Rhamnolipids as emulsifying agents for essential oil formulations: Antimicrobial effect against Candida albicans and methicillin-resistant Staphylococcus aureus

International Journal of Pharmaceutics

Volumn 476, Issue 1, 2014, Pages 134-141

  Haba, Ester ^a   Bouhdid, Samira ^b   Torrego Solana, Noelia ^a   Marques A M ^a   Espuny, M José ^a   García Celma, M José ^a   Manresa, Angeles ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

^b SIDI MOHAMED BEN ABDELLAH UNIVERSITY   (Morocco)

Author keywords

Emulsions; Essential oils; Methicillin resistant; Phase behaviour; Rhamnolipids

Indexed keywords

ESSENTIAL OIL; RHAMNOLIPID; ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; EMULSIFYING AGENT; EMULSION; GLYCOLIPID;

ANTIMICROBIAL ACTIVITY; ARTICLE; CANDIDA ALBICANS; CARBON SOURCE; CINNAMOMUM ZEYLANICUM; DRUG STABILITY; EMULSION; FRYING; LAVANDULA ANGUSTIFOLIA; MELALEUCA; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; NONHUMAN; ORIGANUM; PSEUDOMONAS AERUGINOSA; SURFACE PROPERTY; CHEMISTRY; COMPARATIVE STUDY; DRUG DELIVERY SYSTEM; DRUG EFFECTS; METABOLISM;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; CANDIDA ALBICANS; DRUG DELIVERY SYSTEMS; DRUG STABILITY; EMULSIFYING AGENTS; EMULSIONS; GLYCOLIPIDS; METHICILLIN-RESISTANT STAPHYLOCOCCUS AUREUS; OILS, VOLATILE; PSEUDOMONAS AERUGINOSA;

EID: 84907938805     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2014.09.039     Document Type: Article

References (60)

