Quorum quenching compounds from natural sources

Bioresources and Bioprocess in Biotechnology

Volumn 2, Issue , 2017, Pages 351-364

  Seghal Kiran, G ^a   Hassan, Saqib ^a   Sajayan, Arya ^a   Selvin, Joseph ^a  

^a PONDICHERRY UNIVERSITY   (India)

Author keywords

Biofilm; Motility; Quorum Quenching; Signalling molecules; Virulence

Indexed keywords

AMIDES; BACTERIA; BIOFILMS; ECOSYSTEMS; HYDROLYSIS; MOLECULES; POPULATION STATISTICS;

BACTERIAL COMMUNICATIONS; MARINE CYANOBACTERIA; MOTILITY; PATHOGENIC INFECTIONS; POPULATION DENSITIES; QUORUM QUENCHING; SIGNALLING MOLECULES; VIRULENCE;

QUENCHING;

EID: 85034404124     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1007/978-981-10-4284-3_14     Document Type: Chapter

References (71)

1. Abed RM, Dobretsov S, Al-Fori M, Gunasekera SP, Sudesh K, Paul VJ (2013) Quorum-sensing inhibitory compounds from extremophilic microorganisms isolated from a hypersaline cyano- bacterial mat. J Ind Microbiol Biotechnol 40:759-772
2. Adak S, Upadrasta L, Kumar S, Soni R, Banerjee R (2011) Quorum quenching-an alternative antimicrobial therapeutics. In: Mendez-Vilas (ed) Science against microbial pathogens: communicating current research and technological advances. Formatex Research Center, Badajoz, pp 586-593
3. Adonizio A, Dawlaty J, Ausubel FM, Clardy J, Mathee K (2008) Ellagitannins from Conocarpus erectus exhibit anti-quorum sensing activity against Pseudomonas aeruginosa. Planta Med 74:1035-1035
4. Amaya S, Pereira JA, Borkosky SA, Valdez JC, Bardon A, Arena ME (2012) Inhibition of quorum sensing in Pseudomonas aeruginosa by sesquiterpene lactones. Phytomedicine 19:1173-1177
5. Anderson JC, Clarke EJ, Arkin AP, Voigt CA (2006) Environmentally controlled invasion of cancer cells by engineered bacteria. J Mol Biol 355:619-627
6. Bassler BL, Wright M, Showalter RE, Silverman MR (1993) Intercellular signalling in Vibrio harveyi: sequence and function of genes regulating expression of luminescence. Mol Microbiol 9:773-786. doi: 10.1111/j.1365-2958.1993.tb01737.x
7. Bassler BL, Wright M, Silverman MR (1994) Multiple signalling systems controlling expression of luminescence in Vibrio harveyi: sequence and function of genes encoding a second sensory pathway. Mol Microbiol 13:273-286. doi:10.1111/j.1365-2958.1994.tb00422.x
8. Bhargava N, Sharma P, Capalash N (2010) Quorum sensing in Acinetobacter: an emerging pathogen. Crit Rev Microbiol 36:349-360
9. Brackman G, Celen S, Hillaert U, van Calenbergh S, Cos P, Maes L, Nelis HJ, Coenye T (2011) Structure-activity relationship of cinnamaldehyde analogs as inhibitors of AI-2 based quorum sensing and their effect on virulence of vibrio spp. PLoS One 6:e16084
10. Chowdhary PK, Keshavan N, Nguyen HQ, Peterson JA, Gonzales JE, Haines DC (2007) Biochemistry 46:14429-14437
11. Clark BR, Engene N, Teasdale ME, Rowley DC, Matainaho T, Valeriote FA, Gerwick WH (2008) Natural products chemistry and taxonomy of the marine cyanobacterium Blennothrix canthar- idosmum. J Nat Prod 71:1530-1537
12. Cugini C, Calfee MW, Farrow JM, Morales DK, Pesci EC, Hogan DA (2007) Farnesol, a common sesquiterpene, inhibits PQS production in Pseudomonas aeruginosa. Mol Microbiol 65:896-906
13. Davis TH (2004) Biography of E.P. Greenberg. Proc Natl Acad Sci U S A 101(45):15830-15832. http://doi.org/10.1073/pnas.0407738101
14. Defoirdt T, Brackman G, Coenye T (2013) Quorum sensing inhibitors: how strong is the evidence? Trends Microbiol 21(12):619-624
15. Defoirdt T, Miyamoto CM, Wood TK, Meighen EA, Sorgeloos P, Verstraete W, Bossier P (2007) The natural furanone (5Z)-4-bromo-5-(bromomethylene)-3-butyl-2(5H)-furanone disrupts quorum sensing-regulated gene expression in Vibrio harveyi by decreasing the DNA-binding activity of the transcriptional regulator protein luxR. Environ Microbiol 9:2486-2495
