journal article·2025-02-25Open access

Characterization of Non-Polar and Polar Bioactive Compounds Obtained by Pressurized Biobased Solvents from Different Arctium lappa L. Root Ecotypes

Enrico Romano, Gloria Domínguez-Rodríguez, Luisa Mannina, Alejandro Cifuentes, Elena Ibáñez

Applied Sciences· Volume 15· Issue 5

Abstract

This study introduces a novel pressurized liquid extraction (PLE) strategy utilizing biobased solvents to simultaneously extract non-polar and polar compounds with antioxidant and anticholinergic properties from burdock roots. The influence of altitude and weeding on the bioactive composition of three burdock root ecotypes was evaluated: two from 150 m (one subjected to weeding during growth and another not subjected to weeding) and one from 800 m without weeding. A simplex-centroid mixture design identified 100% 2-methyltetrahydrofuran as the optimal solvent for PLE, offering superior extraction of bioactive compounds due to its ability to form strong hydrogen bonds with phenolic groups. Extraction at 100 °C was found to be optimal, avoiding the low yields and undesirable reactions observed at 40 °C and 160 °C, respectively. Altitude emerged as the most significant factor influencing bioactivity and composition, with roots from 800 m exhibiting the highest bioactivity. Key bioactive compounds included caffeoylquinic acids, caryophyllene oxide, spathulenol, and bisnorallocholanic acid. At 150 m, weeding reduced anticholinergic capacity but increased antioxidant synthesis, though the levels were lower than those observed at higher altitudes. These findings highlight that burdock roots grown at high altitudes without weeding produce extracts rich in antioxidant and neuroprotective compounds, offering significant potential for functional ingredient development.
Source: crossref · Quality: baseline

Research context

OpenAlex topics: Plant-derived Lignans Synthesis and Bioactivity

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Food Chemistry Laboratory, Department of Chemistry and Technology of Drugs, Sapienza University of Rome, P. le Aldo Moro 5, 00185 Rome, Italy

Laboratory of Foodomics, Institute of Food Science Research, CIAL, CSIC, Nicolás Cabrera 9, 28049 Madrid, Spain

Departamento de Química Analítica, Química Física e Ingeniería Química, Facultad de Ciencias, Universidad de Alcalá, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain

Funding

Ministerio de Ciencia e Innovación

References (70)

