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    <title>UTas ePrints - Identification of hydrolysable tannins in the reaction zone of Eucalyptus nitens wood by high performance liquid chromatrography-electrospray ionisation mass spectrometry</title>
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    <meta content="Barry, K.M." name="eprints.creators_name" />
<meta content="Davies, N.W." name="eprints.creators_name" />
<meta content="Mohammed, C.L." name="eprints.creators_name" />
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<meta content="Identification of hydrolysable tannins in the reaction zone of Eucalyptus nitens wood by high performance liquid chromatrography-electrospray ionisation mass spectrometry" name="eprints.title" />
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<meta content="HPLC; electrospray MS; tannin; ellagitannin; gallotannin; antimicrobial; Eucalyptus sp.
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<meta content="Copyright 2001 Wiley InterScience. Definitive version available online at http://www.interscience.wiley.com/" name="eprints.note" />
<meta content="The first detailed analysis of the phenolic constituents of the reaction zones (tissue of antimicrobial defence) from the sapwood of a Eucalyptus spp. is presented. Plantation-grown Eucalyptus nitens trees with stem decay resulting from pruning wounds were sampled and extracts were prepared from healthy sapwood and from reaction zone tissue. Analysis by HPLC with ESI-MS revealed that a diverse range of hydrolysable tannins are present in both healthy sapwood and in reaction zone extracts, including over 30 gallotannins, ellagitannins and phenols. Eight tannins were unequivocally identified, including the gallotannins tri-O-galloyl-β-D-glucose, tetra-O-galloyl-β-D-glucose and penta-O-galloyl-β-D-glucose, and the ellagitannins pedunculagin, tellimagrandin I, casuarinin, casuarictin and tellimagrandin II. The phenols gallic acid, ellagic acid and catechin were also identified. The ellagitannins (particularly pedunculagin) are considerably more abundant in the reaction zone than in the healthy sapwood and may contribute to the effectiveness of the reaction zone as an antimicrobial barrier." name="eprints.abstract" />
<meta content="2001-03-16" name="eprints.date" />
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<meta content="Phytochemical Analysis" name="eprints.publication" />
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<meta content="120-127" name="eprints.pagerange" />
<meta content="10.1002/pca.548" name="eprints.id_number" />
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<meta content="Barry KM, Pearce RB, Mohammed CL. 2000. Properties of
reaction zones associated with decay from pruning
wounds in plantation-grown Eucalyptus nitens. Eur J
Pathol 30: 233-245.
Boddy L, Rayner ADM. 1983. Origins of decay in living
deciduous trees: the role of moisture content and a reappraisal
of the expanded concept of tree decay. New
Phytol 94: 623-641.
Cadahia E, Conde E, Garcia-Vallejo MC, Fernandez de Simon
B. 1997. Tannin composition of Eucalyptus camaldulensis,
E. globulus and E. rudis I. Wood. Holzforschung 51:
119-124.
Conde E, Cadahia E, Garcia-Vallejo MC, Tomas-Barberan F.
1995. Low molecular weight polyphenols in wood and
bark of Eucalyptus globulus. Wood Fiber Sci 27: 379-383.
Field JA, Lettinga G. 1992. Toxicity of tannic compounds to
microorganisms. In Plant Polyphenols, Hemingway RW,
Laks PE (eds). Plenum Press: New York; 673-692.
Hagerman AE, Riedl KM, Jones A, Sovik KN, Ritchard NT,
Hartzfeld PW, Riechel TL. 1998. High molecular weight
plant polyphenolics (tannins) as biological antioxidants. J
Agric Food Chem 46: 1887-1892.
Hart JH, Hillis WE. 1972. Inhibition of wood-rotting fungi by
ellagitannins in the heartwood of Quercus alba. Phytopathology
62: 620-626.
Hart JH, Hillis WE. 1974. Inhibition of wood-rotting fungi by
stilbenes and other polyphenols in Eucalyptus sideroxylon.
Phytopathology 64: 939-948.
Haslam E. 1989. Plant Polyphenols, Vegetable Tannins
Revisited. Cambridge University Press: Cambridge.
Hatano T, Kira R, Yoshizaki M and Okuda T. 1986. Seasonal
changes in the tannins of Liquidambar formasana
re¯ecting their biogenesis. Phytochemistry 25: 2787-
2789.
Hatano T, Yoshida T and Okuda T. 1988. Chromatography of
tannins III. Multiple peaks in high-performance liquid
chromatography of some hydrolyzable tannins. J Chromatogr
435: 285-295.
Hillis WE. 1987. Heartwood and Tree Exudates. Springer:
Berlin.
Hillis WE, Yazaki Y. 1973. Wood polyphenols of Eucalyptus
polyanthemos. Phytochemistry 12: 2969-2977.