16. Defoirdt T, Crab R, Wood TK, Sorgeloos P, Verstraete W, Bossier P (2006) Quorum sensing- disrupting brominated furanones protect the gnotobiotic brine shrimp Artemia franciscana from pathogenic Vibrio harveyi, Vibrio campbellii, and Vibrio parahaemolyticus isolates. Appl Environ Microbiol 72:6419-6423
17. Dobretsov S, Teplitski M, Alagely A, Gunasekera SP, Paul VJ (2010) Malyngolide from the cyanobacterium Lyngbya majuscula interferes with quorum sensing circuitry. Environ Microbiol Rep 2:739-744
18. Dong YH, Wang LH, Xu JL, Zhang HB, Zhang XF, Zhang LH (2001) Quenching quorum-sensing- dependent bacterial infection by an N-acyl homoserine lactonase. Nature 411:813-817
19. Dong Y, Wang LH, Zhang LH (2007) Quorum-quenching microbial infections: mechanisms and implications. Philos Trans R Soc Lond Ser B Biol Sci 362:1201-1211
20. Duncan MC, Wong WR, Dupzyk AJ, Bray WM, Linington RG, Auerbuch V (2014) An NF-kappaB-based high-throughput screen identifies piericidins as inhibitors of the Yersinia pseudotuberculosis type III secretion system. Antimicrob Agents Chemother 58:1118-1126
21. Fuqua WC, Winans SC, Greenberg EP (1994) Quorum sensing in bacteria: the LuxR-LuxI family of cell density-responsive transcriptional regulators. J Bacteriol 176:269-275
22. García-Contreras R, Martínez-Vázquez M, Velázquez Guadarrama N, Villegas Pañeda AG, Hashimoto T, Maeda T, Wood TK (2013) Resistance to the quorum-quenching compounds brominated furanone C-30 and 5-fluorouracil in Pseudomonas aeruginosa clinical isolates. Pathogens Dis 68(1):8-11. http://doi.org/10.1m/2049-632X.12039
23. Giménez-Bastida JA, Truchado P, Larrosa M, Espín JC, Tomás-Barberán FA, Allende A, García- Conesa MT (2012) Urolithins, ellagitannin metabolites produced by colon microbiota, inhibit quorum sensing in Yersinia enterocolitica: phenotypic response and associated molecular changes. Food Chem 132:1465-1474
24. Golberg K, Pavlov V, Marks RS, Kushmaro A (2013) Coral-associated bacteria, quorum sensing disrupters, and the regulation of biofouling. Biofouling 29:669-682
25. González JE, Keshavan ND (2006) Messing with bacterial quorum sensing. Microbiol Mol Biol Rev 70:859-875
26. Hanson JR (2003) The classes of natural product and their isolation. In: Abel EW (ed) Natural products: the secondary metabolites. Royal Society of Chemistry, Cambridge, pp 1-34
27. Havsteen BH (2002) The biochemistry and medical significance of the flavonoids. Pharmacol Ther 96:67-202
28. Henke J, Bassler B (2004) Bacterial social engagements. Trends Cell Biol 14(11):648-656
29. Hentzer M, Givskov M (2003) Pharmacological inhibition of quorum sensing for the treatment of chronic bacterial infections. J Clin Invest 112(9):1300-1307
30. Imperi F, Massai F, Ramachandran Pillai C, Longo F, Zennaro E, Rampioni G, Visca P, Leoni L (2013) New life for an old drug: the anthelmintic drug niclosamide inhibits Pseudomonas aeruginosa quorum sensing. Antimicrob Agents Chemother 57:996-1005
31. Jakobsen TH, van Gennip M, Phipps RK, Shanmugham MS, Christensen LD, Alhede M, Skindersoe ME, Rasmussen TB, Friedrich K, Uthe F et al (2012) Ajoene, a sulfur-rich molecule from garlic, inhibits genes controlled by quorum sensing. Antimicrob Agents Chemother 56:2314-2325
32. Kaufmann GF, Sartorio R, Lee SH, Mee JM, Altobell LJ, Kujawa DP, Jeffries E, Clapham B, Meijler MM, Janda KD (2006) Antibody interference with N-acyl homoserine lactone- mediated bacterial quorum sensing. J Am Chem Soc 128(9):2802-2803
33. Kaufmann GF, Park J, Mee JM, Ulevitch RJ, Janda KD (2008) The quorum quenching antibody RS2-1G9 protects macrophages from the cytotoxic effects of the Pseudomonas aeruginosa quorum sensing signalling molecule N-3-oxo-dodecanoyl-homoserine lactone. Mol Immunol 45:2710-2714
