Recuperación de elagitaninos de Eucalyptus camaldulensis: Comparación de tecnologías híbridas convencionales y emergentes, su efecto antioxidante y antigiardia

Autores/as

  • Eliseo Sánchez-Loredo Food Research Department, School of Chemistry, Autonomous University of Coahuila, Ing. José Cárdenas Valdés, República Ote, C.P. 25280, Saltillo, Coahuila, Mexico. https://orcid.org/0009-0009-8014-4461
  • Luis Enrique Estrada-Gil Food Research Department, School of Chemistry, Autonomous University of Coahuila, Ing. José Cárdenas Valdés, República Ote, C.P. 25280, Saltillo, Coahuila, Mexico. https://orcid.org/0000-0003-2828-2284
  • Leonardo Sepúlveda Food Research Department, School of Chemistry, Autonomous University of Coahuila, Ing. José Cárdenas Valdés, República Ote, C.P. 25280, Saltillo, Coahuila, Mexico. https://orcid.org/0000-0003-2596-8301
  • Jorge E. Wong-Paz School of Professional Studies Huasteca Zone, Autonomous University of San Luis Potosí. Ro-mualdo del Campo No 501, Rafael Curiel, C.P. 79060, Ciudad Valles, San Luis Potosí, Mexico. https://orcid.org/0000-0002-5866-2678
  • Lissethe Palomo-Ligas Food Research Department, School of Chemistry, Autonomous University of Coahuila, Ing. José Cárdenas Valdés, República Ote, C.P. 25280, Saltillo, Coahuila, Mexico. https://orcid.org/0000-0002-6399-5856
  • Raúl Rodríguez-Herrera Food Research Department, School of Chemistry, Autonomous University of Coahuila, Ing. José Cárdenas Valdés, República Ote, C.P. 25280, Saltillo, Coahuila, Mexico. https://orcid.org/0000-0002-6428-4925
  • Cristóbal N. Aguilar Food Research Department, School of Chemistry, Autonomous University of Coahuila, Ing. José Cárdenas Valdés, República Ote, C.P. 25280, Saltillo, Coahuila, Mexico. https://orcid.org/0000-0001-5867-8672
  • Juan A. Ascacio-Valdés Food Research Department, School of Chemistry, Autonomous University of Coahuila, Ing. José Cárdenas Valdés, República Ote, C.P. 25280, Saltillo, Coahuila, Mexico. https://orcid.org/0000-0001-6595-863X

DOI:

https://doi.org/10.18633/biotecnia.v27.2503

Palabras clave:

Elagitaninos, Giardia lamblia, Maceración, Ultrasonido-Microondas

Resumen

Eucalyptus camaldulensis es una planta que ofrece com puestos fenólicos con propiedades antioxidantes y antimicrobianas. El objetivo de este estudio fué comparar técnicas de extracción convencionales y emergentes para recuperar un conjunto de elagitaninos y evaluar sus actividades antioxidante y antiparasitaria. Se emplearon tres métodos de extracción en diferentes condiciones para determinar el método más eficaz para la obtención de compuestos fenólicos. La extracción que produjo el mayor número de compuestos fenólicos se sometió a purificación, identificación del perfil fenólico, evaluación del potencial antioxidante y actividad antiparasitaria contra Giardia lamblia. Los resultados indicaron que el método de extracción asistido por ultrasonidos y microondas fue el más eficaz y produjo siete compuestos, predominantemente elagitaninos. Además, permitió obtener una actividad antioxidante sobre DPPH de un IC₅₀ de 371.13 mg/L, para el ensayo de inhibición de la oxidación lipídica (LOI) IC₅₀ 173.09 mg/L, para el ensayo FRAP un contenido de 500 mq equivalentes de Trolox/L, y ABTS IC₅₀ 25.28 mg/L. Además, los elagitaninos consiguieron inhibir Giardia lamblia, alcanzando una actividad máxima de alrededor del 80 % a las 48 h. Esto sugiere que la extracción híbrida es eficaz para obtener elagitaninos con potencial antioxidante y actividad antiparasitaria a partir de Eucalyptus camaldulensis.

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Akbari, B., Baghaei-Yazdi, N., Bahmaie, M., & Mahdavi Abhari, F. 2022. The role of plant-derived natural antioxidants in reduction of oxidative stress. BioFactors. 48(3): 611–633.