Kawamoto H, Mizutani K, Nakatsubo F. 1997. Binding nature
and denaturation of protein during interaction with
galloylglucose. Phytochemistry 46: 473-478.
Mila I, Scalbert A, Expert D. 1996. Iron withholding by plant
pathogens and resistance to pathogens and rots. Phytochemistry
42: 1551-1555.
Nawwar MAM, Marzouk MS, Nigge W, Linscheid M. 1997.
High performance liquid chromatographic / electrospray
ionisation mass spectrometric screening for polyphenolic
compounds of Epilbium hirsutum Ð the structure of the
unique ellagitannin epilobamide-A. J Mass Spectrom 32:
645-654.
Okamura H, Mimura A, Yakou Y, Niwano M, Takahra Y. 1993.
Antioxidant activity of tannins and ¯avonoids in Eucalyptus
rostrata. Phytochemistry 33: 557-561.
Okuda T, Yoshida T, Hatano T. 1995. Hydrolysable tannins
and related polyphenols. Prog Chem Org Nat Prod 66: 1-
117.
Pearce RB. 1996. Anti-microbial defences in the wood of
living trees. New Phytol 132: 203-233.
Puech J-L, Mertz C, Michon V, Guerneve CL, Doco T, du
Penhoat CH. 1999. Evolution of castalagin and vescalagin
in ethanol solutions. Identi®cation of new derivatives. J
Agric Food Chem 47: 2060-2066.
Scalbert A. 1992. Tannins in woods and their contribution to
microbial decay prevention. In Plant Polyphenols, Hemingway
RW, Laks PE (eds). Plenum Press: New York; 935-
952.
Scalbert A, Monties B, Favre J. 1988. Polyphenols of Quercus
robur: adult tree and in vitro grown callus and shoots.
Phytochemistry 27: 3483-3488.
Seikel MK, Hillis WE. 1970. Hydrolysable tannins of Eucalyptus
delegatensis wood. Phytochemistry 9: 1115-1128.
Shain L. 1979. Dynamic responses of differentiated sapwood
to injury and infection. Phytopathology 69: 1143-1147.
Yamada T, Tamura H, Mineo K. 1988. The responses of sugi
(Cryptomeria japonica D. Don) sapwood to fungal invasion
following attack by the sugi bark borer. Physiol Mol
Plant Pathol 33: 429-442.
Yazaki Y, Collins PJ, Iwashina T. 1993. Extractives from
blackbutt (Eucalyptus pilularis) wood which affects
gluebond quality of phenolic resins. Holzforschung 47:
412-418.
Zucker WV. 1983. Tannins: Does structure determine function?
An ecological perspective. Am Naturalist 121: 335-
365.
ANALYSIS OF HYDROLYSABLE TANNINS IN EUCALYPTUS WOOD 127
Copyright # 2001 John Wiley &amp; Sons, Ltd. Phytochem. Anal. 12: 120–127 (2001)" name="eprints.referencetext" />
<meta content="Barry, K.M. and Davies, N.W. and Mohammed, C.L. (2001) Identification of hydrolysable tannins in the reaction zone of Eucalyptus nitens wood by high performance liquid chromatrography-electrospray ionisation mass spectrometry. Phytochemical Analysis, 12 (2). pp. 120-127." name="eprints.citation" />
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<meta content="The first detailed analysis of the phenolic constituents of the reaction zones (tissue of antimicrobial defence) from the sapwood of a Eucalyptus spp. is presented. Plantation-grown Eucalyptus nitens trees with stem decay resulting from pruning wounds were sampled and extracts were prepared from healthy sapwood and from reaction zone tissue. Analysis by HPLC with ESI-MS revealed that a diverse range of hydrolysable tannins are present in both healthy sapwood and in reaction zone extracts, including over 30 gallotannins, ellagitannins and phenols. Eight tannins were unequivocally identified, including the gallotannins tri-O-galloyl-β-D-glucose, tetra-O-galloyl-β-D-glucose and penta-O-galloyl-β-D-glucose, and the ellagitannins pedunculagin, tellimagrandin I, casuarinin, casuarictin and tellimagrandin II. The phenols gallic acid, ellagic acid and catechin were also identified. The ellagitannins (particularly pedunculagin) are considerably more abundant in the reaction zone than in the healthy sapwood and may contribute to the effectiveness of the reaction zone as an antimicrobial barrier." name="DC.description" />
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    <h1 class="ep_tm_pagetitle">Identification of hydrolysable tannins in the reaction zone of Eucalyptus nitens wood by high performance liquid chromatrography-electrospray ionisation mass spectrometry</h1>