34. Kiran MD, Adikesavan NV, Cirioni O, Giacometti A, Silvestri C, Scalise G, Ghiselli R, Saba V, Orlando F, Shoham M et al (2008) Discovery of a quorum-sensing inhibitor of drug-resistant staphylococcal infections by structure-based virtual screening. Mol Pharmacol 73:1578-1586
35. Kjelleberg S, Steinberg P, Givskov M, Gram L, Manefield M, de Nys R (1997) Do marine natural products interfere with prokaryotic AHL regulatory systems? Aquat Microb Ecol 13:8
36. Koh CL, Sam CK, Yin WF, Tan L, Krishnan T, Chong Y, Chan KG (2013) Plant-derived natural products as sources of anti-quorum sensing compounds. Sensors 13(5):6217-6228
37. Lade H, Paul D, Kweon JH (2014) Quorum quenching mediated approaches for control of membrane biofouling. Int J Biol Sci 10(5):547-562. http://doi.org/10.7150/ijbs.9028
38. LaSarre B, Federle MJ (2013) Exploiting quorum sensing to confuse bacterial pathogens. Microbiol Mol Biol Rev 77:73-111
39. Lazazzera BA, Grossman AD (1998) The ins and outs of peptide signaling. Trends Microbiol 6(7):288-294
40. Leadbetter JR, Greenberg EP (2000) Metabolism of acyl-homoserine lactone quorum-sensing signals by Variovorax paradoxus. J Bacteriol 182:6921-6926
41. Lesic B, Lepine F, Déziel E, Zhang J, Zhang Q, Padfield K, Castonguay MH, Milot S, Stachel S, Tzika AA, Tompkins RG, Rahme LG (2007) Inhibitors of pathogen intercellular signals as selective anti-infective compounds. PLoS Pathog 3:e126. doi:10.1371/journal.ppat.0030126
42. Li J, Wang W, Xu SX, Magarvey NA, McCormick JK (2011) Lactobacillus reuteri-produced cyclic dipeptides quench agr-mediated expression of toxic shock syndrome toxin-1 in staphylococci. Proc Natl Acad Sci U S A 108:3360-3365
43. Mansson M, Nielsen A, Kjaerulff L, Gotfredsen CH, Wietz M, Ingmer H, Gram L, Larsen TO (2011) Inhibition of virulence gene expression in Staphylococcus aureus by novel depsipep- tides from a marine Photobacterium. Mar Drugs 9:2537-2552
44. Moghaddam MM (2014) Quorum sensing in bacteria and a glance on Pseudomonas aeruginosa. Clin Microbiol 3(4):1-10. http://doi.org/10.4172/2327-5073.1000156
45. Musthafa KS, Balamurugan K, Pandian SK, Ravi AV (2012) 2,5-piperazinedione inhibits quorum sensing-dependent factor production in Pseudomonas aeruginosa PAO1. J Basic Microbiol 52:679-686
46. Nazzaro F, Fratianni F, Coppola R (2013) Quorum sensing and phyto-chemicals. Int J Mol Sci 14:12607-12619
47. Nealson KH, Hastings JW (1979) Bacterial bioluminescence: its control and ecological significance. Microbiol Rev 43(4):496-518
48. Niu C, Afre S, Gilbert ES (2006) Subinhibitory concentrations of cinnamaldehyde interfere with quorum sensing. Lett Appl Microbiol 43:489-494
49. Ooka K, Fukumoto A, Yamanaka T, Shimada K, Ishihara R, Anzai Y, Kato F (2013) Piericidins, novel quorum-sensing inhibitors against Chromobacterium violaceum CV026, from Streptomyces sp. TOHO-Y209 and TOHO-O348. Open J Med Chem 3:93-99
50. Park SY, Kang HO, Jang HS, Lee JK, Koo BT, Yum DY (2005) Identification of extracellular N-acylhomoserine lactone acylase from a Streptomyces sp. and its application to quorum quenching. Appl Environ Microbiol 71:2632-2641
51. Park J, Jagasia R, Kaufmann GF, Mathison JC, Ruiz DI, Moss JA, Meijler MM, Ulevitch RJ, Janda KD (2007) Infection control by antibody disruption of bacterial quorum sensing signaling. Chem Biol 14:1119-1127
52. Paza C, Carcamo G, Silva M, Becerra J, Urrutia H, Sossa K (2013) Drimendiol, a drimane sesquiterpene with quorum sensing inhibition activity. Nat Prod Commun 8:147-148
53. Rasch M, Buch C, Austin B, Slierendrecht WJ, Ekmann KS, Larsen JL, Johansen C, Riedel K, Eberl L, Givskov M et al (2004) An inhibitor of bacterial quorum sensing reduces mortalities caused by vibriosis in rainbow trout (Oncorhynchus mykiss, Walbaum). Syst Appl Microbiol 27:350-359
