Abstract
The aim of the study was to examine the amounts of extractives in sapwood and heartwood of black locust recovered using three different conventional extraction techniques and three different solvent compositions. Heartwood contained larger amounts of total phenols, dihydrorobinetin and robinetin than sapwood, irrespective of the extraction technique and solvent used. Dihydrorobinetin and robinetin were the characteristic phenolic compounds of black locust wood, whereas the concentration of dihydrorobinetin was significantly higher. The highest concentrations of examined extractives were obtained by Soxhlet extraction. More than ninety percent of extractives were leached from wood in a Soxhlet apparatus in less than 2 hours. Maceration with stirring and ultrasonic extraction gave smaller yields of extractives. The amounts of total extractives, total phenols and robinetin leached with the three solvents were comparable. Extraction of heartwood with acetone yielded significantly larger amounts of dihydrorobinetin than extraction with methanol or ethanol. Four hours extraction of wood meal with aqueous acetone in a Soxhlet apparatus was found to be the optimal extraction procedure for the recovery of dihydrorobinetin.
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Bostyn S, Destandau E, Charpentier J-P, Serrano V, Seigneuret J-M, Breton C (2018) Optimization and kinetic modelling of robinetin and dihydrorobinetin extraction from Robinia pseudoacacia wood. Ind Crops Prod 126:22–30. https://doi.org/10.1016/j.indcrop.2018.09.049
Chemat F, Rombaut N, Sicaire AG, Meullemiestre A, Fabiano-Tixier AS, Abert-Vian M (2017) Ultrasound assisted extraction of food and natural products. Mechanisms, techniques, combinations, protocols and applications. A review. Ultrason Sonochem 34:540–560. https://doi.org/10.1016/j.ultsonch.2016.06.035
De Filippis L, Magel E (2012) Identification of biochemical differences between the sapwood and transition zone in Robinia pseudoacacia L. by differential display of proteins. Holzforschung 66:543–549. https://doi.org/10.1515/hf.2011.178
Destandau E, Charpentier JP, Bostyn S, Zubrzycki S, Serrano V, Seigneuret JM, Breton C (2016) Gram-scale purification of dihydrorobinetin from Robinia pseudoacacia L. wood by centrifugal partition chromatography. Separations. https://doi.org/10.3390/separations3030023
Dunisch O, Richter HG, Koch G (2010) Wood properties of juvenile and mature heartwood in Robinia pseudoacacia L. Wood Sci Technol 44:301–313. https://doi.org/10.1007/s00226-009-0275-0
Fan YM, Gao JM, Chen Y (2010) Colour responses of black locust (Robinia pseudoacacia L.) to solvent extraction and heat treatment. Wood Sci Technol 44:667–678. https://doi.org/10.1007/s00226-009-0289-7
Fengel D, Wegener G (1989) Wood: chemistry, ultrastructure, reactions. Walter de Gruyter, Berlin-New York. https://doi.org/10.1515/9783110839654
Harju AM, Venäläinen M, Anttonen S, Viitanen H, Kainulainen P, Saranpää P, Vapaavuori E (2003) Chemical factors affecting the brown-rot decay resistance of Scots pine heartwood. Trees Struct Funct 17:263–268
Hofmann T, Nebehaj E, Albert L (2015) The high-performance liquid chromatography/multistage electrospray mass spectrometric investigation and extraction optimization of beech (Fagus sylvatica L.) bark polyphenols. J Chromatogr A 1393:96–105. https://doi.org/10.1016/j.chroma.2015.03.030
Holmbom B (2011) Extraction and utilisation of non-structural wood and bark components. In: Alén R (ed) Biorefining of forest resources, vol 20. Paper Engineers’ Association/Paperi ja Puu Oy, Helsinki, pp 178–224
Hosseinihashemi SK, Safdari V, Kanani S (2013) Comparative chemical composition of n-hexane and ethanol extractives from the heartwood of black locust. Asian J Chem 25:929–933. https://doi.org/10.14233/ajchem.2013.13159