Show source-provided references
1. Medicinal and Aromatic Plants as Potential Sources of Bioactives Along with Health-Promoting Activities10.1007/s43555-024-00042-8 ↗
2. De Souza, A.R.C., De Oliveira, T.L., Fontana, P.D., Carneiro, M.C., Corazza, M.L., De Messias Reason, I.J., and Bavia, L. (2022). Phytochemicals and Biological Activities of Burdock (Arctium lappa L.) Extracts: A Review. Chem. Biodivers., 19.10.1002/cbdv.202200615 ↗
3. Wu, K.-C., Weng, H.-K., Hsu, Y.-S., Huang, P.-J., and Wang, Y.-K. (2020). Aqueous Extract of Arctium lappa L. Root (Burdock) Enhances Chondrogenesis in Human Bone Marrow-Derived Mesenchymal Stem Cells. BMC Complement. Med. Ther., 20.10.1186/s12906-020-03158-1 ↗
4. Effect of in Vitro Gastro-Intestinal Digestion on the Phenolic Composition and Antioxidant Capacity of Burdock Roots at Different Harvest Time10.1016/j.foodchem.2021.129897 ↗
5. Sánchez-Martínez, J.D., Valdés, A., Gallego, R., Suárez-Montenegro, Z.J., Alarcón, M., Ibañez, E., Alvarez-Rivera, G., and Cifuentes, A. (2022). Blood–Brain Barrier Permeability Study of Potential Neuroprotective Compounds Recovered From Plants and Agri-Food by-Products. Front. Nutr., 9.10.3389/fnut.2022.924596 ↗
6. New Manzamine Alkaloids from an Indo-Pacific Sponge. Pharmacokinetics, Oral Availability, and the Significant Activity of Several Manzamines against HIV-I, AIDS Opportunistic Infections, and Inflammatory Diseases10.1021/jm030475b ↗
7. Biorefinery Approach with Green Solvents for the Valorization of Citrus Reticulata Leaves to Obtain Antioxidant and Anticholinergic Extracts10.1016/j.foodchem.2024.140034 ↗
8. Andrade, S., Ramalho, M.J., Loureiro, J.A., and Pereira, M.D.C. (2019). Natural Compounds for Alzheimer’s Disease Therapy: A Systematic Review of Preclinical and Clinical Studies. Int. J. Mol. Sci., 20.10.3390/ijms20092313 ↗
9. Lee, K.H., Cha, M., and Lee, B.H. (2020). Neuroprotective Effect of Antioxidants in the Brain. Int. J. Mol. Sci., 21.10.3390/ijms21197152 ↗
10. Free Radicals, Antioxidants and Functional Foods: Impact on Human Health10.4103/0973-7847.70902 ↗
11. Del Prado-Audelo, M.L., Cortés, H., Caballero-Florán, I.H., González-Torres, M., Escutia-Guadarrama, L., Bernal-Chávez, S.A., Giraldo-Gomez, D.M., Magaña, J.J., and Leyva-Gómez, G. (2021). Therapeutic Applications of Terpenes on Inflammatory Diseases. Front. Pharmacol., 12.10.3389/fphar.2021.704197 ↗
12. Factors That Influence the Extraction Methods of Terpenes from Natural Sources10.1007/s11696-024-03339-z ↗
13. Ramadan, M.F., and Farag, M.A. (2022). Valorization of Grapefruit (Citrus × Paradisi) Processing Wastes. Mediterranean Fruits Bio-Wastes, Springer International Publishing.10.1007/978-3-030-84436-3 ↗
14. The 12 Principles of Green Analytical Chemistry and the SIGNIFICANCE Mnemonic of Green Analytical Practices10.1016/j.trac.2013.04.010 ↗
15. Using Biobased Solvents for the Extraction of Phenolic Compounds from Kiwifruit Industry Waste10.1016/j.seppur.2022.122344 ↗
16. New Approaches for the Selective Extraction of Bioactive Compounds Employing Bio-Based Solvents and Pressurized Green Processes10.1016/j.supflu.2017.05.016 ↗
17. Towards Green Extraction of Bioactive Natural Compounds10.1007/s00216-023-04969-0 ↗
18. Ozturk, B., Winterburn, J., and Gonzalez-Miquel, M. (2019). Orange Peel Waste Valorisation through Limonene Extraction Using Bio-Based Solvents. Biochem. Eng. J., 151.10.1016/j.bej.2019.107298 ↗
19. Szabo, K., Teleky, B.-E., Ranga, F., Roman, I., Khaoula, H., Boudaya, E., Ltaief, A.B., Aouani, W., Thiamrat, M., and Vodnar, D.C. (2022). Carotenoid Recovery from Tomato Processing By-Products through Green Chemistry. Molecules, 27.10.3390/molecules27123771 ↗
20. Utilizing Green Solvents in Compressed Fluids Technologies for Extracting Bioactive Compounds from Ruta graveolens L10.1016/j.indcrop.2024.118717 ↗
21. Plant Growth Promoting Rhizobacteria Improve the Antioxidant Status in Mentha Piperita Grown under Drought Stress Leading to an Enhancement of Plant Growth and Total Phenolic Content10.1016/j.indcrop.2019.111553 ↗
22. Physiological Changes of Mentha Pulegium in Response to Exogenous Salicylic Acid under Salinity10.1016/j.scienta.2020.109325 ↗
