α-Cyclodextrin encapsulation enhances antimicrobial activity of cineole-rich essential oils from Australian species of Prostanthera (Lamiaceae)
Year 2015,
Volume: 2 Issue: 2, 30 - 38, 30.06.2015
Nicholas Sadgrove
,
Ben Greatrex
Graham Jones
Abstract
Highly chemically variable cineole-rich essential oils were produced from cultivated specimens of the genus Prostanthera (Lamiaceae), currently taxonomically assigned to P. ovalifolia, P. rotundifolia, P. incisa and P. lasianthos. Essential oils were chemically characterised using GC-MS and NMR. The mean inhibitory concentrations against Gram-positive and Gram-negative bacterial species were measured using a microtitre plate broth dilution assay. A selection of these oils were further assayed for antimicrobial activity after being encapsulated at a 1:1 molar ratio using α-cyclodextrin. Cineole-rich essential oils are chemically differentiated by the character of the sesquiterpene oxides cis-dihydroagarofuran and kessane; and the sesquiterpene alcohols globulol, prostantherol and ledol. Within the wider context of common essential oils, this selection of essential oils from Prostanthera demonstrated relatively low inhibitory concentrations (high antimicrobial activity), particularly against Gram-positive organisms. When some of these oils were encapsulated in α-cyclodextrin the antimicrobial activity was generally enhanced by two to four-folds. This enhancement may be a result of encapsulation with reduced evaporation during the assay and emulsion formation which may facilitate delivery to bacterial species. The use of cyclodextrins as a feed and formulation additive should be considered within the context of the antimicrobial activity of cineole-rich essential oils from Prostanthera.
References
- Baker, R. T., & Smith, H. G. (1912). On a new species of Prostanthera and its essential oil. Journal and
- Proceedings of the Royal Society of NSW, 46(1), 103-110.
- Bombarda, I., Raharivelomanana, P., Ramanoelina, P. A. R., Faure, R., Bianchini, J.-P., & Gaydou, E. M. (2001). Spectrometric identifications of sesquiterpene alcohols from niaouli (Melaleuca quinquenervia) essential oil. Analytica Chimica Acta, 447, 113-123.
- Brand-Williams, W., Cuvelier, M. E., & Berset, C. (1995). Use of a free radical method to evaluate antioxidant activity. Lebensmittel Wissenschaft und- Technologie, 28, 25-30.
- CLSI. (2009). Methods for dilution antimicrobial susceptibility testing for bacteria that grow aerobically; Approved Standard - Eight Edition. M07-A8, 29(2), 1-66.
- Dellar, J. E., Cole, M. D., Gray, A. I., Gibbons, S., & Waterman, P. G. (1994). Antimicrobial sesquiterpenes from Postanthera aff. melissifolia and P. rotundifolia. Phytochemistry, 36(4), 957-960.
- Karlsen, J. (2010). Chapter 17 - Encapsulation and other programmed release techniques for essential oils and volatile terpenes. In K. Hüsnü Can Baser & B. Gerhard. (Eds.), Handbook of Essential Oils: Science, Technology and Applications. Boca Raton: CRC Press - Taylor and Francis Group.
- Lassak, E. V. (1980). New essential oils from the Australian flora (October 1980) - perfumes and flavours symphony of nature. Paper presented at the 8th International Congress of Essential Oils, Fedarom Grasse, France - Paper No. 120 pp. 409-415, Fedarom Grasse, France.
- Mann, C. M., & Markham, J. L. (1998). A new method for determining the minimum inhibitory concentration of essential oils. Journal of Applied Microbiology, 84(4), 538-544.
- Marchini, A., d'Apolito, M., Massari, P., Atzeni, M., Copass, M., & Olivieri, R. (1995). Cyclodextrins for growth of Helicobacter pylori and production of vacuolating cytotoxin. Archives of Microbiology, 164, 290-
- -
- Mathapa, B. G., & Paunov, V. N. (2013). Cyclodextrin stabilised emulsions and cyclodextrinosomes. Physical chemistry chemical physics, 15, 17903.
- McFarland, J. (1907). Nephelometer: an instrument for estimating the number of bacteria in suspensions used for calculating the opsonic index and for vaccines. Journal of the American Medical Association, 14,
- -1178.
- Southwell, I. A., & Tucker, D. J. (1993). cis-Dihydroagarofuran from Prostanthera sp. aff. ovalifolia.
- Phytochemistry, 22(4), 857-862.
- Szabo, M. B., Iditoiu, C., Chambre, D., & Lupea, A. X. (2007). Improved DPPH determination for antioxidant activity spectrophotometric assay. Chemical Papers, 61(3), 214-216.