Al-Sayed, E., & Esmat, A. 2016. Hepatoprotective and antioxidant effect of ellagitannins and galloyl esters isolated from Melaleuca styphelioides on carbon tetrachloride-induced hepatotoxicity in HepG2 cells. Pharmaceutical Biology. 54(9): 1727–1735.

Alara, O. R., Abdurahman, N. H., & Ukaegbu, C. I. 2021. Extraction of phenolic compounds: A review. Current Research in Food Science. 4(December 2020): 200–214.

Aleksic Sabo, V., & Knezevic, P. 2019. Antimicrobial activity of Eucalyptus camaldulensis Dehn. plant extracts and essential oils: A review. Industrial Crops and Products. 132(March 2019): 413–429.

Alghoraibi, I., Soukkarieh, C., Zein, R., Alahmad, A., Walter, J. G., & Daghestani, M. 2020. Aqueous extract of Eucalyptus camaldulensis leaves as reducing and capping agent in biosynthesis of silver nanoparticles. Inorganic and Nano-Metal Chemistry. 50(10): 895–902.

Assaggaf, H. M., Mrabti, H. N., Rajab, B. S., Attar, A. A., Hamed, M., Sheikh, R. A., El Omari, N., Menyiy, N. El, Belmehdi, O., Mahmud, S., Alshahrani, M. M., Park, M. N., Kim, B., Zengin, G., & Bouyahya, A. 2022. Singular and Combined Effects of Essential Oil and Honey of In Vivo Findings. Molecules. 27(5121): 1-17.

Banc, R., Rusu, M. E., Filip, L., & Popa, D. S. 2023. The Impact of Ellagitannins and Their Metabolites through Gut Microbiome on the Gut Health and Brain Wellness within the Gut–Brain Axis. Foods. 12(2): 1-41.

Belwal, T., Chemat, F., Venskutonis, P. R., Cravotto, G., Jaiswal, D. K., Bhatt, I. D., Devkota, H. P., & Luo, Z. 2020. Recent advances in scaling-up of non-conventional extraction techniques: Learning from successes and failures. Trends in Analytical Chemistry. 127: 115895.

Bitwell, C., Indra, S. Sen, Luke, C., & Kakoma, M. K. 2023. A review of modern and conventional extraction techniques and their applications for extracting phytochemicals from plants. Scientific African. 19:1-19, e01585.

Boulekbache-Makhlouf, L., Slimani, S., & Madani, K. 2013. Total phenolic content, antioxidant and antibacterial activities of fruits of Eucalyptus globulus cultivated in Algeria. Industrial Crops and Products: 41(1): 85–89.

Cao-Ngoc, P., Leclercq, L., Rossi, J. C., Hertzog, J., Tixier, A. S., Chemat, F., Nasreddine, R., Banni, G. A. H. D., Nehme, R., Schmitt-Kopplin, P., & Cottet, H. 2020. Water-based extraction of bioactive principles from blackcurrant leaves and chrysanthellum americanum: A comparative Study. Foods. 9(10): 1–26.

Carlos, D. L. M. J., Leonardo, S., Jesús, M. C., Paola, M. R., Alejandro, Z. C., Juan, A. V., & Noé, A. C. 2020. Solid-state fermentation with aspergillus niger gh1 to enhance polyphenolic content and antioxidative activity of castilla rose (Purshia plicata). Plants. 9(11): 1–15.

Castillo-Reyes, F., De León-Juárez, E., Nery-Flores, S. D., Flores-Gallegos, A. C., Campos-Muzquiz, L. G., Ascacio-Valdés, J. A., & Rodríguez-Herrera, R. 2022. Polyphenols extraction from creosote bush, tarbush, and soursop using ultrasound-microwave and their effect against Alternaria alternata and Fusarium solani. Revista Mexicana de Fitopatología, Mexican Journal of Phytopathology. 40(3): 1–28.

Cheng, M., He, J., wang, H., Li, C., Wu, G., Zhu, K., Chen, X., Zhang, Y., & Tan, L. 2023. Comparison of microwave, ultrasound and ultrasound-microwave assisted solvent extraction methods on phenolic profile and antioxidant activity of extracts from jackfruit (Artocarpus heterophyllus Lam.) pulp. Foods Science and Technology. 173(December 2022): 1-10, 114395.