1. A. Abalos, A. Pinazo, R. Infante, M. Casals, F. García, and A. Manresa Physico chemical and antimicrobial properties of new rhamnolipids produced by Pseudomonas aeruginosa AT10 from soybean oil refinery wastes Langmuir 17 2001 1367 1371
2. A. Abalos, M. Viñas, M. Sabaté, A. Manresa, and A. Solanas Enhance biodegradtion of Casablanca crude oil by a microbial consrtium in presence of a rhamnolipid produced by Pseudomonas aeruginosa AT10 Biodegradation 2004 249 260
3. A. Ahmad, A. Khan, F. Akhtar, S. Yousuf, I. Xess, L.A. Khan, and N. Manzoor Fungicidal activity of thymol and carvacrol by disrupting ergosterol biosynthesis and membrane integrity against Candida Eur. J. Clin. Microbiol. 30 2011 41 50
4. D. Attwood, and A.T. Florence Surfactant Systems: Their Chemistry, Pharmacy and Biology 1983 Chapman & Hall London
5. M. Benincasa, A. Abalos, I. Oliveira, and A. Manresa Chemical structure, surface properties and biological activities of the biosurfactatn produced by Pseudomonas aeruginosa LBI Antonie van Leeuwenhoek 85 2004 1 8
6. S. Bouhdid, J. Abrini, M. Amensour, A. Zhiri, M.J. Espuny, and A. Manresa Functional and ultrastructural changes in Pseudomonas aeruginosa and Staphylococcus aureus cells induced by Cinnamomum verum essential oil J. Appl. Microbiol. 109 2010 1139 1149
7. S. Bouhdid, J. Abrini, A. Zhiri, M.J. Espuny, and A. Manresa Investigation of functional and morphological changes in Pseudomonas aeruginosa and Staphylococcus aureus cells induced by Origanum compactum essential oil J. Appl. Microbiol. 106 2009 1558 1568
8. S. Bouhdid, S.N. Skali, M. Idaomar, A. Zhiri, D. Baudoux, M. Amensour, and J. Abrini Antibacterial and antioxidant activities of Origanum compactum essential oil Afr. J. Biotechnol. 7 2008 1563 1570
9. F. Caboi, S. Murgia, M. Monduzzi, and P. Lazzari NMR investigation on Melaleuca alternifolia essential oil dispersed in the monoolein aqueous system: phase behavior and dynamics Langmuir 18 2002 7916 7922
10. S.S. Cameotra, and R.S. Makkar Recent applications of biosurfactants as biological and immunological molecules Curr. Opin. Microbiol. 7 2004 262 266
11. C.F. Carson, K.A. Hammer, and T.V. Riley Melaleuca alternifolia (tea tree) oil: a review of antimicrobial and other medicinal properties Clin. Microbiol. Rev 19 2006 50 62
12. C.F. Carson, B.J. Mee, and T.V. Riley Mechanism of action of Melaleuca alternifolia (tea tree) oil on Staphylococcus aureus determined by time-kill lysis, leakage, and salt tolerance assays and electron microscopy Antimicrob. Agents Chemother. 46 2002 1914 1920
13. N. Chami, S. Bennis, F. Chami, A. Aboussekhra, and A. Remmal Study of anticandidal activity of carvacrol and eugenol in vitro and in vivo Oral Microbiol. Immun. 20 2005 106 111
14. E.V. Chandrasekaran, and J.N. Bemiller Constituent anlysis of glucosamonoglucans L. Wrhiste, M.L. Wolfrom, Methods in Carbohydrate Chemistry 1980 Academic Press NY 89 96
15. C.A. Charles, J.A. McGuire, J. Qaqish, and P. Amini Increasing antiplaque/antigingivitis efficacy of an essential oil mouthrinse over time: an in vivo study Gen. Dent 61 2013 23 28
16. P. Das, S. Mukherjee, and R. Sen Antiadhesive action of a marine microbial surfactant Colloids Surface B 71 2009 183 186
17. S. de Rapper, G. Kamatou, A. Viljoen, and S. van Vuuren The in vitro antimicrobial activity of Lavandula angustifolia essential oil in combination with other aroma-therapeutic oils J. Evid. Based Complement. Altern. Med. 2013 2013 1 24
18. F. Donsì, M. Annunziata, M. Sessa, and G. Ferrari Nanoencapsulation of essential oils to enhance their antimicrobial activity in foods LWT-Food Sci. Technol. 44 2011 1908 1914
19. F. Donsì, M. Annunziata, M. Vincensi, and G. Ferrari Design of nanoemulsion-based delivery systems of natural antimicrobials: effect of the emulsifier J. Biotechnol. 159 2012 342 350
20. A.E. Edris, and C.F.R. Malone Alcohol-free delivery system carrying thyme essential oil nanoparticles formulated via microemulsion technique Adv. Sci. Eng. Med. 3 2011 219 225