    <p style="margin-bottom: 1em" class="not_ep_block"><span class="person_name">Barry, K.M.</span> and <span class="person_name">Davies, N.W.</span> and <span class="person_name">Mohammed, C.L.</span> (2001) <xhtml:em>Identification of hydrolysable tannins in the reaction zone of Eucalyptus nitens wood by high performance liquid chromatrography-electrospray ionisation mass spectrometry.</xhtml:em> Phytochemical Analysis, 12 (2). pp. 120-127.</p><p style="margin-bottom: 1em" class="not_ep_block"></p><table style="margin-bottom: 1em" class="not_ep_block"><tr><td valign="top" style="text-align:center"><a href="http://eprints.utas.edu.au/2088/1/fulltext_Barry2001PCA.pdf"><img alt="[img]" src="http://eprints.utas.edu.au/style/images/fileicons/application_pdf.png" class="ep_doc_icon" border="0" /></a></td><td valign="top"><a href="http://eprints.utas.edu.au/2088/1/fulltext_Barry2001PCA.pdf"><span class="ep_document_citation">PDF</span></a> - Full text restricted - Requires a PDF viewer<br />141Kb</td><td><form method="get" accept-charset="utf-8" action="http://eprints.utas.edu.au/cgi/request_doc"><input accept-charset="utf-8" value="2625" name="docid" type="hidden" /><div class=""><input value="Request a copy" name="_action_null" class="ep_form_action_button" onclick="return EPJS_button_pushed( '_action_null' )" type="submit" /> </div></form></td></tr></table><p style="margin-bottom: 1em" class="not_ep_block">Official URL: <a href="http://dx.doi.org/10.1002/pca.548">http://dx.doi.org/10.1002/pca.548</a></p><div class="not_ep_block"><h2>Abstract</h2><p style="padding-bottom: 16px; text-align: left; margin: 1em auto 0em auto">The first detailed analysis of the phenolic constituents of the reaction zones (tissue of antimicrobial defence) from the sapwood of a Eucalyptus spp. is presented. Plantation-grown Eucalyptus nitens trees with stem decay resulting from pruning wounds were sampled and extracts were prepared from healthy sapwood and from reaction zone tissue. Analysis by HPLC with ESI-MS revealed that a diverse range of hydrolysable tannins are present in both healthy sapwood and in reaction zone extracts, including over 30 gallotannins, ellagitannins and phenols. Eight tannins were unequivocally identified, including the gallotannins tri-O-galloyl-β-D-glucose, tetra-O-galloyl-β-D-glucose and penta-O-galloyl-β-D-glucose, and the ellagitannins pedunculagin, tellimagrandin I, casuarinin, casuarictin and tellimagrandin II. The phenols gallic acid, ellagic acid and catechin were also identified. The ellagitannins (particularly pedunculagin) are considerably more abundant in the reaction zone than in the healthy sapwood and may contribute to the effectiveness of the reaction zone as an antimicrobial barrier.</p></div><table style="margin-bottom: 1em" cellpadding="3" class="not_ep_block" border="0"><tr><th valign="top" class="ep_row">Item Type:</th><td valign="top" class="ep_row">Article</td></tr><tr><th valign="top" class="ep_row">Additional Information:</th><td valign="top" class="ep_row">Copyright 2001 Wiley InterScience. Definitive version available online at http://www.interscience.wiley.com/</td></tr><tr><th valign="top" class="ep_row">Keywords:</th><td valign="top" class="ep_row">HPLC; electrospray MS; tannin; ellagitannin; gallotannin; antimicrobial; Eucalyptus sp.&#13;
</td></tr><tr><th valign="top" class="ep_row">Subjects:</th><td valign="top" class="ep_row"><a href="http://eprints.utas.edu.au/view/subjects/300603.html">300000 Agricultural, Veterinary and Environmental Sciences &gt; 300600 Forestry Sciences &gt; 300603 Pests, Health and Diseases</a><br /><a href="http://eprints.utas.edu.au/view/subjects/250302.html">250000 Chemical Sciences &gt; 250300 Organic Chemistry &gt; 250302 Biological and Medical Chemistry</a></td></tr><tr><th valign="top" class="ep_row">ID Code:</th><td valign="top" class="ep_row">2088</td></tr><tr><th valign="top" class="ep_row">Deposited By:</th><td valign="top" class="ep_row"><span class="ep_name_citation"><span class="person_name">Dr Karen Barry</span></span></td></tr><tr><th valign="top" class="ep_row">Deposited On:</th><td valign="top" class="ep_row">11 Oct 2007 15:41</td></tr><tr><th valign="top" class="ep_row">Last Modified:</th><td valign="top" class="ep_row">09 Jan 2008 02:30</td></tr><tr><th valign="top" class="ep_row">ePrint Statistics:</th><td valign="top" class="ep_row"><a target="ePrintStats" href="/es/index.php?action=show_detail_eprint;id=2088;">View statistics for this ePrint</a></td></tr></table><p align="right">Repository Staff Only: <a href="http://eprints.utas.edu.au/cgi/users/home?screen=EPrint::View&amp;eprintid=2088">item control page</a></p>
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