Effects of Citronellol and Thymol on Cell Membrane Composition of Candida albicans

Citronellol 및 Thymol이 Candida albicans 세포막 조성에 미치는 영향

  • 임숙 (식품의약품안전청) ;
  • 신승원 (덕성여자대학교 약학대학)
  • Published : 2009.12.31

Abstract

Phospholipids are crucially important in a cell membrane function and could thereby influence antibiotic susceptibility. In order to investigate the antifungal mechanism the total lipid was extracted from C. albicans treated with citronellol or thymol in concentration of their minimum inhibiting concentration and the changes in phospholipids composition were analyzed using ketoconazole as control. The cell growth and total lipid synthesis in cell walls of C. albicans were inhibited by treatment with citronellol. The levels of total lipids were decreased by 35.85% compared to the control. They also showed a significant decrease in the contents of phospholipid, phosphatidylcholine(PC), phosphatidyl ethanolamine(PE) and phosphatidylinositol(PI). As the result of GC assay for total fatty acid methyl esters of PC, PE and PI in C. albicans treated with citronellol, it was found that the major fatty acid composed of three phospholipid were palmitic acid, stearic acid and oleic acid. Moreover, the pattern of the fatty acid compositions of PC, PE and PI were changed by the oil. Based on the results, the anti-Candida mechanism of citronellol or thymol might be closely associated with disrupting the permeability barriers of the fungal cell wall composition or construction.

