation and nanobioconjugation. Peptides 2011, 32, 173-187.
46. Agarwal, A.; Lvov, Y.; Sawant, R.; Torchilin, V. Stable nanocolloids of poorly soluble drugs with high drug content prepared using the combination of sonication and layer-by-layer technology. J. Control. Release 2008, 128, 255-260.
47. Gombotz, W.R.; Pettit, D.K. Biodegradable polymers for protein and peptide drug delivery. Bioconj. Chem. 1995, 6, 332-351.
48. Shukla, A.; Fleming, K.E.; Chuang, H.F.; Chau, T.M.; Loose, C.R.; Stephanopoulos, G.N.; Hammond, P.T. Controlling the release of peptide antimicrobial agents from surfaces. Biomaterials 2010, 31, 2348-2357.
49. Jeon, J.H.; Puleo, D.A. Alternating release of different bioactive molecules from a complexation polymer system. Biomaterials 2008, 29, 3591-3598.
50. Devocelle, M. Targeted antimicrobial peptides. Front Immunol. 2012, doi:10.3389/fimmu.2012.00309.
51. Hancock, R.E.; Scott, M.G. The role of antimicrobial peptides in animal defenses. Proc. Natl. Acad. Sci. USA 2000, 97, 8856-8861.
52. Novak, K.F.; Diamond, W.J.; Kirakodu, S.; Peyyala, R.; Anderson, K.W.; Montelaro, R.C. Efficacy of the de novo-derived antimicrobial peptide WLBU2 against oral bacteria. Antimicrob. Agents Chemother. 2007, 51, 1837-1839.
53. Deslouches, B.; Phadke, S.M.; Lazarevic, V.; Cascio, M.; Islam, K.; Montelaro, R.C. De novo generation of cationic antimicrobial peptides: Influence of length and tryptophan substitution on antimicrobial activity. Antimicrob. Agents Chemother. 2005, 49, 316-322.
54. Cutter, C.N.; Willett, J.L.; Siragusa, G.R. Improved antimicrobial activity of nisinincorporated polymer films by formulation change and addition of food grade chelator. Lett. Appl. Microbiol. 2001, 33, 325-328.
55. Etienne, O.; Picart, C.; Taddei, C.; Haikel, Y.; Dimarcq, J.L.; Schaaf, P. Multilayer polyelectrolyte films functionalized by insertion of defensin: A new approach to protection of implants from bacterial colonization. Antimicrob. Agents Chemother. 2004, 48, 3662-3669.
56. Guyomard, A.; Dé, E.; Jouenne, T.; Malandain, J.J.; Muller, G.M.; Glinel, K. Incorporation of a hydrophobic antibacterial peptide into amphiphilic polyelectrolyte multilayers: A bioinspired approach to prepare biocidal thin coatings. Adv. Funct. Mater. 2008, 18, 758-765.
57. Bagheri, M.; Beyermann, M.; Dathe, M. Immobilization reduces the activity of surface-bound cationic antimicrobial peptides with no influence upon the activity spectrum. Antimicrob. Agents Chemother. 2009, 53, 1132-1141.
58. Haynie, S.L.; Crum, G.A.; Doele, B.A. Antimicrobial activities of amphiphilic peptides covalently bonded to a water-insoluble resin. Antimicrob. Agents Chemother. 1995, 39, 301-307.
59. Glinel, K.; Jonas, A.M.; Jouenne, T.; Leprince, J.; Galas, L.; Huck, W.T. Antibacterial and antifouling polymer brushes incorporating antimicrobial peptide. Bioconjug. Chem. 2009, 20, 71-77.
60. Guerra, N.P.; Araujo, A.B.; Barrera, A.M.; Agrasar, A.T.; Macias, C.L.; Carballo, J. Antimicrobial activity of nisin adsorbed to surfaces commonly used in the food industry. J. Food Prot. 2005, 68, 1012-1019.
61. Luckarift, H.R.; Dickerson, M.B.; Sandhage, K.H.; Spain, J.C. Rapid, room-temperature synthesis of antibacterial bionanocomposites of lysozyme with amorphous silica or titania. Small 2006, 2, 640-643.
62. Izquierdo-Barba, I.; Vallet-Regi, M.; Kupferschmidt, N.; Terasaki, O.; Schmidtchen, A.; Malmsten, M. Incorporation of antimicrobial compounds in mesoporous silica film monolith. Biomaterials 2009, 30, 5729-5736.
63. Kulagina, N.V.; Lassman, M.E.; Ligler, F.S.; Taitt, C.R. Antimicrobial peptides for detection of bacteria in biosensor assays. Anal. Chem. 2005, 77, 6504-6508.
64. Kulagina, N.V.; Shaffer, K.M.; Anderson, G.P.; Ligler, F.S.; Taitt, C.R. Antimicrobial peptide-based array for Escherichia coli and Salmonella screening. Anal. Chim. Acta 2006, 575, 9-15.
65. Yoshinari, M.; Kato, T.; Matsuzaka, K.; Hayakawa, T.; Inoue, T.; Oda, Y. Adsorption behavior of antimicrobial peptide histatin 5 on PMMA. J. Biomed. Mater. Res. Appl. Biomater. 2006, 77, 47-54.