21. L. Fracchia, M. Cavallo, M. Martinotti, and I.M. Banat Biosurfactant and bioemulsifiers biomedical and related applications- present status and future potentials D.N. Ghista, Biommedical Science, Engineering and Technology 2012 Pub Inthec 325 370
22. S. Gaysinsky, P.M. Davidson, D.J. McClements, and J. Weiss Formulation and characterization of phytophenol-carrying antimicrobial microemulsions Food Biophys. 3 2008 54 65
23. E. Gharaei-Fathabal Biosurfactants in pharmaceutical industry: a mini-review Am. J. Drug Discov. Dev. 1 2011 58 69
24. E. Gudiña, V. Rangarajan, R. Sen, and L. Rodríges Potential therapeutic applications of biosurfactants Trends Pharmacol. Sci. 34 2013 667 675
25. E. Gudiña, V. Rocha, J. Teixeira, and L. Rodrigues Antimicrobial and antiadhesive properties of a biosurfactant isolated from Lactobacillus paracasei ssp paracasei A20 Lett. Appl. Microbiol. 50 2010 124 419
26. E. Haba, M.J. Espuny, M. Busquets, and A. Manresa Screening and production of rhamnolipids by Pseudomonas aeruginosa 47T2 NCIB 40044 from waste frying oils J. Appl. Microbiol. 88 2000 379 387
27. E. Haba, A. Abalos, O. Jáuregui, M.J. Espuny, and A. Manresa Use of liquid chromatography-mass spectroscopy for studying the composition and properties of rhamnolipids produced by different strains of Pseudomonas aeruginosa J. Surfactants Deterg. 6 2003 155 161
28. E. Haba, A. Pinazo, O. Jauregui, M.J. Espuny, M.R. Infante, and A. Manresa Physicochemical characterization and antimicrobial properties of rhamnolipids produced by Pseudomonas aeruginosa 47T2 40044 Biotechnol. Bioeng. 81 2003 316 322
29. K.A. Hammer, and C.F. Carson Antibacterial and antifungal activities of essential oils H. Thormar, Lipids and essential oils as Antimicrobial agents 2011 Wiley UK 256 306
30. K.A. Hammer, C.F. Carson, and T.V. Riley Antimicrobial activity of essential oils and other plant extracts J. Appl. Microbiol. 86 1999 985 990
31. K.A. Hammer, C.F. Carson, and T.V. Riley Influence of organic matter, cations and surfactants on the antimicrobial activity of Melaleuca alternifolia (tea tree) oil in vitro J. Appl. Microbiol. 86 1999 446 452
32. M. Hyldgaard, T. Mygind, and R.L. Meyer Essential oils in food preservation: mode of action, synergies, and interactions with food matrix components Front. Microbiol. 3 2012 11 24 10.3389/fmicb.2012.00012
33. D. Kitamoto, T. Morita, T. Fukuoka, and K.T.I. Masa-aki Self assembling properties of glycolipids biosurfactants and their potential applications Curr. Opin. Colloids Interface Sci. 14 2009 315 328
34. D. Kitamoto, H. Yanagishita, T. Shinbo, T. Nakane, C. Kamisawa, and T. Nakahara Surface active properties antimicrobial activities of mannosylerythritol lipids as biosurfactants produced by Candida antarctica J. Biotechnol. 29 1993 91 96
35. G. Lang, and G. Buchbauer A review on recent research results (2008-2010) on essential oils as antimicrobials and antifungals. A review Flavour Frag. J. 27 2012 13 39
36. R. Lee, and M.J. Balick Sweet wood-cinnamon and its importance as a spice and medicine EXPLORE 1 2005 61 64
37. R.B. Lovaglio, F.J. dos Santos, M. Jafelicci Junior, and J. Contiero Rhamnolipid emulsifying activity and emulsion stability: pH rules Colloids Surf. B 85 2011 301 305
38. O.H. Lowry, N.J. Rosebrought, A. Farr, and R.J. Randall Protein measurement with the Folin phenol reagent J. Biol. Chem. 139 1951 265 274
39. C.M. Mann, and J.L. Markham A new method for determining the minimum inhibitory concentration of essential oils J. Appl. Microbiol. 84 1998 538 544
40. A.M. Marqués, A. Pinazo, M. Farfan, F.J. Aranda, J.A. Teruel, A. Ortiz, A. Manresa, and M.J. Espuny The physicochemical properties and chemical composition of trehalose lipids produced by Rhodococcus erythropolis 51T7 Chem. Phys. Lipids 158 2009 110 117
41. M.E. Mercadé, A. Manresa, M. Robert, M.J. Espuny, C. de Andrés, and J. Guinea Olive oil mill effluent (OOME): new substrate for biosurfactant production Bioresour. Technol. 43 1993 1 6