De La Rosa-Esteban, K., Sepúlveda, L., Chávez-González, M. L., Torres-León, C., Estrada-Gil, L. E., Aguilar, C. N., & Ascacio-Valdés, J. A. 2023. Valorization of Mexican Rambutan Peel through the Recovery of Ellagic Acid via Solid-State Fermentation Using a Yeast. Fermentation. 9(8): 1–13.

Delgado-Garcia, M., Gómez-Secundino, O., Rodríguez, J. A., Mateos-Díaz, J. C., Muller-Santos, M., Aguilar, C. N., & Camacho-Ruiz, R. M. 2023. Identification, Antioxidant Capacity, and Matrix Metallopeptidase 9 (MMP-9) In Silico Inhibition of Haloarchaeal Carotenoids from Natronococcus sp. and Halorubrum tebenquichense. Microorganisms. 11(9): 1-16.

El-Kady, A. M., Abdel-Rahman, I. A. M., Fouad, S. S., Allemailem, K. S., Istivan, T., Ahmed, S. F. M., Hasan, A. S., Osman, H. A., & Elshabrawy, H. A. 2021. Pomegranate peel extract is a potential alternative therapeutic for giardiasis. Antibiotics. 10(6): 1-15.

Era, M., Matsuo, Y., Saito, Y., & Tanaka, T. 2020. Production of ellagitannin hexahydroxydiphenoyl ester by spontaneous reduction of dehydrohexa-hydroxydiphenoyl ester. Molecules. 25(5): 1–14.

Estrada-Gil, L., Contreras-Esquivel, J. C., Flores-Gallegos, C., Zugasti-Cruz, A., Govea-Salas, M., Mata-Gómez, M. A., Rodríguez-Herrera, R., & Ascacio-Valdés, J. A. 2022. Recovery of Bioactive Ellagitannins by Ultrasound/Microwave-Assisted Extraction from Mexican Rambutan Peel (Nephelium lappaceum L.). Molecules. 27(5): 1-15.

Fauziah, N., Aviani, J. K., Agrianfanny, Y. N., & Fatimah, S. N. 2022. Intestinal Parasitic Infection and Nutritional Status in Children under Five Years Old: A Systematic Review. Tropical Medicine and Infectious Disease. 7(11): 1-26.

Garza-Ontiveros, M., Vargas-Villanueva, J. R., Gutiérrez-Gutiérrez, F., Nery-Flores, S. D., Ascacio-Valdés, J. A., Campos-Muzquiz, L. G., Rodriguez-Herrera, R., & Palomo-Ligas, L. 2024. In Silico and In Vitro Antigiardiasic Potential of Grape Pomace Polyphenols Extracted by Hybrid Microwave-Ultrasound Methodology. Revista Brasileira de Farmacognosia. 34(2): 313–327.

Gómez-Martínez, M., Ascacio-Valdés, J. A., Flores-Gallegos, A. C., González-Domínguez, J., Gómez-Martínez, S., Aguilar, C. N., Morlett-Chávez, J. A., & Rodríguez-Herrera, R. 2020. Location and tissue effects on phytochemical composition and in vitro antioxidant activity of Moringa oleifera. Industrial Crops and Products. 151(March 2020): 1-8, 112439.

González-González, G. M., Palomo-Ligas, L., Nery-Flores, S. D., Ascacio-Valdés, J. A., Sáenz-Galindo, A., Flores-Gallegos, A. C., Zakaria, Z. A., Aguilar, C. N., & Rodríguez-Herrera, R. 2022. Coffee pulp as a source for polyphenols extraction using ultrasound, microwave, and green solvents. Environmental Quality Management. June 2022: 1–11.

Gullón, B., Muñiz-Mouro, A., Lú-Chau, T. A., Moreira, M. T., Lema, J. M., & Eibes, G. 2019. Green approaches for the extraction of antioxidants from eucalyptus leaves. Industrial Crops and Products. 138(June 2019): 1-8, 111473.

Harkat-Madouri, L., Asma, B., Madani, K., Bey-Ould Si Said, Z., Rigou, P., Grenier, D., Allalou, H., Remini, H., Adjaoud, A., & Boulekbache-Makhlouf, L. 2015. Chemical composition, antibacterial and antioxidant activities of essential oil of Eucalyptus globulus from Algeria. Industrial Crops and Products. 78: 148–153.

