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Characterization of Pinus nigra var. laricio [Maire] bark extracts at the analytical and pilot scale

  • Sauro Bianchi ORCID logo EMAIL logo , Florian Zikeli , Vittorio Vinciguerra , Ivana Kroslakova , Ingo Mayer , Frédéric Pichelin and Giorgio Matteucci
Published/Copyright: October 17, 2018
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Abstract

Pinus nigra var. laricio bark and its hot-water extracts (HWE) obtained at an analytical and pilot plant scale have been characterized in terms of phenolic extractives, condensed tannins (CTs), carbohydrates and inorganic compounds. Analytical extractions with aqueous acetone were also performed for comparison with HWE. The bark contains 35.5 g kg−1 CT, and two-thirds of it could be extracted. Analytical HWE at 75°C led to a total yield of 56.4 g kg−1. The extracts are mainly composed of phenolic compounds (50.7%) and pectins (19.7%). CTs amount to 17.9% of the extracts and are procyanidins with a mean degree of polymerization (DP) of about 9. Non-tannin phenolic oligomers also occurred in the extracts, which could be identified by pyrolysis gas chromatography mass spectrometry (Py-GC/MS) as lignin fragments. Matrix-assisted laser desorption/ionization-time-of-flight-mass spectrometry (MALDI-TOF MS) revealed that the CT is a flavanol derivative in methylated form. Further characterization and tailoring of the HWE properties is needed in the context of their specific application.

Acknowledgments

The authors would like to thank the Ambi.Tec.Fil.Legno project (PON03_00024_1: scientific coordination: Prof. Giuseppe Scarascia-Mugnozza) for the financial support of the study and Schilliger Bois SAS (Volgelsheim, France) for the kind support in drying the bark.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: Ambi.Tec.Fil.Legno Project PON03_ 00024_1.

  3. Employment or leadership: None declared.

  4. Honorarium: None declared.

References

Bianchi, S., Kroslakova, I., Janzon, R., Mayer, I., Saake, B., Pichelin, F. (2015) Characterization of condensed tannins and carbohydrates in hot water bark extracts of European softwood species. Phytochemistry 120:53–61.10.1016/j.phytochem.2015.10.006Search in Google Scholar

Bianchi, S., Koch, G., Janzon, R., Mayer, I., Saake, B., Pichelin, F. (2016) Hot water extraction of Norway spruce (Picea abies [Karst.]) bark: analyses of the influence of bark aging and process parameters on the extract composition. Holzforschung 70:619–631.10.1515/hf-2015-0160Search in Google Scholar

Dargaville, T.R., Guerzoni, F.N., Looney, M.G., Shipp, D.A., Solomon, D.H., Zhang, X.Q. (1997) Determination of molecular weight distribution of novolac resins by gel permeation chromatography. J. Polym. Sci. A Polym. Chem. 35:1399–1407.10.1002/(SICI)1099-0518(199706)35:8<1399::AID-POLA8>3.0.CO;2-VSearch in Google Scholar

Diouf, P.N., Tibirna, C.M., Gracia-Perez, M.-E., Royer, M., Dubé, P., Stevanovic, T. (2013) Structural elucidation of condensed tannins from Picea mariana bark. J. Biomat. Nanobiotechnol. 4:1–8.10.4236/jbnb.2013.43A001Search in Google Scholar

Dix, B., Marutzky, R. (1987) Tanninformaldehydharze aus den Rindenextrakten von Fichte (Picea abies) und Kiefer (Pinus sylvestris). Holz Roh. Werkst. 45:457–463.10.1007/BF02606778Search in Google Scholar

Everette, J.D., Bryant, Q.M., Green, A.M., Abbey, Y.A., Wangila, G.W., Walker, R.B. (2010) Thorough study of reactivity of various compound classes toward the Folin-Ciocalteu reagent. J. Agric. Food Chem. 58:8139–8144.10.1021/jf1005935Search in Google Scholar

Faix, O., Meier, D., Fortmann, I. (1990a) Thermal degradation products of wood: gas chromatographic separation and mass spectrometric characterization of monomeric lignin derived products. Holz Roh. Werkst. 48:281–285.10.1007/BF02626519Search in Google Scholar

Faix, O., Meier, D., Fortmann, I. (1990b) Thermal degradation products of wood: a collection of electron-impact (EI) mass spectra of monomeric lignin derived products. Holz Roh. Werks. 48:351–354.10.1007/BF02639897Search in Google Scholar

Faix, O., Fortmann, I., Bremer, J., Meier, D. (1991a) Thermal degradation products of wood: gas chromatographic separation and mass spectrometric characterization of polysaccharide derived products. Holz Roh. Werkst. 49:213–219.10.1007/BF02613278Search in Google Scholar

Faix, O., Fortmann, I., Bremer, J., Meier, D. (1991b) Thermal degradation products of wood: a collection of electron-impact (EI) mass spectra of polysaccharide derived products. Holz Roh. Werkst. 49:299–304.10.1007/BF02663795Search in Google Scholar

Galletti, G.C., Modaferri, V., Poiana, M., Bocchini, P. (1995) Analytical pyrolysis and thermally assisted hydrolysis-methylation of wine-tannin. J. Agric. Food Chem. 43:1859–1863.10.1021/jf00055a020Search in Google Scholar

Garnier, S., Pizzi, A., Vorster, O.C., Halasz, L. (2001) Comparative rheological characteristics of industrial polyflavonoid tannin extracts. J. Appl. Polym. Sci. 81:1634–1642.10.1002/app.1594Search in Google Scholar