- Toyota, M., Tanaka, M., & Asakawa, Y. (1999). A revision of the 13C NMR spectral assignment of globulol.
- Spectroscopy, 14, 61-66.
- Viyoch, J., Pisutthanan, N., Faikreua, A., Nupangta, K., Wangtorpol, K., & Ngokkuen, J. (2006). Evaluation of in vitro antimicrobial activity of Thai basil oils and their micro-emulsion formulas against Propionibacterium acnes. International Journal of Cosmetic Science, 28(2), 125-133.
- Wiegand, I., Hilpert, K., & Hancock, R. E. W. (2008). Agar and broth dilution methods to determine the minimal inhibitory concentration (MIC) of antimicrobial substances. Nature Protocols, 3(2), 163-175.
Year 2015,
Volume: 2 Issue: 2, 30 - 38, 30.06.2015
Nicholas Sadgrove
,
Ben Greatrex
Graham Jones
References
- Baker, R. T., & Smith, H. G. (1912). On a new species of Prostanthera and its essential oil. Journal and
- Proceedings of the Royal Society of NSW, 46(1), 103-110.
- Bombarda, I., Raharivelomanana, P., Ramanoelina, P. A. R., Faure, R., Bianchini, J.-P., & Gaydou, E. M. (2001). Spectrometric identifications of sesquiterpene alcohols from niaouli (Melaleuca quinquenervia) essential oil. Analytica Chimica Acta, 447, 113-123.
- Brand-Williams, W., Cuvelier, M. E., & Berset, C. (1995). Use of a free radical method to evaluate antioxidant activity. Lebensmittel Wissenschaft und- Technologie, 28, 25-30.
- CLSI. (2009). Methods for dilution antimicrobial susceptibility testing for bacteria that grow aerobically; Approved Standard - Eight Edition. M07-A8, 29(2), 1-66.
- Dellar, J. E., Cole, M. D., Gray, A. I., Gibbons, S., & Waterman, P. G. (1994). Antimicrobial sesquiterpenes from Postanthera aff. melissifolia and P. rotundifolia. Phytochemistry, 36(4), 957-960.
- Karlsen, J. (2010). Chapter 17 - Encapsulation and other programmed release techniques for essential oils and volatile terpenes. In K. Hüsnü Can Baser & B. Gerhard. (Eds.), Handbook of Essential Oils: Science, Technology and Applications. Boca Raton: CRC Press - Taylor and Francis Group.
- Lassak, E. V. (1980). New essential oils from the Australian flora (October 1980) - perfumes and flavours symphony of nature. Paper presented at the 8th International Congress of Essential Oils, Fedarom Grasse, France - Paper No. 120 pp. 409-415, Fedarom Grasse, France.
- Mann, C. M., & Markham, J. L. (1998). A new method for determining the minimum inhibitory concentration of essential oils. Journal of Applied Microbiology, 84(4), 538-544.
- Marchini, A., d'Apolito, M., Massari, P., Atzeni, M., Copass, M., & Olivieri, R. (1995). Cyclodextrins for growth of Helicobacter pylori and production of vacuolating cytotoxin. Archives of Microbiology, 164, 290-
- -
- Mathapa, B. G., & Paunov, V. N. (2013). Cyclodextrin stabilised emulsions and cyclodextrinosomes. Physical chemistry chemical physics, 15, 17903.
- McFarland, J. (1907). Nephelometer: an instrument for estimating the number of bacteria in suspensions used for calculating the opsonic index and for vaccines. Journal of the American Medical Association, 14,
- -1178.
- Southwell, I. A., & Tucker, D. J. (1993). cis-Dihydroagarofuran from Prostanthera sp. aff. ovalifolia.
- Phytochemistry, 22(4), 857-862.
- Szabo, M. B., Iditoiu, C., Chambre, D., & Lupea, A. X. (2007). Improved DPPH determination for antioxidant activity spectrophotometric assay. Chemical Papers, 61(3), 214-216.
- Toyota, M., Tanaka, M., & Asakawa, Y. (1999). A revision of the 13C NMR spectral assignment of globulol.
- Spectroscopy, 14, 61-66.
- Viyoch, J., Pisutthanan, N., Faikreua, A., Nupangta, K., Wangtorpol, K., & Ngokkuen, J. (2006). Evaluation of in vitro antimicrobial activity of Thai basil oils and their micro-emulsion formulas against Propionibacterium acnes. International Journal of Cosmetic Science, 28(2), 125-133.
- Wiegand, I., Hilpert, K., & Hancock, R. E. W. (2008). Agar and broth dilution methods to determine the minimal inhibitory concentration (MIC) of antimicrobial substances. Nature Protocols, 3(2), 163-175.