Keywords

References

  1. Begnami, A. F., Duarte, M. C. T., Furletti, V. and Rehder, V.L.G. (2010) Antimicrobial potential of Coriandrum sativum L. against different Candida species in vitro. Food Chem. 118: 74-77 https://doi.org/10.1016/j.foodchem.2009.04.089
  2. Pinto, E., Vale-Silva, L., Cavaleiro, C., and Salgueiro, L. (2009) Antifungal activity of the clove essential oil from Syzygium aromaticum on Candida, Aspergillus and dermatophyte species. J. Med. Mcrobiol. 58: 1454-1462 https://doi.org/10.1099/jmm.0.010538-0
  3. Rosato, A., Vitali, C., Piarulli, M., Mazzotta, M., Argentieri, M. P. and Mallamaci, R. (2009) In vitro synergic efficacy of the combination of Nystatin with the essential oils of Origanum vulgare and Pelargonium graveolens against some Candida species. Phytomedicine 16: 972-975 https://doi.org/10.1016/j.phymed.2009.02.011
  4. Pannu, J., McCarthy, A., Martin, A., Hamouda, T., Ciotti, S., Fothergill, A. and Sutcliffe, J. (2009) NB-002, a novel nanoemulsion with broad antifungal activity against dermatophytes, other filamentous fungi, and Candida albicans. Antimicrob. Agents Chemother. 53: 3273-3279 https://doi.org/10.1128/AAC.00218-09
  5. Sim, Y. and Shin, S. (2008) Combinatorial anti-Trichophyton effects of Ligusticum chuanxiong essential oil components with antibiotics. Arch. Pharm. Res. 31: 497-502 https://doi.org/10.1007/s12272-001-1184-7
  6. Lim, S. and Shin, S. (2008) Combined effects of the essential oil from Eucalyptus globules with ketoconazole against Candida and Trichophyton species. Nat. Prod. Sci. 14: 27-31
  7. Trombetta, D., Castelli, F., Sarpietro, M. G. S., Venuti, V., Cristani, M., Daniele, C., Saija, A., Mazzanti, G. and Bisigano G. (2005) Mechanism of antibacterial action of three monoterpenes. Antimicrob. Agents Chemother. 49: 2474-2478 https://doi.org/10.1128/AAC.49.6.2474-2478.2005
  8. Imai, H., Osawa, K., Yasuda, H., Hamashima, H., Arai, T. and Sasatsu, M. (2001) Inhibition by the essential oils of peppermint and spearmint of the growth of pathogenic bacteria. Microbes 106: 31-39
  9. Nidiry, E. S. (1998) Structure-fungitoxicity relationships of the monoterpenoids of the essential oils of Peppermint (Mentha piperita) and scented geranium (Pelargonium graveolens). J. Essent. Oil Res. 10: 628-632
  10. Scholar, M. E. and Pratt, W. B. (2000) The antimicrobial drugs. 348, Oxford University Press, New York
  11. Fan, X., Biskobing, D. M., Bain, S. and Rubin, J. (1996) Ketoconazole and phorbol myristate acetate regulate osteoclast precursor fusion in primary murine marrow culture. J. Bone Miner Res. 11: 1274-1280 https://doi.org/10.1002/jbmr.5650110912
  12. Barug, D., Bastiaanse, H. B., van Rossum, J. M. and Kerkenaar, A. (1986) Action of lombazole, and inhibitor of fungal ergosterol biosynthesis, on Staphylococcus epidermidis. Antimicrob. Agents Chemother. 30: 238-244 https://doi.org/10.1128/AAC.30.2.238
  13. Cao, Y. Y., Cao, Y. B., Xu, Z., Ying, K., Li, Y., Xie, Y., Zhu, Z. Y., Chen, W. S. and Jiang, Y. Y. (2005) cDNA microarray analysis of differential gene expression in Candida albicans biofilm exposed to farnesol. Antimicrob. Agents Chemother. 49: 584-589 https://doi.org/10.1128/AAC.49.2.584-589.2005
  14. Masotti, V., Juteau, F., Bessiere, J. M. and Viano, J. (2003) Seasonal and phenological variations of the essential oil from the narrow endemic species Artemisia molinieri and its biological activities. J. Agric. Food Chem. 51: 7115-7121 https://doi.org/10.1021/jf034621y
  15. Prabhu, S., Fackett, A., Lloyd, S., McClellan, H. A., Terrell, C. M., Silber, P. M. and Li, A. P. (2002) Identification of glutathione conjugates of troglitazone in human hepatocytes. Chem. Biol. Interact. 142: 83-97 https://doi.org/10.1016/S0009-2797(02)00056-X
  16. Ansari, S. and Prasad, R. (1993) Effect of miconazole on the structure and function of plasma membrane of Candida albicans. FEMS Microbiol. Lett. 114: 93-98 https://doi.org/10.1111/j.1574-6968.1993.tb06556.x
  17. Arroyo-Flores, B. L., Calvo-Mendez, C., Flores-Carreon, A. and Lopez-Romero, E. (2005) Biosynthesis of glycoproteins in the pathogenic fungus Candida albicans: activation of dolichol phosphate mannose synthase by cAMP-mediated protein phosphorylation. FEMS Immunol. Med. Microbiol. 45: 429-434 https://doi.org/10.1016/j.femsim.2005.05.016
  18. Leighton, J. K., Dueland, S., Straka, M. S., Trawick, J. and Davis, R. A. (1991) Activation of the silent endogenous cholesterol-7-alpha-hydroxylase gene in rat hepatoma cells: a new complementation group having resistance to 25-hydroxycholesterol. Mol Cell Biol. 11: 2049-2056
  19. Heyken, W. T., Wagner, C., Wittmann, J., Albrecht, A., and Schuller, H. J. (2003) Negative regulation of phospholipid biosynthesis in Saccharomyces cerevisiae by a Candida albicans orthologue of OPI1. Yeast 20: 1177-1188 https://doi.org/10.1002/yea.1031
  20. Klig, L. S., Antonsson, B., Schmid, E. and Friedli, L. (1991) Inositol biosynthesis: Candida albicans and Saccharomyces cerevisiae genes share common regulation. Yeast, 7: 325-336 https://doi.org/10.1002/yea.320070403
  21. Lee, C. and Ju, Y. R. (1992) A study on the biosynthesis of phospholipid and fatty acid composition in the Candida albicans treated with antifungal agent, clotrimazole, during the culture. J. Basic Sci. 9: 87-99
  22. Mouyna, I., Fontaine, T., Vai, M., Monod, M., Fonzi, W. A., Diaquin, M., Popolo, L., Hartland, R. P. and Latge, J. P. (2000) Glycosylphosphatidylinositol-anchored glucanosyltransferases play an active role in the biosynthesis of the fungal cell wall. J. Biol. Chem. 275: 14882-14889 https://doi.org/10.1074/jbc.275.20.14882
  23. Dhillon, N. K., Sharma, S. and Khuller, G. K. (2003) Influence of W-7, a calmodulin antagonist on phospholipid biosynthesis in Candida albicans. Lett. Appl. Microbiol. 36: 382-386 https://doi.org/10.1046/j.1472-765X.2003.01324.x
  24. 김영권 외 (2000) 이론과 실제 임상진균학, 39. 고려의학, 서울
  25. Choi, S.H., Lim, S. and Shin. S. (2007) Combined effects of the essential oil from Pelargonium graveolens with antibiotics against Streptococcus pneumoniae. Nat. Prod. Sci. 13: 342-346