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Screening fungi tolerant to Western red cedar (Thuja plicata Donn) extractives. Part 1. Mild extraction by ultrasonication and quantification of extractives by reverse-phase HPLC

  • Russell J. Chedgy , C.R. Daniels , John Kadla and Colette Breuil
Published/Copyright: March 9, 2007
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Holzforschung
From the journal Volume 61 Issue 2

Abstract

Western red cedar (Thuja plicata Donn) heartwood samples were extracted in methanol. Reverse-phase HPLC with UV detection was used for extractive separation and analysis. Six major extractives were quantified by comparing analyte response with the response factor of an internal standard using single-point calibration. The limit of detection of the method was estimated as (μg ml-1): (–)-plicatic acid, 0.6; γ-thujaplicin, 3.0; β-thujaplicin, 3.0; β-thujaplicinol, 3.0; thujic acid, 0.6; and methyl thujate, 1.2. Yields were 36% higher for powdered than for sliced samples. A temperature of 4°C during ultrasonication yielded 16% more (–)-plicatic acid than in non-cooled extractions, but did not significantly increase yields for the remaining five compounds. The recovery and repeatability of the extraction method were assessed by adding the aromatic compounds methoxyhydroquinone and 2-acetonaphthone to heartwood samples before extraction. The recovery yield was ∼90% with ∼5% variability.

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Corresponding author. Department of Wood Science, University of British Columbia, 4035-2424 Main Mall, Vancouver, B.C. V6T 1Z4, Canada, Phone: +1-604-822-9738, Fax: +1-604-822-9104

References

Arima, Y., Nakai, Y., Hayakawa, R., Nishino, T. (2003) Antibacterial effect of β-thujapicin on staphylococci isolated from atopic dermatitis: Relationship between changes in the number of viable bacterial cells and clinical improvement in an eczematous lesion of atopic dermatitis. J. Antimicrob. Chemother.51:113–122.10.1093/jac/dkg037Search in Google Scholar

Baba, T., Nakano, H., Tamai, K., Sawamura, D., Hanada, K., Hashimoto, I., Arima, Y. (1998) Inhibitory effect of β-thujaplicin on ultraviolet B-induced apoptosis in mouse keratinocytes. J. Invest. Dermatol.110:24–28.10.1046/j.1523-1747.1998.00078.xSearch in Google Scholar

Barton, G.M., Gardner, J.A.F. (1954) The chemical nature of the acetone extractive of western red cedar. Pulp Paper Mag. Can.55:132–137.Search in Google Scholar

Barton, G.F., MacDonald, B.F. (1971) The chemistry and utilization of western red cedar. Report No. 1023. Department of Fisheries and Forestry, Canadian Forestry Service.Search in Google Scholar

Budihas, S.R., Gorshkova, I., Gaidamakov, S., Wamiru, A., Bona, M.K., Parniak, M.A., Crouch, R.J., McMahon, J.B., Beulter, J.A., Le Grice, S.F.L. (2005) Selective inhibition of HIV-1 reverse transcriptase-associated ribonuclease H activity by hydroxylated tropolones. Nucleic Acids Res.33:1249–1256.10.1093/nar/gki268Search in Google Scholar

Coombs, R.W., Trust, T.J. (1973) The effect of light on the antibacterial activity of β-thujaplicin. Can. J. Microbiol.19:1177–1180.10.1139/m73-190Search in Google Scholar

Daniels, C.R., Russell, J.H. (2007) Analysis of western red cedar (Thuja plicata Donn) heartwood components by HPLC as a possible screening tool for trees with enhanced natural durability. J. Chromatogr. Sci., submitted.10.1093/chromsci/45.5.281Search in Google Scholar

Dewar, M.J.S. (1945) Structure of stipitatic acid. Nature155:50–51.10.1038/155050b0Search in Google Scholar

Eller, F.J., King, J.W. (2000) Supercritical carbon dioxide extraction of cedar wood oil: a study of extraction parameters and oil characteristics. Phytochem. Anal.11:226–231.10.1002/1099-1565(200007/08)11:4<226::AID-PCA524>3.0.CO;2-7Search in Google Scholar

Erdtman, H., Gripenberg, J. (1948) Antibiotic substances from the heartwood of Thuja plicata Donn. Nature161:719.Search in Google Scholar

Gang, D.R., Fujita, M., Davin, L.B., Lewis, N.G. (1998) The “abnormal lignins”: Mapping heartwood formation through the lignan biosynthetic pathway. In: Lignin and Lignan Biosynthesis, ACS Symposium Series 697. Eds. Lewis, H.G., Sarkanen, S. Oxford University Press, Washington, DC. pp. 389–421.10.1021/bk-1998-0697.ch025Search in Google Scholar

Gardner, J.A.F., Barton, G.M., MacLean, H. (1957) Occurrence of 2, 7-dihydroxy-4-isopropyl-2, 4, 6-cycloheptatrein-1-one (7-hydroxy-4-isopropyltropolone) in Western red cedar (Thuja plicata Donn.). Can. J. Chem.35:1039–1048.10.1139/v57-141Search in Google Scholar

Gardner, J.A.F., Swan, E.P., Sutherland, S.A., MacLean, H. (1966) Polyoxyphenols of Western red cedar (Thuja plicata Donn.). III. Structure of plicatic acid. Can. J. Chem.44:52–58.Search in Google Scholar