66. Makihira, S.; Shuto, T.; Nikawa, H.; Okamoto, K.; Mine, Y.; Takamoto, Y. Titanium immobilized with an antimicrobial peptide derived from histatin accelerates the differentiation of osteoblastic cell line, MC3T3-E1. Int. J. Mol. Sci. 2010, 11, 1458-1470.
67. Yoshinari, M.; Kato, T.; Matsuzaka, K.; Hayakawa, T.; Shiba, K. Prevention of biofilm formation on titanium surfaces modified with conjugated molecules comprised of antimicrobial and titanium-binding peptides. Biofouling 2010, 26, 103-110.
68. Pavlukhina, S.; Lu, Y.; Patimetha, A.; Libera, M.; Sukhishvili, S. Polymer multilayers with pH-triggered release of antibacterial agents. Biomacromolecules 2010, 11, 3448-3456.
69. Wang, Q.; Uzunoglu, E.; Wu, Y.; Libera, M. Self-assembled poly(ethylene glycol)-co-Acrylic acid microgels to inhibit bacterial colonization of synthetic surfaces. ACS Appl. Mater. Interfaces 2012, 4, 2498-2506.
70. Wang, Q.; Yu, X.; Libera, M. Reducing bacterial colonization of 3-D nanofiber cell scaffolds by hierarchical assembly of microgels and an antimicrobial peptide. Adv. Healthc. Mater. 2013, 2, 687-691.
71. Onaizi, S.A.; Leong, S.S.J. Tethering antimicrobial peptides: Current status and potential challenges. Biotechnol. Adv. 2011, 29, 67-74.
72. Ehtezazi, T.; Washington, C. Controlled release of macromolecules from PLA microspheres: Using porous structure topology. J. Control. Release 2000, 68, 361-372.
73. Appendini, P.; Hotchkiss, J.H. Review of antimicrobial food packaging. Innov. Food Sci. Emerg. Technol. 2002, 3, 113-126.
74. Sukhishvili, S.A. Responsive polymer films and capsules via layer-by-layer assembly. Curr. Opin. Colloid Interface Sci. 2005, 10, 37-44.
75. Etienne, O.; Gasnier, C.; Taddei, C.; Voegel, J.-C.; Aunis, D.; Schaaf, P. Antifungal coating by biofunctionalized polyelectrolyte multilayered films. Biomaterials 2005, 26, 6704-12.
76. Ferreira, L.; Zumbuehl, A. Non-leaching surfaces capable of killing microorganisms on contact. J. Mater. Chem. 2009, 19, 7796-806.
77. Ringsdorf, H. Structure and properties of pharmacologically active polymers. J. Polym. Sci. 1975, 51, 135-153.
78. Joshi, P.R.; McGuire, J.; Neff, J.A. Synthesis and antibacterial activity of nisin-containing block copolymers. J. Biomed. Mater. Res. B 2009, 91, 128-134.
79. Li, J.-T.; Carlsson, J.; Lin, J.-N.; Caldwell, K.D. Chemical modification of surface active poly(ethylene oxide)-poly(propylene oxide) triblock copolymers. Bioconjug. Chem. 1996, 7, 592-599.
80. Appendini, P; Hotchkiss, J.H. Surface modification of poly(styrene) by the attachment of an antimicrobial peptide. J. Appl. Polym. Sci. 2001, 81, 609-616.
81. Becker, M.L.; Liu, J.; Wooley, K.L. Functionalized micellar assemblies prepared via block copolymers synthesized by living free radical polymerization upon peptide-loaded resins. Biomacromolecules 2005, 6, 220-228.
82. De Prijck, K.; de Smet, N.; Rymarczyk-Machal, M.; van Driessche, G.; Devreese, B.; Coenye, T.; Schacht, E.; Nelis, H.J. Candida albicans biofilm formation on peptide functionalized polydimethylsiloxane. Biofouling 2010, 26, 269-275.
83. Costa, F.; Carvalho, I.F.; Montelaro, R.C.; Gomes, P.; Cristina, M.; Martins, L. Covalent immobilization of antimicrobial peptides (AMPs) onto biomaterial surfaces. Acta Biomater. 2011, 7, 1431-1440.
84. Jonkheijm, P.; Weinrich, D.; Schroder, H.; Niemeyer, C.M.; Waldmann ,H. Chemical strategies for generating protein biochips. Angew. Chem. Int. Ed. 2008, 47, 9618-9647.
85. Rusmini, F.; Zhong, Z.; Feijen, J. Protein immobilization strategies for protein biochips. Biomacromolecules 2007, 8, 1775-1789.
86. Gao, G.; Lange, D.; Hilpert, K.; Kindrachuk, J.; Zou, Y.; Cheng, J.T.J.; Kazemzadeh-Narbat, M.; Yu, K.; Wang, R.; Straus, S.K.; et al. The biocompatibility and biofilm resistance of implant coatings based on hydrophilic polymer brushes conjugated with antimicrobial peptides. Biomaterials 2011, 32, 3899-3909.