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Isolation of natural flavoring compounds from cooperage woods by pressurized hot water extraction (PHWE)

  • Marina Alarcón , M. Consuelo Díaz-Maroto , M. Soledad Pérez-Coello and M. Elena Alañón ORCID logo EMAIL logo
Published/Copyright: October 31, 2018
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Abstract

Cooperage woods are rich in volatile compounds responsible for pleasant aromas described as coconut, vanilla, spice, caramel, toasty, etc. In the present work, the hot water extraction under 103 bar pressure of natural flavoring compounds from cooperage wood residues is described. It was possible to obtain aqueous extracts rich in diverse volatile compounds from the following wood species: oak (Quercus alba and Quercus petraea), chestnut (Castanea sativa), cherry (Prunus avium), false acacia (Robinia pseudoacacia) and lenga (Nothofagus pumilio), while the concentration of the components is similar to that obtained with organic solvents. The gas chromatography-mass spectrometry (GC-MS) analysis of aqueous extracts shows a wide spectrum of natural flavoring compounds, the composition of which are species dependent. The extracts exhibit antioxidant properties. Water extraction under subcritical conditions offers the possibility of a sustainable recovery of natural flavorings and antioxidant compounds from cooperage woods, which are well suited for application in the food industry.

Acknowledgments

The authors would like to thank the Junta de Comunidades de Castilla la Mancha (JCCM) and the Instituto Nacional de Investigación y Tecnología Agraria y Alimentaria (INIA) for the respective projects. M. Alarcón and M.E. Alañón thank the University of Castilla-La Mancha for the pre-doctoral and post-doctoral contract: Access to the Spanish System of Science, Technology and Innovation (SECTI), respectively.

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

  2. Research funding: The authors received funding from the Instituto Nacional de Investigación y Tecnología Agraria y Alimentaria (Funder Id: 10.13039/100007652, RTA2014-00055-C03-02) and the Universidad de Castilla-La Mancha for the pre-doctoral and post-doctoral contract SECTI.

  3. Employment or leadership: None declared.

  4. Honorarium: None declared.

References

Abbott, N., Puech, J.L., Bayonove, C., Baumes, R. (1995) Determination of the aroma threshold of the cis and trans racemic forms of β-methyl-γ-octalactone by gas chromatography-sniffing analysis. Am. J. Enol. Viticult. 46:292–294.10.5344/ajev.1995.46.3.292Search in Google Scholar

Alañón, M.E., Ramos, L., Díaz-Maroto, M.C., Pérez-Coello, M.S., Sanz, J. (2009) Extraction of volatile and semi-volatile components from oak wood used for aging wine by miniaturised pressurised liquid technique. Int. J. Food Sci. Technol. 44:1825–1835.10.1111/j.1365-2621.2009.02006.xSearch in Google Scholar

Alañón, M.E., Castro-Vázquez, L., Díaz-Maroto, M.C., Gordon, M.H., Pérez-Coello, M.S. (2011a) A study of the antioxidant capacity of oak wood used in wine ageing and the correlation with polyphenol composition. Food Chem. 128:997–1002.10.1016/j.foodchem.2011.04.005Search in Google Scholar

Alañón, M.E., Castro-Vázquez, L., Díaz-Maroto, M.C., Hermosín-Gutierrez, L., Gordon, M.H., Pérez-Coello, M.S. (2011b) Antioxidant capacity and phenolic composition of different woods used in cooperage. Food Chem. 129:1584–1590.10.1016/j.foodchem.2011.06.013Search in Google Scholar

Alañón, M.E., Castro-Vázquez, L., Díaz-Maroto, M.C., Pérez-Coello, M.S. (2012a) Aromatic potential of Castanea sativa Mill. compared to Quercus species to be used in cooperage. Food Chem. 130:875–881.10.1016/j.foodchem.2011.07.111Search in Google Scholar

Alañón, M.E., Díaz-Maroto, M.C., Pérez-Coello, M.S. (2012b) Analysis of volatile composition of toasted and non-toasted commercial chips by GC-MS after an accelerated solvent extraction method. Int. J. Food Sci. Technol. 47:816–826.10.1111/j.1365-2621.2011.02914.xSearch in Google Scholar