54. Romero M, Martin-Cuadrado AB, Roca-Rivada A, Cabello AM, Otero A (2011) Quorum quenching in cultivable bacteria from dense marine coastal microbial communities. FEMS Microbiol Ecol 75:205-217
55. Romero M, Martin-Cuadrado AB, Otero A (2012a) Determination of whether quorum quenching is a common activity in marine bacteria by analysis of cultivable bacteria and metagenomic sequences. Appl Environ Microbiol 78:6345-6348
56. Romero ML, Acuna A, Otero A (2012b) Patents on quorum quenching: interfering with bacterial communication as a strategy to fight infections. Recent Pat Biotechnol 6:2-12
57. Singh VK, Kavita K, Prabhakaran R, Jha B (2013) Cis-9-octadecenoic acid from the rhizospheric bacterium Stenotrophomonas maltophilia BJ01 shows quorum quenching and anti-biofilm activities. Biofouling 29:855-867
58. Skindersoe ME, Alhede M, Phipps R, Yang L, Jensen PØ, Rasmussen TB, Bjarnsholt T, Tolker-Nielsen T, Høiby N, Givskov M (2008) Effects of antibiotics on quorum sensing in Pseudomonas aeruginosa. Antimicrob Agents Chemother 52:3648-3663
59. Tang K, Zhang XH (2014) Quorum quenching agents: resources for antivirulence therapy. Mar Drugs 12(6):3245-3282. http://doi.org/10.3390/md12063245
60. Tay S, Yew W (2013) Development of quorum-based anti-virulence therapeutics targeting gramnegative bacterial pathogens. Int J Mol Sci 14(8): 16570-16599. http://doi.org/10.3390/ ijms140816570
61. Teasdale ME, Liu JY, Wallace J, Akhlaghi F, Rowley DC (2009) Secondary metabolites produced by the marine bacterium Halobacillus salinus that inhibit quorum sensing-controlled phenotypes in gram-negative bacteria. Appl Environ Microbiol 75:567-572
62. Tinh NTN, Linh ND, Wood TK, Dierckens K, Sorgeloos P, Bossier P (2007) Interference with the quorum sensing systems in a Vibrio harveyi strain alters the growth rate of gnotobiotically cultured rotifer Brachionus plicatilis. J Appl Microbiol 103:194-203
63. Uroz S, Chhabra SR, Cámara M, Williams P, Oger P, Dessaux Y (2005) N-acylhomoserine lactone quorum-sensing molecules are modified and degraded by Rhodococcus erythropolis W2 by both amidolytic and novel oxidoreductase activities. Microbiology 151:3313-3322
64. Uroz S, Dessaux Y, Oger P (2009) Quorum sensing and quorum quenching: the yin and yang of bacterial communication. ChemBioChem 10(2):205-216
65. Vandeputte OM, Kiendrebeogo M, Rajaonson S, Diallo B, Mol A, El Jaziri M, Baucher M (2010) Identification of catechin as one of the flavonoids from Combretum albiflorum bark extract that reduces the production of quorum-sensing-controlled virulence factors in Pseudomonas aeruginosa PAO1. Appl Environ Microbiol 76:243-253
66. Vandeputte OM, Kiendrebeogo M, Rasamiravaka T, Stevigny C, Duez P, Rajaonson S, Diallo B, Mol A, Baucher M, El Jaziri M (2011) The flavanone naringenin reduces the production of quorum sensing-controlled virulence factors in Pseudomonas aeruginosa PAO1. Microbiology 157:2120-2132
67. Vikram A, Jayaprakasha GK, Jesudhasan PR, PiUai SD, Patil BS (2010) Suppression of bacterial cell-cell signalling, biofilm formation and type III secretion system by citrus flavonoids. J Appl Microbiol 109:515-527
68. Waters CM, Bassler BL (2005) Quorum sensing: cell-to-cell communication in bacteria. Annu Rev Cell Dev Biol 21:319-346
69. Wu H, Song Z, Hentzer M, Andersen JB, Molin S, Givskov M, Hoiby N (2004) Synthetic fura- nones inhibit quorum-sensing and enhance bacterial clearance in Pseudomonas aeruginosa lung infection in mice. J Antimicrob Chemother 53:1054-1061
70. Xu F, Byun T, Deussen HJ, Duke KR (2003) Degradation of N-acylhomoserine lactones, the bacterial quorum sensing molecules, by acylase. J Biotechnol 101:89-96
71. Yada S, Kamalesh B, Sonwane S, Guptha I, Swetha RK (2015) Quorum sensing inhibition, relevance to periodontics. J Int Oral Health 7(1):67-69