42. G.G. Morais, O.D.H. Santos, W.P. Oliveira, and P.A.R. Filho Attainment of O/W emulsions containing liquid crystal from annatto oil (Bixa orellana), coffee oil and tea tree oil (Melaleuca alternifolia) as oily phase using HLB system and ternary phase diagram J. Disper. Sci. Technol. 29 2008 297 306
43. M. Nitsche, G.A.O. Siddhartha, and J. Contiero Ramnolipid surfactants: an update on the general aspects of these remarcable biomolecules Biotechnol. Prog. 21 2005 1593 1600
44. J.S. Oliveira, T.A. Aguiar, H. Mezadri, and O.D.H. dos Santos Attainment of hydrogel-thickened nanoemulsions with tea tree oil (Melaleuca alternifolia) and retinyl palmitate Afr. J. Biotechnol. 10 2011 13014 13018
45. M. Oussalah, S. Caillet, L. Saucier, and M. Lacroix Inhibitory effects of selected plant essential oils on the growth of four pathogenic bacteria: E. coli O157:H7 Salmonella Typhimurium, Staphylococcus aureus and Listeria monocytogenes Food Control 18 2007 414 420
46. L. Rodrigues, I.M. Banat, J. Teixeira, and R. Oliveira Biosurfactants: potential applications in medicine J. Antimicrob. Chemother. 57 2006 609 618
47. M.C. Rota, A. Herrera, R.M. Martnez, J.A. Sotomayor, and M.J. Jordán Antimicrobial activity and chemical composition of Thymus vulgaris, Thymus zygis and Thymus hyemalis essential oils Food Control 19 2008 681 687
48. N. Sadurní, C. Solans, N. Azemar, and M.J. García-Celma Studies on the formation of O/W nano-emulsions, by low-energy emulsification methods, suitable for pharmaceutical applications Eur. J. Pharm. Sci. 26 2005 438 445
49. N.C. Sharma, M.W. Araujo, M.M. Wu, J. Qaqish, and C.H. Charles Superiority of an essential oil mouthrinse when compared with a 0.05% cetylpyridinium chloride containing mouthrinse: a six-month study Int. Dent. J. 60 2010 175 180
50. J. Sikkema, J. de Bont, and B. Poolman Interactions of cyclic hydrocarbons with biological membranes J. Biol. Chem. 269 1994 8022 8028
51. T. Stipcevic, A. Piljac, and G. Piljac Enhanced healing of full-thickness burn wounds using di-rhamnolipid Burns 32 2006 24 34
52. S. Sugumar, V. Ghosh, M.J. Nirmala, A. Mukherjee, and N. Chandrasekaran Ultrasonic emulsification of eucalyptus oil nanoemulsion: antibacterial activity against Staphylococcus aureus and wound healing activity in Wistar rats Ultrason. Sonochem. 21 2014 1044 1049
53. S. Suriyarak, and J. Weiss Cutoff Ostwald ripening stability of alkane-in-water emulsion loaded with eugenol Colloids Surf. A: Physicochem. Eng. Aspects 446 2014 71 79
54. N. Terjung, M. Loffler, M. Gibis, J. Hinrichs, and J. Weiss Influence of droplet size on the efficacy of oil-in-water emulsions loaded with phenolic antimicrobials Food Funct. 3 2012 290 301
55. N. Torrego-Solana, M.J. García-Celma, A. Garreta, A.M. Marqués, P. Diaz, and A. Manresa Rhamnolipids obtained from a PHA-negative mutant of Pseudomonas aeruginosa 47T2ΔAD: composition and emulsifying behavior J. Am. Oil Chem. Soc. 91 2014 503 511
56. M. Unlu, E. Ergene, G.V. Unlu, H.S. Zeytinoglu, and N. Vural Composition: antimicrobial activity and in vitro cytotoxicity of essential oil from Cinnamomum zeylanicum Blume (Lauraceae) Food Chem. Toxicol. 48 2010 3274 3280
57. P.H. Warnke, S.T. Becker, R. Podschun, S. Sivananthan, I.N. Springer, P.A.J. Russo, J. Wiltfang, H. Fickenscher, and E. Sherry The battle against multi-resistant strains: Renaissance of antimicrobial essential oils as a promising force to fight hospital-acquired infections J. Cranio. Maxill. Surg. 37 2009 392 397
58. P.H. Warnke, A.J.S. Lott, E. Sherry, J. Wiltfang, and R. Podschun The ongoing battle against multi-resistant strains in-vitro inhibition of hospital-acquired MRSA, VRE, Pseudomonas, ESBL E. coli and Klebsiella species in the presence of plant-derived antiseptic oils J. Cranio. Maxill. Surg. 41 2013 321 326
59. J. Weiss, D.J. McClements, and P.M. Davidson Nanoscalar dispersion of antimicrobials: effect on food safety world food science World Food Microbiol. 16 2014 8 19
60. J.-E. Wu, J. Lin, and Q. Zhong Physical and antimicrobial characteristics of thyme oil emulsified with soluble soybean polysaccharide Food Hydrocolloids 39 2014 144 150