Alañón, M.E., Schumacher, R., Castro-Vázquez, L., Díaz-Maroto, I.J., Díaz-Maroto, M.C., Pérez-Coello, M.S. (2013) Enological potential of chestnut wood for aging Tempranillo wines part I: volatile compounds and sensorial properties. Food Res. Int. 51:325–334.10.1016/j.foodres.2012.12.007Search in Google Scholar

Alañón, M.E., García-Ruiz, A., Díaz-Maroto, M.C., Pérez-Coello, M.S., Moreno-Arribas, M.V. (2015) Antimicrobial and antioxidant activity of pressurised liquid extracts from oenological woods. Food Control 50:581–588.10.1016/j.foodcont.2014.09.043Search in Google Scholar

Alañón, M.E., Alarcón, M., Marchante, L., Díaz-Maroto, M.C., Pérez-Coello, M.S. (2017) Extraction of natural flavourings with antioxidant capacity from cooperage by-products by green extraction procedure with subcritical fluids. Ind. Crops Prod. 103:222–232.10.1016/j.indcrop.2017.03.050Search in Google Scholar

Baiano, A., Viggiani, I., Terracone, C., Romaniello, R., del Novile, M.A. (2015) Physical and sensory properties of bread enriched with phenolic aqueous extracts from vegetable wastes. Czech J. Food Sci. 33:247–253.10.17221/528/2014-CJFSSearch in Google Scholar

Barba, F.J., Zhu, Z., Koubaa, M., Sant’Ana, A.S., Orlien, V. (2016) Green alternative methods for the extraction of antioxidant bioactive compounds from winery wastes and by-products: a review. Trends Food Sci. Technol. 49:96–109.10.1016/j.tifs.2016.01.006Search in Google Scholar

Brand-Williams, W., Cuvelier, M.E., Berset, C. (1995) Use of a free radical method to evaluate antioxidant activity. LWT Food Sci. Technol. 28:25–30.10.1016/S0023-6438(95)80008-5Search in Google Scholar

Cadahía, E., Fernández de Simón, B., Jalocha, J. (2003) Volatile compounds in Spanish, French, and American oak woods after natural seasoning and toasting. J. Agric. Food Chem. 51:5923–5932.10.1021/jf0302456Search in Google Scholar

Caldeira, I., Clímaco, M.C., de Sousa, R.B., Belchior, A.P. (2006) Volatile composition of oak and chestnut woods used in brandy ageing: modification induced by heat treatment. J. Food Eng. 76:202–211.10.1016/j.jfoodeng.2005.05.008Search in Google Scholar

Castro-Puyana, M., Marina, M.L., Plaza, M. (2017) Water as green extraction solvent: principles and reasons for its use. Green Sustainable Chem. 5:31–36.10.1016/j.cogsc.2017.03.009Search in Google Scholar

Cavero, S., Jaime, L., Martin-Alvarez, P.J., Señorans, F.J., Reglero, G., Ibañez, E. (2005) In vitro antioxidant analysis of supercritical fluid extracts from rosemary (Rosmarinus officinalis L.). Eur. Food Res. Technol. 221:478–486.10.1007/s00217-005-1139-ySearch in Google Scholar

Chatonnet, P. (1998) Volatile and odoriferous compounds in barrel-aged wines. Impact of cooperage techniques and aging conditions. In: Chemistry of Wine Flavour. Eds. Waterhouse, A.L., Ebeler, S.E. ACS Sympoium Series, Washington, DC. Vol. 714, pp. 180–270.10.1021/bk-1998-0714.ch014Search in Google Scholar

Chatonnet, P. (1999) Discrimination and control of toasting intensity and quality of oak wood barrels. Am. J. Enol. Vitic. 50:479–494.10.5344/ajev.1999.50.4.479Search in Google Scholar

Chatonnet, P., Dubourdieu, D. (1998a) Comparative study of the characteristics of American white oak (Quercus alba) and European oak (Quercus petraea and Q. robur) for production of barrels used in barrel aging of wines. Am. J. Enol. Vitic. 49:79–85.10.5344/ajev.1998.49.1.79Search in Google Scholar

Chatonnet, P., Dubourdieu, D. (1998b) Identification of substances responsible for the “sawdust” aroma in oak wood. J. Sci. Food Agric. 76:179–188.10.1002/(SICI)1097-0010(199802)76:2<179::AID-JSFA924>3.0.CO;2-6Search in Google Scholar