23. Brahmi, F., Lounis, N., Mebarakou, S., Guendouze, N., Yalaoui-Guellal, D., Madani, K., Boulekbache-Makhlouf, L., and Duez, P. (2022). Impact of Growth Sites on the Phenolic Contents and Antioxidant Activities of Three Algerian Mentha Species (M. pulegium L., M. rotundifolia (L.) Huds., and M. spicata L.). Front. Pharmacol., 13.10.3389/fphar.2022.886337 ↗
24. Cornara, L., Sgrò, F., Raimondo, F.M., Ingegneri, M., Mastracci, L., D’Angelo, V., Germanò, M.P., Trombetta, D., and Smeriglio, A. (2022). Pedoclimatic Conditions Influence the Morphological, Phytochemical and Biological Features of Mentha pulegium L. Plants, 12.10.3390/plants12010024 ↗
25. Variation of Malva Sylvestris Essential Oil Yield, Chemical Composition and Biological Activity in Response to Different Environments across Southern Italy10.1016/j.indcrop.2017.01.016 ↗
26. Aboukhalid, K., Al Faiz, C., Douaik, A., Bakha, M., Kursa, K., Agacka-Mołdoch, M., Machon, N., Tomi, F., and Lamiri, A. (2017). Influence of Environmental Factors on Essential Oil Variability in Origanum compactum Benth. Growing Wild in Morocco. Chem. Biodivers., 14.10.1002/cbdv.201700158 ↗
27. Sub- and Supercritical Fluid Extraction of Bioactive Compounds from Plants, Food-by-Products, Seaweeds and Microalgae—An Update10.1016/j.trac.2019.04.030 ↗
28. Green and Efficient Extraction Method to Determine Polyphenols in Cocoa and Cocoa Products10.1007/s12161-017-0830-5 ↗
29. Use of a Free Radical Method to Evaluate Antioxidant Activity10.1016/S0023-6438(95)80008-5 ↗
30. Development and Validation of an Improved Oxygen Radical Absorbance Capacity Assay Using Fluorescein as the Fluorescent Probe10.1021/jf010586o ↗
31. In Vitro Neuroprotective Potential of Terpenes from Industrial Orange Juice by-Products10.1039/D0FO02809F ↗
32. A Gas Chromatographic–Mass Spectral Assay for the Quantitative Determination of Oleamide in Biological Fluids10.1006/abio.1999.4083 ↗
33. Molecular Analysis of Semen-like Odor Emitted by Chestnut Flowers Using Neutral Desorption Extractive Atmospheric Pressure Chemical Ionization Mass Spectrometry10.1007/s00216-018-1487-7 ↗
34. Antimicrobial Activity and Spectral Chemical Analysis of MethanolicLeaves Extract of Adiantum Capillus-Veneris Using GC-MS and FT-IR Spectroscopy
35. Artichoke (Cynara cardunculus L. var. Scolymus) Waste as a Natural Source of Carbonyl Trapping and Antiglycative Agents10.1016/j.foodres.2017.08.007 ↗
36. Infusion, Decoction and Hydroalcoholic Extracts of Leaves from Artichoke (Cynara cardunculus L. subsp. cardunculus) Are Effective Scavengers of Physiologically Relevant ROS and RNS10.1016/j.foodres.2014.05.078 ↗
37. Skowrońska, W., Granica, S., Dziedzic, M., Kurkowiak, J., Ziaja, M., and Bazylko, A. (2021). Arctium lappa and Arctium Tomentosum, Sources of Arctii Radix: Comparison of Anti-Lipoxygenase and Antioxidant Activity as Well as the Chemical Composition of Extracts from Aerial Parts and from Roots. Plants, 10.10.3390/plants10010078 ↗
38. An Integrated Strategy for Revealing the Pharmacological Changes Based on Metabolites Profiling and Network Pharmacology: Arctiin as an Example10.1016/j.jchromb.2020.122270 ↗
39. Zhang, X., Herrera-Balandrano, D.D., Huang, W., Chai, Z., Beta, T., Wang, J., Feng, J., and Li, Y. (2021). Comparison of Nutritional and Nutraceutical Properties of Burdock Roots Cultivated in Fengxian and Peixian of China. Foods, 10.10.3390/foods10092095 ↗
40. Impact of Nutrient from Aqueous Extract of Burdock Roots and Ultrasonic Stress on the Growth and β-Glucosidase Activity of Lactiplantibacillus Plantarum FEL11210.1016/j.lwt.2023.114495 ↗
41. Hsu, Y.-C., and Yang, C.-Y. (2024). Assessment of Ethanolic Extraction of Chlorogenic Acid, Cynarin, and Polyphenols from Burdock (Arctium lappa L.) Roots Under Ultrasound. Molecules, 29.10.3390/molecules29215115 ↗
42. Effect of pressure liquid extraction and ultrasonic irradiation frequency on inulin, phenolic content and antioxidant activity in burdock (Arctium lappa L.) ROOTS10.24326/asphc.2020.3.11 ↗
43. Cravotto, C., Fabiano-Tixier, A.S., Claux, O., Rapinel, V., Tomao, V., Stathopoulos, P., Skaltsounis, A.L., Tabasso, S., Jacques, L., and Chemat, F. (2022). Higher Yield and Polyphenol Content in Olive Pomace Extracts Using 2-Methyloxolane as Bio-Based Solvent. Foods, 11.10.3390/foods11091357 ↗
44. A Pathway to Improve Detoxification Processes by Selective Extraction of Phenols and Sugars from Aqueous Media Using Sustainable Solvents10.1016/j.seppur.2022.121675 ↗
