Photodynamic inactivation of bacteria using polyethylenimine-chlorin(e6) conjugates: Effect of polymer molecular weight, substitution ratio of chlorin(e6) and pH

Lasers in Surgery and Medicine

Volumn 43, Issue 4, 2011, Pages 313-323

  Huang, Liyi ^a,b,c   Zhiyentayev, Timur ^a,d   Xuan, Yi ^a,e   Azhibek, Dulat ^a,f   Kharkwal, Gitika B ^a,b   Hamblin, Michael R ^a,b,g  

^a MASSACHUSETTS GENERAL HOSPITAL   (United States)

^b HARVARD MEDICAL SCHOOL   (United States)

^c GUANGXI MEDICAL UNIVERSITY   (China)

^d California Institute of Technology   (United States)

^e TUFTS UNIVERSITY   (United States)

^f MOSCOW STATE UNIVERSITY   (Russian Federation)

^g HARVARD MIT DIVISION OF HEALTH SCIENCES AND TECHNOLOGY   (United States)

Author keywords

antimicrobial photodynamic therapy; pH value; polyethylenimine chlorine(e6) conjugate; polymer molecular weight; static and dynamic quenching; substitution ratio

Indexed keywords

CE6; CHLORINE DERIVATIVE; POLYETHYLENEIMINE; POLYMER; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; BACTERIAL INFECTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; DRUG CONJUGATION; ENTEROCOCCUS FAECALIS; ESCHERICHIA COLI; GEL ELECTROPHORESIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; MOLECULAR WEIGHT; NONHUMAN; PH; PHOTODYNAMIC THERAPY; PRIORITY JOURNAL; STAPHYLOCOCCUS AUREUS; THIN LAYER CHROMATOGRAPHY;

CHLORINE; GRAM-NEGATIVE BACTERIA; GRAM-POSITIVE BACTERIA; HUMANS; HYDROGEN-ION CONCENTRATION; MOLECULAR WEIGHT; PHOTOCHEMOTHERAPY; POLYETHYLENEIMINE; POLYMERS; RADIATION-SENSITIZING AGENTS; SENSITIVITY AND SPECIFICITY; SPECTROMETRY, FLUORESCENCE;

EID: 79954467367     PISSN: 01968092     EISSN: 10969101     Source Type: Journal    
DOI: 10.1002/lsm.21056     Document Type: Article

References (51)