Chemat, F., Abert Vian, M., Cravotto, G. (2012) Green extraction of natural products: concept and principles. Int. J. Mol. Sci. 13:8615–8627.10.3390/ijms13078615Search in Google Scholar

Díaz-Maroto, M.C., Guchu, E., Castro-Vázquez, L., de Torres, C., Pérez-Coello, M.S. (2008) Aroma-active compounds of American, French, Hungarian and Russian oak woods, studied by GC-MS and GC-O. Flavour Frag. J. 23:93–98.10.1002/ffj.1859Search in Google Scholar

Diouf, P.N., Merlin, A., Perrin, D. (2006) Antioxidant properties of wood extracts and color stability of woods. Ann. For. Sci. 63:525–534.10.1051/forest:2006035Search in Google Scholar

Fernández de Simón, B., Esteruelas, E., Muñoz, A.M., Cadahía, E., Sanz, M. (2009) Volatile compounds in acacia, chestnut, cherry, ash, and oak woods, with a view to their use in cooperage. J. Agric. Food Chem. 57:3217–3227.10.1021/jf803463hSearch in Google Scholar

Fernández de Simón, B., Martínez, J., Sanz, M., Cadahía, E., Esteruelas, E., Muñoz, A.M. (2014a) Volatile compounds and sensorial characterisation of red wine aged in cherry, chestnut, false acacia, ash and oak wood barrels. Food Chem. 147:346–356.10.1016/j.foodchem.2013.09.158Search in Google Scholar

Fernández de Simón, B., Sanz, M., Cadahía, E., Esteruelas, E., Muñoz, A.M. (2014b) Nontargeted GC-MS approach for volatile profile of toasting in cherry, chestnut, false acacia, and ash wood. J. Mass Spectrom. 49:353–370.10.1002/jms.3347Search in Google Scholar

Fernández-Pachón, M.S., Villano, D., Troncoso, A.M., García-Parrilla, M.C. (2008) Antioxidant activity of phenolic compounds: from in vitro results to in vivo evidence. Crit. Rev. Food Sci. Nutr. 48:649–671.10.1080/10408390701761845Search in Google Scholar

Feuillat, F., Moio, L., Guichard, E., Marinov, M., Fournier, N., Puech, J.L. (1997) Variation in the concentration of ellagitanins and cis- and trans-beta-methyl-gamma-oactalactone extracted from oak wood (Quercus robur L., Quercus petraea Liebl.) under model wine cask conditions. Am. J. Enol. Vitic. 48:509–515.10.5344/ajev.1997.48.4.509Search in Google Scholar

Giergidewicz-Mozajska, H., Da Browski, L., Namiesnik, J. (2001) Accelerated solvent extraction (ASE) in the analysis of environmental solid samples – some aspects of theory and practice. Crit. Rev. Anal. Chem. 31:149–165.10.1080/20014091076712Search in Google Scholar

Guchu, E., Díaz-Maroto, M.C., Pérez-Coello, M.S., González-Viñas, M.A., Cabezudo, M.D. (2006) Volatile composition and sensory characteristics of Chardonnay wines treated with American and Hungarian oak chips. Food Chem. 99:350–359.10.1016/j.foodchem.2005.07.050Search in Google Scholar

Guth, H. (1997) Quantification and sensory studies of character impact odorants of different white wine varieties. J. Agric. Food Chem. 45:3027–3032.10.1021/jf970280aSearch in Google Scholar

Karre, L., Lopez, K., Getty, K.J.K. (2013) Natural antioxidants in meat and poultry products. Meat Sci. 94:220–227.10.1016/j.meatsci.2013.01.007Search in Google Scholar

Martín-Sánchez, A.M., Chaves-López, C., Sendra, E., Sayas, E., Fernández-López, J., Pérez-Álvarez, J.A. (2011) Lipolysis, proteolysis and sensory characteristics of a Spanish fermented dry-cured meat product (salchichón) with oregano essential oil used as surface mold inhibitor. Meat Sci. 89:35–44.10.1016/j.meatsci.2011.03.018Search in Google Scholar