45. Evaluation of Bio-Based Solvents for Phenolic Acids Extraction from Aqueous Matrices10.1016/j.molliq.2021.116930 ↗
46. Maillard Reaction Chemistry in Formation of Critical Intermediates and Flavour Compounds and Their Antioxidant Properties10.1016/j.foodchem.2022.133416 ↗
47. Alvarez-Rivera, G., Bueno, M., Ballesteros-Vivas, D., Mendiola, J.A., and Ibañez, E. (2020). Pressurized Liquid Extraction. Liquid-Phase Extraction, Elsevier.10.1016/B978-0-12-816911-7.00013-X ↗
48. Pérez-Ochoa, M.L., Vera-Guzmán, A.M., Mondragón-Chaparro, D.M., Sandoval-Torres, S., Carrillo-Rodríguez, J.C., Mayek-Pérez, N., and Chávez-Servia, J.L. (2023). Effects of Annual Growth Conditions on Phenolic Compounds and Antioxidant Activity in the Roots of Eryngium Montanum. Plants, 12.10.3390/plants12183192 ↗
49. Bai, H., Jiang, S., Liu, J., Tian, Y., Zheng, X., Wang, S., Xie, Y., Li, Y., and Jia, P. (2023). Planting Conditions Can Enhance the Bioactivity of Mulberry by Affecting Its Composition. Front. Plant Sci., 14.10.3389/fpls.2023.1133062 ↗
50. Exploring Phenolic Compounds as Natural Stress Alleviators in Plants- a Comprehensive Review10.1016/j.pmpp.2024.102383 ↗
51. Divekar, P.A., Narayana, S., Divekar, B.A., Kumar, R., Gadratagi, B.G., Ray, A., Singh, A.K., Rani, V., Singh, V., and Singh, A.K. (2022). Plant Secondary Metabolites as Defense Tools against Herbivores for Sustainable Crop Protection. Int. J. Mol. Sci., 23.10.3390/ijms23052690 ↗
52. Rodriguez (2018). Zunino Optimización de Ensayos de Inhibición de Acetilcolinesterasa En Insectos. Rev. Fac. Cienc. Exactas Físicas Nat., 5, 2362–2539.
53. Effects of Altitude and Aerosol on UV Radiation10.1029/2005JD006444 ↗
54. Altitudinal Variation of Secondary Metabolites in Flowering Heads of the Asteraceae: Trends and Causes10.1007/s11101-009-9143-7 ↗
55. Influence of Altitudinal Variation on the Total Phenolic and Flavonoid Content of Acacia and Ziziphus Honey10.1080/10942912.2020.1842445 ↗
56. Caffeoylquinic Acids: Chemistry, Biosynthesis, Occurrence, Analytical Challenges, and Bioactivity10.1111/tpj.15390 ↗
57. Cynarin, a Caffeoylquinic Acid Derivative in Artichoke, Inhibits Exocytotic Glutamate Release from Rat Cortical Nerve Terminals (Synaptosomes)10.1016/j.neuint.2023.105537 ↗
58. Identification of a Dicaffeoylquinic Acid Isomer from Arctium lappa with a Potent Anti-Ulcer Activity10.1016/j.talanta.2014.11.068 ↗
59. Zheng, Z., Wang, X., Liu, P., Li, M., Dong, H., and Qiao, X. (2018). Semi-Preparative Separation of 10 Caffeoylquinic Acid Derivatives Using High Speed Counter-Current Chromatogaphy Combined with Semi-Preparative HPLC from the Roots of Burdock (Arctium lappa L.). Molecules, 23.10.3390/molecules23020429 ↗
60. Overview of the Anti-Inflammatory Effects, Pharmacokinetic Properties and Clinical Efficacies of Arctigenin and Arctiin from Arctium lappa L10.1038/aps.2018.32 ↗
61. Photoprotective Effect of Arctiin against Ultraviolet B-Induced Damage in HaCaT Keratinocytes Is Mediated by microRNA Expression Changes10.3892/mmr.2014.2326 ↗
62. A Systematic Review on the Neuroprotective Perspectives of Beta-caryophyllene10.1002/ptr.6199 ↗
63. Antioxidant, Anti-Inflammatory, Antiproliferative and Antimycobacterial Activities of the Essential Oil of Psidium Guineense Sw. and Spathulenol10.1016/j.jep.2017.08.030 ↗
64. Spathulenol Attenuates 6-Hydroxydopamine Induced Neurotoxicity in SH-SY5Y Neuroblastoma Cells10.1016/j.genrep.2021.101396 ↗
65. The Essential Oil Composition of Arctium lappa Root and Leaf
66. Barnes, J., Anderson, L.A., and Phillipson, J.D. (2007). Herbal Medicine, Pharmaceutical Press. [3rd ed.].
67. Arctium lappa L. (Asteraceae): Bardane10.1007/s10298-013-0827-1 ↗
68. Metabolic Profile of the Bioactive Compounds of Burdock (Arctium lappa) Seeds, Roots and Leaves10.1016/j.jpba.2009.03.018 ↗
69. Burdock (Arctium lappa L.) Roots as a Source of Inulin-Type Fructans and Other Bioactive Compounds: Current Knowledge and Future Perspectives for Food and Non-Food Applications10.1016/j.foodres.2020.109889 ↗
70. Fideles, S.O.M., De Cássia Ortiz, A., Buchaim, D.V., De Souza Bastos Mazuqueli Pereira, E., Parreira, M.J.B.M., De Oliveira Rossi, J., Da Cunha, M.R., De Souza, A.T., Soares, W.C., and Buchaim, R.L. (2023). Influence of the Neuroprotective Properties of Quercetin on Regeneration and Functional Recovery of the Nervous System. Antioxidants, 12.10.3390/antiox12010149 ↗