Kemppainen, K., Siika-aho, M., Pattathil, S., Giovando, S., Kruus, K. (2014) Spruce bark as an industrial source of condensed tannins and non-cellulosic sugars. Ind. Crops Prod. 52, 158–168.10.1016/j.indcrop.2013.10.009Search in Google Scholar

Le Normand, M., Mélida, H., Holmbom, B., Michaelsen, T.E., Inngjerdingen, M., Bulone, V., Paulsen, B.S., Ek, M., 2014. Hot-water extracts from the inner bark of Norway spruce with immunomodulating activities. Carbohydr. Polym. 101, 699–704.10.1016/j.carbpol.2013.09.067Search in Google Scholar

Liang, S., Guo, X.Y., Lautner, S., Saake, B. (2014) Removal of hexavalent chromium by different modified spruce bark adsorbents. J. Wood Chem. Techol. 34:273–290.10.1080/02773813.2013.869606Search in Google Scholar

Martin-Dupont, F., Gloaguen, V., Granet, R., Guilloton, M., Morvan, H., Krausz, P. (2002) Heavy metal adsorption by crude coniferous barks: a modelling study. J. Environ. Sci. Heal. A 37:1063–1073.10.1081/ESE-120004523Search in Google Scholar

Matthews, S., Mila, I., Scalbert, A., Donnelly, D.M.X. (1997a) Extractable and non-extractable proanthocyanidins in barks. Phytochemistry 45:405–410.10.1016/S0031-9422(96)00873-4Search in Google Scholar

Obst, J.R. (1983) Analytical pyrolysis of hardwood and softwood lignins and its use in lignin-type determination of hardwood vessel elements. J. Wood Chem. Technol. 3:377–397.10.1080/02773818308085170Search in Google Scholar

Pizzi, A. (1982) Condensed tannins for adhesives. Ind. Eng. Chem. Prod. Res. Dev. 21:359–369.10.1021/i300007a005Search in Google Scholar

Pizzi, A. (2006) Recent developments in eco-efficient bio-based adhesives for wood bonding: opportunities and issues. J. Adhesion Sci. Technol. 20:829–846.10.1163/156856106777638635Search in Google Scholar

Pizzi, A., Stephanou, A. (1994a) A comparative 13C NMR study of polyflavonol tannin adhesive intermediates. I. Noncolloidal performance determining rearrangements. J. Appl. Polym. Sci. 51:2109–2124.10.1002/app.1994.070511302Search in Google Scholar

Pizzi, A., Stephanou, A. (1994b) Fast vs. slow-reacting non-modified tannin extracts for exterior particleboards adhesives. Holz Roh. Werkst. 52:218–222.10.1007/BF02619095Search in Google Scholar

Porter, L.J. (1989) Condensed tannins. In: Natural Products of Woody Plants. Ed. Rowe, J.W. Springler Verlag, Berlin, Germany. pp. 651–690.10.1007/978-3-642-74075-6_18Search in Google Scholar

Porter, L.J., Hemingway, R.W. (1989) Significance of the condensed tannins. In: Natural Products of Woody Plants. Ed. Rowe, J.W. Springler Verlag, Berlin, Germany. pp. 988–1027.10.1007/978-3-642-74075-6_28Search in Google Scholar

Roffael, E., Dix, B., Okum, J. (2000) Use of spruce tannin as binder in particleboards and medium density fiberboards (MDF). Holz Roh. Werkst. 58:301–305.10.1007/s001070050432Search in Google Scholar

Seki, K., Saito, N., Aoyama, M. (1997) Removal of heavy metal ions from solutions by coniferous barks. Wood Sci. Technol. 31:441–447.10.1007/BF00702566Search in Google Scholar

Singelton, V.L., Orthofer, R., Lamuela-Raventos, R.M. (1999) Analysis of total phenols and other oxidation substrates and antioxidants by means of Folin-Ciocalteu reagent. Method Enzymol. 299:152–178.10.1016/S0076-6879(99)99017-1Search in Google Scholar

Stafford, H.A., Cheng, T.Y. (1980) Procyanidins of Douglas-fir seedlings, callus and cell-suspension cultures derived from cotyledons. Phytochemistry 19:131–135.10.1016/0031-9422(80)85029-1Search in Google Scholar

Sun, B., Leandro, C., da Silva, J.M.R., Spranger, I. (1998) Separation of grape and wine proanthocyanidins according to their degree of polymerization. J. Agric. Food Chem. 46:1390–396.10.1021/jf970753dSearch in Google Scholar

Ucar, M.B., Ucar, G., Pizzi, A., Gonultas, O. (2013) Characterization of Pinus brutia bark tannin by MALDI-TOF MS and 13C NMR. Ind. Crop. Prod. 49:697–704.10.1016/j.indcrop.2013.06.010Search in Google Scholar

Weissman, G. (1981) Untersuchung der Rinderextrakte von Picea abies Karst. Holz Roh. Werkst. 39:457–461.10.1007/BF02606461Search in Google Scholar

Weissman, G. (1985) Untersuchung der Rinderextrakte von Lärchen. Holzforsch. Holzwert. 37:67–71.Search in Google Scholar

Willför, S., Pranovich, A., Tamminen, T., Puls, J., Laine, C., Suurnäkki, A., Saake, B., Uotila, K., Simolin, H., Hemming, J., Holmbom, B. (2009) Carbohydrate analysis of plant materials with uronic acid containing polysaccharides – a comparison between different hydrolysis and subsequent chromatographic analytical techniques. Ind. Crop. Prod. 29:571–581.10.1016/j.indcrop.2008.11.003Search in Google Scholar

Received: 2018-05-03
Accepted: 2018-09-14
Published Online: 2018-10-17
Published in Print: 2019-04-24

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