Jansson MB, Nilvebrant NO (2009) Wood extractives. In: Ek M, Gellerstedt G, Henriksson G (eds) Wood Chemistry and Wood Biotechnology. Walter de Gruyter, Berlin, pp 147–171. https://doi.org/10.1515/9783110213409.147
Kai Y (1991) Chemistry of Extractives. In: Hon DNS, Shiraishi N (eds) Wood and cellulosic chemistry. Marcel Dekker Inc, New York, pp 215–255
Karppanen O, Venäläinen M, Harju AM, Willför S, Pietarinen S, Laakso T, Kainulainen P (2007) Knotwood as a window to the indirect measurement of the decay resistance of Scots pine heartwood. Holzforschung 61:600–604. https://doi.org/10.1515/hf2007.091
Katiki LM, Ferreira JFS, Gonzalez JM, Zajac AM, Lindsay DS, Chagas ACS, Amarante AFT (2013) Anthelmintic effect of plant extracts containing condensed and hydrolyzable tannins on Caenorhabditis elegans, and their antioxidant capacity. Vet Parasitol 192:218–227. https://doi.org/10.1016/j.vetpar.2012.09.030
Luque de Castro MD, Priego-Capote F (2010) Soxhlet extraction: past and present panacea. J Chromatogr A 1217:2383–2389. https://doi.org/10.1016/j.chroma.2009.11.027
Magel E, Jayallemand C, Ziegler H (1994) Formation of heartwood substances in the stemwood of Robinia pseudoacacia L. II. Distribution of nonstructural carbohydrates and wood extractives across the trunk. Trees Struct Funct 8:165–171. https://doi.org/10.1007/BF00196843
Marinas IC, Oprea E, Geana EI, Chifiriuc C, Lazar V (2014) Antimicrobial and antioxidant activity of the vegetative and reproductive organs of Robinia pseudoacacia. J Serb Chem Soc 79:1363–1378. https://doi.org/10.2298/jsc140304049m
Meszaros E, Jakab E, Varhegyi G (2007) TG/MS, Py-GOMS and THM-GIC/MS study of the composition and thermal behavior of extractive components of Robinia pseudoacacia. J Anal Appl Pyrolysis 79:61–70. https://doi.org/10.1016/j.jaap.2006.12.007
Meullemiestre A, Breil C, Abert-Vian M, Chemat F (2016) Microwave, ultrasound, thermal treatments, and bead milling as intensification techniques for extraction of lipids from oleaginous Yarrowia lipolytica yeast for a biojetfuel application. Bioresour Technol 211:190–199. https://doi.org/10.1016/j.biortech.2016.03.040
Naczk M, Shahidi F (2004) Extraction and analysis of phenolics in food. J Chromatogr A 1054:95–111. https://doi.org/10.1016/j.chroma.2004.08.059
Pearce RB (1996) Antimicrobial defences in the wood of living trees. New Phytol 132:203–233. https://doi.org/10.1111/j.1469-8137.1996.tb01842.x
Pietarinen SP, Willfor SM, Vikstrom FA, Holmbom BR (2006) Aspen knots, a rich source of flavonoids. J Wood Chem Technol 26:245–258
Rademacher P, Rousek R, Fodor F, et al (2016) Robinia wood research—new innovations for a traditional material. Paper presented at the Hardwood Conference 2016. Eco-efficient Resource Wood with special focus on hardwoods, Sopron
Reinprecht L, Zubkova G, Marchal R (2010) Decay resistance of laminated veneer lumbers from black locust wood. Wood Res 55:39–52
Rowe JW (1989) Natural products of woody plants: Chemicals extraneous to the lignocellulosic cell wall. Springer, Berlin
Rowe JW, Conner AH (1979) Extractives in eastern hardwoods—a review. US Department of Agriculture, Forest Service, Forest Products Laboratory, Madison
Sablik P, Giagli K, Paril P, Baar J, Rademacher P (2016) Impact of extractive chemical compounds from durable wood species on fungal decay after impregnation of nondurable wood species. Eur J Wood Prod 74:231–236. https://doi.org/10.1007/s00107-015-0984-z
Sanz M, Fernandez de Simon B, Esteruelas E et al (2011) Effect of toasting intensity at cooperage on phenolic compounds in acacia (Robinia pseudoacacia) heartwood. J Agric Food Chem 59:3135–3145. https://doi.org/10.1021/jf1042932