1. Owens RC Jr., Antimicrobial stewardship: Concepts and strategies in the 21st century. Diagn Microbiol Infect Dis 2008; 61 (1): 110-128. (Pubitemid 351509755)
2. Carmeli Y,. Strategies for managing today's infections. Clin Microbiol Infect 2008; 14 (Suppl 3): 22-31.
3. Bell SG,. Antibiotic resistance: Is the end of an era near ? Neonatal Netw 2003; 22 (6): 47-54.
4. Wainwright M,. Photodynamic antimicrobial chemotherapy (PACT). J Antimicrob Chemother 1998; 42 (1): 13-28. (Pubitemid 28356358)
5. Makowski A, Wardas W,. Photocatalytic degradation of toxins secreted to water by cyanobacteria and unicellular algae and photocatalytic degradation of the cells of elected microorganisms. Curr Top Biophys 2001; 25: 19-25.
6. Demidova TN, Hamblin MR,. Photodynamic therapy targeted to pathogens. Int J Immunopathol Pharmacol 2004; 17 (3): 245-254. (Pubitemid 39481667)
7. Hamblin MR, Hasan T,. Photodynamic therapy: A new antimicrobial approach to infectious disease ? Photochem Photobiol Sci 2004; 3 (5): 436-450. (Pubitemid 38855151)
8. Gal D,. Hunt for singlet oxygen under in vivo conditions. Biochem Biophys Res Commun 1994; 202 (1): 10-16. (Pubitemid 24252558)
9. Bertoloni G, Salvato B, Dall'Acqua M, Vazzoler M, Jori G,. Hematoporphyrin-sensitized photoinactivation of Streptococcus faecalis. Photochem Photobiol 1984; 39 (6): 811-816.
10. Malik Z, Ladan H, Nitzan Y, Ehrenberg B,. The bactericidal activity of a deuteroporphyrin-hemin mixture on gram-positive bacteria. A microbiological and spectroscopic study. J Photochem Photobiol B 1990; 6 (4): 419-430.
11. Bertoloni G, Rossi F, Valduga G, Jori G, Ali H, van Lier JE,. Photosensitizing activity of water- and lipid-soluble phthalocyanines on prokaryotic and eukaryotic microbial cells. Microbios 1992; 71 (286): 33-46.
12. Malik Z, Ladan H, Nitzan Y,. Photodynamic inactivation of Gram-negative bacteria: Problems and possible solutions. J Photochem Photobiol B 1992; 14 (3): 262-266.
13. Merchat M, Spikes JD, Bertoloni G, Jori G,. Studies on the mechanism of bacteria photosensitization by meso-substituted cationic porphyrins. J Photochem Photobiol B 1996; 35 (3): 149-157. (Pubitemid 26383615)
14. Minnock A, Vernon DI, Schofield J, Griffiths J, Parish JH, Brown ST,. Photoinactivation of bacteria. Use of a cationic water-soluble zinc phthalocyanine to photoinactivate both gram-negative and gram-positive bacteria. J Photochem Photobiol B 1996; 32 (3): 159-164. (Pubitemid 26127372)
15. Nitzan Y, Gutterman M, Malik Z, Ehrenberg B,. Inactivation of gram-negative bacteria by photosensitized porphyrins. Photochem Photobiol 1992; 55 (1): 89-96.
16. Bertoloni G, Rossi F, Valduga G, Jori G, van Lier J,. Photosensitizing activity of water- and lipid-soluble phthalocyanines on Escherichia coli. FEMS Microbiol Lett 1990; 59 (1, 2): 149-155.
17. Denyer SP, Maillard JY,. Cellular impermeability and uptake of biocides and antibiotics in Gram-negative bacteria. J Appl Microbiol 2002; 92 (Suppl. 1): 35S-45S. (Pubitemid 34535504)
18. Nikaido H,. Preventing drug access to targets: Cell surface permeability barriers and active efflux in bacteria. Semin Cell Dev Biol 2001; 12 (3): 215-223.
19. Nikaido H,. Molecular basics of bacterial outer membrane permeability revisited. Microbiol Mol Biol Rev 2003 (4): 593-656.
20. Poole K,. Outer membranes and efflux; the path to multidrug resistance in gram-negative bacteria. Curr Pharm Biotechnol 2002; 2: 77-98. (Pubitemid 34520926)
21. Poole K,. Efflux-mediated multiresistance in Gram-negative bacteria. Clin Microbiol Infect 2004; 10 (1): 12-26. (Pubitemid 38128588)
22. Helander IM, Alakomi HL, Latva-Kala K, Koski P,. Polyethyleneimine is an effective permeabilizer of gram-negative bacteria. Microbiology 1997; 143 (Pt 10): 3193-3199. (Pubitemid 27470167)
23. Helander IM, Latva-Kala K, Lounatmaa K,. Permeabilizing action of polyethyleneimine on Salmonella typhimurium involves disruption of the outer membrane and interactions with lipopolysaccharide. Microbiology 1998; 144 (Pt 2): 385-390. (Pubitemid 28067743)
24. Alakomi HL, Paananen A, Suihko ML, Helander IM, Saarela M,. Weakening effect of cell permeabilizers on gram-negative bacteria causing biodeterioration. Appl Environ Microbiol 2006; 72 (7): 4695-4703. (Pubitemid 44078794)
25. Lin J, Qiu S, Lewis K, Klibanov AM,. Mechanism of bactericidal and fungicidal activities of textiles covalently modified with alkylated polyethylenimine. Biotechnol Bioeng 2003; 83 (2): 168-172. (Pubitemid 36734130)
26. Mazor O, Brandis A, Plaks V, Neumark E, Rosenbach-Belkin V, Salomon Y, Scherz A,. WST11, a novel water-soluble bacteriochlorophyll derivative; cellular uptake, pharmacokinetics, biodistribution and vascular-targeted photodynamic activity using melanoma tumors as a model. Photochem Photobiol 2005; 81 (2): 342-351. (Pubitemid 40551511)
27. Spikes JD,. Chlorins as photosensitizers in biology and medicine. J Photochem Photobiol B 1990; 6 (3): 259-274.