Gripenberg, J. (1956) Confirmation of the structure of thujic acid by nuclear magnetic resonance. Acta Chem. Scand.10:487.10.3891/acta.chem.scand.10-0487Search in Google Scholar

Inamori, Y., Shinohara, S., Tsujibo, H., Shibata, M., Okabe, T., Morita, Y., Sakagami, Y., Kumeda, Y., Ishida, K. (1999) Antimicrobial activity and metalloprotease inhibition of hinokitol-related compounds, the constituents of Thujopsis dolabrata S. and Z. hindai mak. Biol. Pharm. Bull.22:990–993.10.1248/bpb.22.990Search in Google Scholar PubMed

Inamori, Y., Sakagami, Y., Morita, Y., Shibata, M., Sugiura, M., Kumeda, Y., Okabe, T., Tsujibo, H., Ishida, K. (2000) Antifungal activity of hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities. Biol. Pharm. Bull.23:995–997.10.1248/bpb.23.995Search in Google Scholar PubMed

Inamori, Y., Matsumura, E., Ishida, H., Morita, Y. (2003) Tropolone derivatives as cancer cell proliferation inhibitors. Kokai Tokkyo Koho, Japan. 7 pp.Search in Google Scholar

Inamori, Y., Matsumura, E., Shima, H., Ishida, N., Morita, Y. (2004) Leukemia cell proliferation inhibitor-containing tropolones. Kokai Tokkyo Koho, Japan. 10 pp.Search in Google Scholar

Johansson, C.I., Saddler, J.N., Beatson, R.P. (2000) Characterization of the polyphenolics related to color of western red cedar (Thuja plicata Donn) heartwood. Holzforschung54:246–254.10.1515/HF.2000.042Search in Google Scholar

Jones, D., Falk, K.J. (2005) Plant materials extraction method. Xylon Biotechnologies Ltd. Canada. WO 2004-CA2087 20041207 2003-527302 20031208. CAN 143:40658 AN 2005:523330.Search in Google Scholar

Kimball, B.A., Russell, J.H., Griffin, D.L., Johnston, J.J. (2005) Response factor considerations for the quantitative analysis of western red cedar (Thuja plicata) foliar monoterpenes. J. Chromatogr. Sci.43:253–258.10.1093/chromsci/43.5.253Search in Google Scholar PubMed

Lim, Y.W., Chedgy, R.J., Amirthalingam, S., Breuil, C. (2007) Screening fungi tolerant to Western red cedar (Thuja plicata Donn) extractives. Part 2. Development of a feeder strip assay. Holzforschung, in press.10.1515/HF.2007.034Search in Google Scholar

Matsumura, E., Morita, Y., Date, T., Tsujibo, H., Yasuda, M., Okabe, T., Ishida, N., Inamori, Y. (2001) Cytotoxicity of the hinokitol-related compounds, γ-thujaplicin and β-dolabrin. Biol. Pharm. Bull.24:299–302.10.1248/bpb.24.299Search in Google Scholar PubMed

Mitsuhiko, T., Hajime, T. (2002) Method and apparatus for production of plant extract. Kokai Tokkyo Koho, Japan. 10 pp.Search in Google Scholar

Morita, Y., Matsumura, E., Okabe, T., Fukui, T., Shibata, M., Sugiura, M., Ohe, T., Ishida, N., Inamori, Y. (2004) Biological activity of β-dolabrin, γ-thujaplicin, and 4-acetyltropolone, hinokitol-related compounds. Biol. Pharm. Bull.27:1666–1669.10.1248/bpb.27.1666Search in Google Scholar PubMed

Nault, J. (1987) A capillary gas chromatographic method for thujaplicins in western red cedar extractives. Wood Sci. Technol.21:311–316.10.1007/BF00380198Search in Google Scholar

Ohira, T., Terauchi, F., Yatagai, M. (1994) Tropolones extracted from the wood of western red cedar by supercritical carbon dioxide. Holzforschung48:308–312.10.1515/hfsg.1994.48.4.308Search in Google Scholar

Ohira, T., Yatagai, M., Itoya, Y., Nakamura, S. (1996) Efficient extraction of hinokitol from the wood of hiba with supercritical carbon dioxide. Mokuzai Gakkaishi42:1006–1012.Search in Google Scholar

Sakagami, Y., Inamori, Y., Isoyama, N., Tsujibo, H., Okabe, T., Morita, Y., Ishida, N. (2000) Phytogrowth-inhibitory activities of β-dolabrin and γ-thujaplicin, hinokitol-related compounds and constituents of Thujopsis dolabrata sieb. et zucc. var. hondai makino. Biol. Pharm. Bull.23:645–648.10.1248/bpb.23.645Search in Google Scholar PubMed

Shibata, H., Nagamine, T., Wang, Y., Ishikawa, T. (2003) Generation of reactive oxygen species from Hinokitol under near-UV irradiation. Biosci. Biotechnol. Biochem.67:1996–1998.10.1271/bbb.67.1996Search in Google Scholar PubMed

Terauchi, F., Ohira, T., Yatagai, M., Ohgama, T., Aoki, H., Suzuki, T. (1993) Extraction of volatile compounds from coniferous woods with supercritical carbon dioxide. Mokuzai Gakkaishi39:1421–1430.Search in Google Scholar

Tukey, J.W. (1949) Comparing individual means in the analysis of variance. Biometrics5:99–114.10.2307/3001913Search in Google Scholar

Published Online: 2007-03-09
Published in Print: 2007-03-01

©2007 by Walter de Gruyter Berlin New York

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