Sanz M, Fernandez de Simon B, Esteruelas E et al (2012) Polyphenols in red wine aged in acacia (Robinia pseudoacacia) and oak (Quercus petraea) wood barrels. Anal Chim Acta 732:83–90. https://doi.org/10.1016/j.aca.2012.01.061
Scalbert A, Monties B, Janin G (1989) Tannins in wood: comparison of different estimation methods. J Agric Food Chem 37:1324–1329. https://doi.org/10.1021/jf00089a026
Scheidemann P, Wetzel A (1997) Identification and characterization of flavonoids in the root exudate of Robinia pseudoacacia. Trees-Struct Funct 11:316–321. https://doi.org/10.1007/pl00009677
Schwanninger M, Hinterstoisser B (2002) Comparison of the classical wood extraction method using a Soxhlet apparatus with an advanced extraction method. Holz Roh- Werkst 60:343–346. https://doi.org/10.1007/s00107-002-0312-2
Sergent T, Kohnen S, Jourez B, Beauve C, Schneider YJ, Vincke C (2014) Characterization of black locust (Robinia pseudoacacia L.) heartwood extractives: identification of resveratrol and piceatannol. Wood Sci Technol 48:1005–1017. https://doi.org/10.1007/s00226-014-0656-x
Singh T, Singh AP (2012) A review on natural products as wood protectant. Wood Sci Technol 46:851–870
Singleton VL, Rossi JA Jr (1965) Colorimetry of total phenolics with phosphomolybdic-phosphotungstic acid reagents. Am J Enol Vitic 16:144–158
Sivakumar V, Rani K, Kumari M (2017) Efficient extraction of natural dye from red sandal wood (Pterocarpus sandalinus) using ultrasound. Int Wood Prod J 8:6–9. https://doi.org/10.1080/20426445.2016.1214380
Smith AL, Campbell CL, Walker DB, Hanover JW (1989) Extracts from black locust as wood preservatives: extraction of decay resistance from black locust heartwood. Holzforschung 43:293–296. https://doi.org/10.1515/hfsg.1989.43.5.293
Thurbide KB, Hughes DM (2000) A rapid method for determining the extractives content of wood pulp. Ind Eng Chem Res 39:3112–3115. https://doi.org/10.1021/ie0003178
Umezawa T (2000) Chemistry of extractives. In: Hon DNS, Shiraishi N (eds) Wood and cellulosic chemistry. Marcel Dekker Inc, New York, pp 213–241
Vek V, Oven P, Poljansek I (2013) Content of total phenols in red heart and wound-associated wood in beech (Fagus sylvatica L.). Drvna Ind 64:25–32. https://doi.org/10.5552/drind.2013.1224
Vek V, Oven P, Ters T, Poljansek I, Hinterstoisser B (2014) Extractives of mechanically wounded wood and knots in beech. Holzforschung 68:529–539. https://doi.org/10.1515/hf-2013-0003
Vek V, Oven P, Poljansek I (2018) Comparison of two extraction and two chromatographic methods in analysis of beech wood extractives. Eur J Wood Prod 76:389–392. https://doi.org/10.1007/s00107-017-1216-5
Vítková M, Müllerová J, Sádlo J, Pergl J, Pyšek P (2017) Black locust (Robinia pseudoacacia) beloved and despised: a story of an invasive tree in central Europe. For Ecol Manage 384:287–302. https://doi.org/10.1016/j.foreco.2016.10.057
Willför SM, Smeds AI, Holmbom BR (2006) Chromatographic analysis of lignans. J Chromatogr A 1112:64–77. https://doi.org/10.1016/j.chroma.2005.11.054
Acknowledgements
The authors would like to thank the Slovenian Research Agency and the Urban Innovative Actions (project Applause, UIA02-228). Many thanks also to Mrs. Helena Zorn and Mr. Miloš Mervič both from the Slovenia Forest Service (Tolmin Regional Unit) for providing professional assistance with collecting the material, and to Mr. Martin Cregeen for language editing.
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Vek, V., Poljanšek, I. & Oven, P. Efficiency of three conventional methods for extraction of dihydrorobinetin and robinetin from wood of black locust. Eur. J. Wood Prod. 77, 891–901 (2019). https://doi.org/10.1007/s00107-019-01430-x
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DOI: https://doi.org/10.1007/s00107-019-01430-x