28. Sheleg SV, Zhavrid EA, Khodina TV, Kochubeev GA, Istomin YP, Chalov VN, Zhuravkin IN,. Photodynamic therapy with chlorin e(6) for skin metastases of melanoma. Photodermatol Photoimmunol Photomed 2004; 20 (1): 21-26. (Pubitemid 38195463)
29. Kostenich GA, Zhuravkin IN, Zhavrid EA,. Experimental grounds for using chlorin e6 in the photodynamic therapy of malignant tumors. J Photochem Photobiol B 1994; 22 (3): 211-217. (Pubitemid 24082920)
30. Zorina TE, Fomichev A, Cherenkevich SN,. Damage photosensitized by chlorine e6 in bacteria with various defects of the DNA repair system. Mikrobiologiia 1988; 57 (6): 1007-1010. (Pubitemid 19026657)
31. Park JH, Moon YH, Bang IS, Kim YC, Kim SA, Ahn SG, Yoon JH,. Antimicrobial effect of photodynamic therapy using a highly pure chlorin e6. Lasers Med Sci 2010; 25 (5): 705-710.
32. Soukos NS, Ximenez-Fyvie LA, Hamblin MR, Socransky SS, Hasan T,. Targeted antimicrobial photochemotherapy. Antimicrob Agents Chemother 1998; 42 (10): 2595-2601. (Pubitemid 28462899)
33. Hamblin MR, O'Donnell DA, Murthy N, Contag CH, Hasan T,. Rapid control of wound infections by targeted photodynamic therapy monitored by in vivo bioluminescence imaging. Photochem Photobiol 2002; 75 (1): 51-57.
34. Hamblin MR, Zahra T, Contag CH, McManus AT, Hasan T,. Optical monitoring and treatment of potentially lethal wound infections in vivo. J Infect Dis 2003; 187 (11): 1717-1725. (Pubitemid 36667882)
35. Gad F, Zahra T, Francis KP, Hasan T, Hamblin MR,. Targeted photodynamic therapy of established soft-tissue infections in mice. Photochem Photobiol Sci 2004; 3 (5): 451-458. (Pubitemid 38855152)
36. Tegos GP, Anbe M, Yang C, Demidova TN, Satti M, Mroz P, Janjua S, Gad F, Hamblin MR,. Protease-stable polycationic photosensitizer conjugates between polyethyleneimine and chlorin(e6) for broad-spectrum antimicrobial photoinactivation. Antimicrob Agents Chemother 2006; 50 (4): 1402-1410.
37. Fuchs BB, Tegos GP, Hamblin MR, Mylonakis E,. Susceptibility of Cryptococcus neoformans to photodynamic inactivation is associated with cell wall integrity. Antimicrob Agents Chemother 2007; 51 (8): 2929-2936. (Pubitemid 47206232)
38. Dai T, Tegos GP, Lu Z, Huang L, Zhiyentayev T, Franklin MJ, Baer DG, Hamblin MR,. Photodynamic therapy for Acinetobacter baumannii burn infections in mice. Antimicrob Agents Chemother 2009; 53 (9): 3929-3934.
39. Fischer L, Peißker F,. A covalent two-step immobilization technique using itaconic anhydride. Appl Microbiol Biotechnol 1998; 49: 129-135. (Pubitemid 28098671)
40. Jett BD, Hatter KL, Huycke MM, Gilmore MS,. Simplified agar plate method for quantifying viable bacteria. Biotechniques 1997; 23 (4): 648-650. (Pubitemid 27450920)
41. Demidova TN, Hamblin MR,. Effect of cell-photosensitizer binding and cell density on microbial photoinactivation. AntimicrobAgents Chemother 2005; 49 (6): 2329-2335. (Pubitemid 40734462)
42. Huang L, Terakawa M, Zhiyentayev T, Huang YY, Sawayama Y, Jahnke A, Tegos GP, Wharton T, Hamblin MR,. Innovative cationic fullerenes as broad-spectrum light-activated antimicrobials. Nanomedicine 2010; 6 (3): 442-452.
43. Price M, Reiners JJ, Santiago AM, Kessel D,. Monitoring singlet oxygen and hydroxyl radical formation with fluorescent probes during photodynamic therapy. Photochem Photobiol 2009; 85 (5): 1177-1181.
44. Savage PB,. Multidrug-resistant bacteria: Overcoming antibiotic permeability barriers of gram-negative bacteria. Ann Med 2001; 33 (3): 167-171. (Pubitemid 32417619)
45. Hamblin MR, O'Donnell DA, Murthy N, Rajagopalan K, Michaud N, Sherwood ME, Hasan T,. Polycationic photosensitizer conjugates: Effects of chain length and Gram classification on the photodynamic inactivation of bacteria. J Antimicrob Chemother 2002; 49 (6): 941-951. (Pubitemid 34692888)
46. Malik Z, Hanania J, Nitzan Y,. Bactericidal effects of photoactivated porphyrins-an alternative approach to antimicrobial drugs. J Photochem Photobiol B 1990; 5 (3, 4): 281-293.
47. Caminos DA, Spesia MB, Pons P, Durantini EN,. Mechanisms of Escherichia coli photodynamic inactivation by an amphiphilic tricationic porphyrin and 5,10,15,20-tetra(4-N,N,N-trimethylammoniumphenyl) porphyrin. Photochem Photobiol Sci 2008; 7 (9): 1071-1078.
48. Merchat M, Bertolini G, Giacomini P, Villanueva A, Jori G,. Meso-substituted cationic porphyrins as efficient photosensitizers of gram-positive and gram-negative bacteria. J Photochem Photobiol B 1996; 32 (3): 153-157. (Pubitemid 26127371)
49. Nitzan Y, Balzam-Sudakevitz A, Ashkenazi H,. Eradication of Acinetobacter baumannii by photosensitized agents in vitro. J Photochem Photobiol B 1998; 42 (3): 211-218. (Pubitemid 28185008)
50. Cunderlikova B, Gangeskar L, Moan J,. Acid-base properties of chlorin e6: Relation to cellular uptake. J Photochem Photobiol B 1999; 53 (1-3): 81-90. (Pubitemid 30047590)
51. Cunderlikova B, Kongshaug M, Gangeskar L, Moan J,. Increased binding of chlorin e6 to lipoproteins at low pH values. Int J Biochem Cell Biol 2000; 32 (7): 759-768. (Pubitemid 30336467)