Mosedale, J.R., Ford, A. (1996) Variation of the flavour and extractives of European oak wood from two French forests. J. Sci. Food Agric. 70:273–287.10.1002/(SICI)1097-0010(199603)70:3<273::AID-JSFA496>3.0.CO;2-LSearch in Google Scholar

Pérez-Coello, M.S., Díaz-Maroto, M.C. (2009) Volatile compounds and wine aging. In: Wine Chemistry and Biochemistry. Eds. Moreno-Arribas, M.V., Polo, M.C. Springer. Science & Business Media LLC, Madrid. pp. 295–307.10.1007/978-0-387-74118-5_16Search in Google Scholar

Pérez-Coello, M.S., Sanz, J., Cabezudo, M.D. (1999) Determination of volatile compounds in hydroalcoholic extracts of French and American oak weed. Am. J. Enol. Vitic. 50:162–165.10.5344/ajev.1999.50.2.162Search in Google Scholar

Prida, A., Heymann, H., Balanuta, A., Puech, J.L. (2008) Relation between chemical composition of oak wood used in cooperage and sensory perception of model extracts. J. Sci. Food Agric. 89:765–773.10.1002/jsfa.3510Search in Google Scholar

Re, R., Pellegrini, N., Proteggente, A., Pannala, A., Yang, M., Rice-Evans, C. (1999) Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radical Bio. Med. 26:1231–1237.10.1016/S0891-5849(98)00315-3Search in Google Scholar

Sefton, M.A., Francis, I.L., Williams, P.J. (1990) Volatile norisoprenoid compounds as constituents of oak wood used in wine and spirit maturation. J. Agric. Food Chem. 38:2045–2049.10.1021/jf00101a009Search in Google Scholar

Señorans, F.J., Ibáñez, E., Cifuentes, A. (2003) New trend in food processing. Crit. Rev. Food Sci. Nutr. 43:507–526.10.1080/10408690390246341Search in Google Scholar PubMed

Slinkard, K., Singleton, V.L. (1977) Total phenol analysis: automation and comparison with manual methods. Am. J. Enol. Vitic. 28:49–55.10.5344/ajev.1974.28.1.49Search in Google Scholar

Soriano, M.A., Alañón, M.E., Alarcón, M., García-Ruíz, A., Díaz-Maroto, M.C., Pérez-Coello, M.S. (2018) Oak wood extracts as natural antioxidants to increase shelf life of raw pork patties packed in MAP. Food Res. Int. 111:524–533.10.1016/j.foodres.2018.05.055Search in Google Scholar PubMed

Tongnuanchan, P., Benjakul, S. (2014) Essential oils: extraction, bioactivities, and their uses for food preservation. J. Food Sci. 79:1231–1249.10.1111/1750-3841.12492Search in Google Scholar PubMed

Vichi, S., Santini, C., Natali, N., Riponi, C., López-Tamames, Buxaderas, S. (2007) Volatile and semi-volatile components of oak wood chips analysed by accelerated solvent extraction (ASE) coupled to gas chromatography-mass spectrometry (GS-SM). Food Chem. 102:1260–1269.10.1016/j.foodchem.2006.07.023Search in Google Scholar

Viganó, J., da Fonseca Machado, A.P., Martínez, J. (2015) Sub- and supercritical fluid technology applied to food waste processing. J. Supercrit. Fluid. 96:272–286.10.1016/j.supflu.2014.09.026Search in Google Scholar

Waterhouse, A.L., Towey, J.P. (1994) Oak lactone isomer ratio distinguishes between wines fermented in American and French oak barrels. J. Agric. Food Chem. 42:1971–1974.10.1021/jf00045a026Search in Google Scholar

Wrolstad, R.E., Culver, C.A. (2012) Alternative to those artificial FD&C food colorants. Annu. Rev. Food Sci. Technol. 3:59–77.10.1146/annurev-food-022811-101118Search in Google Scholar PubMed

Zakaria, S.M., Karmal, S.M.M. (2016) Subcritical water extraction of bioactive compounds from plants and algae: applications in pharmaceutical and food ingredients. Food Eng. Rev. 8:23–34.10.1007/s12393-015-9119-xSearch in Google Scholar

Received: 2018-05-14
Accepted: 2018-08-27
Published Online: 2018-10-31
Published in Print: 2019-03-26

©2019 Walter de Gruyter GmbH, Berlin/Boston

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