Hasni, S., Rigane, G., Ghazghazi, H., Riguene, H., Bouallegue, A., Khedher, O., Oueslati, M. A., & Ben Salem, R. 2021. Optimum Conditions and LC-ESI-MS Analysis of Phenolic Rich Extract from Eucalyptus marginata L. Under Maceration and Ultrasound-Assisted Extraction Methods Using Response Surface Methodology. Journal of Food Quality. 2021: 1-14.

Hernández-Corroto, E., Plaza, M., Marina, M. L., & García, M. C. 2020. Sustainable extraction of proteins and bioactive substances from pomegranate peel (Punica granatum L.) using pressurized liquids and deep eutectic solvents. Innovative Food Science and Emerging Technologies. 60(December 2019): 1-11, 102314.

Hernández-Hernández, C., Aguilar, C. N., Flores-Gallegos, A. C., Sepúlveda, L., Rodríguez-Herrera, R., Morlett-Chávez, J., Govea-Salas, M., & Ascacio-Valdés, J. 2020. Preliminary testing of ultrasound/microwave-assisted extraction (U/M-AE) for the isolation of Geraniin from Nephelium lappaceum L. (Mexican Variety) peel. Processes. 8(5): 1–10.

Juárez‐saldivar, A., Barbosa‐cabrera, E., Lara‐ramírez, E. E., Paz‐gonzález, A. D., Martínez‐vázquez, A. V., Bocanegra‐garcía, V., Palos, I., Campillo, N. E., & Rivera, G. 2021. Virtual screening of fda‐approved drugs against triose phosphate isomerase from entamoeba histolytica and giardia lamblia identifies inhibitors of their trophozoite growth phase. International Journal of Molecular Sciences. 22(11): 1-8.

Machado-Carvalho, L., Martins, T., Aires, A., & Marques, G. 2023. Optimization of Phenolic Compounds Extraction and Antioxidant Activity from Inonotus hispidus Using Ultrasound-Assisted Extraction Technology. Metabolites. 13(4): 1-15.

Martemucci, G., Costagliola, C., Mariano, M., D’andrea, L., Napolitano, P., & D’Alessandro, A. G. 2022. Free Radical Properties, Source and Targets, Antioxidant Consumption and Health. Oxygen. 2(2): 48–78.

Morales-Luna, L., Hernández-Ochoa, B., Martínez-Rosas, V., Navarrete-Vázquez, G., Ortega-Cuellar, D., Rufino-González, Y., González-Valdez, A., Arreguin-Espinosa, R., Franco-Vásquez, A. M., Pérez de la Cruz, V., Enríquez-Flores, S., Martínez-Conde, C., Canseco-Ávila, L. M., Gómez-Chávez, F., & Gómez-Manzo, S. 2022. Giardia lamblia G6PD::6PGL Fused Protein Inhibitors Decrease Trophozoite Viability: A New Alternative against Giardiasis. International Journal of Molecular Sciences: 23(22): 1–20.

Munteanu, I. G., & Apetrei, C. 2021. Analytical methods used in determining antioxidant activity: A review. International Journal of Molecular Sciences. 22(7): 1-30.

Naviglio, D., Scarano, P., Ciaravolo, M., & Gallo, M. 2019. Rapid solid-liquid dynamic extraction (RSLDE): A powerful and greener alternative to the latest solid-liquid extraction techniques. Foods, 8(7): 1–22.

Nwabor, O. F., Singh, S., Syukri, D. M., & Voravuthikunchai, S. P. 2021. Bioactive fractions of Eucalyptus camaldulensis inhibit important foodborne pathogens, reduce listeriolysin O-induced haemolysis, and ameliorate hydrogen peroxide-induced oxidative stress on human embryonic colon cells. Food Chemistry. 344: 1–31.

Ordoñez-Torres, A., Torres-León, C., Hernández-Almanza, A., Flores-Guía, T., Luque-Contreras, D., Aguilar, C. N., & Ascacio-Valdés, J. 2021. Ultrasound-microwave-assisted extraction of polyphenolic compounds from Mexican “Ataulfo” mango peels: Antioxidant potential and identification by HPLC/ESI/MS. Phytochemical Analysis. 32(4): 495–502.

Osorio-Tobón, J. F. 2020. Recent advances and comparisons of conventional and alternative extraction techniques of phenolic compounds. Journal of Food Science and Technology. 57(12): 4299–4315.

Palomo-Ligas, L., Estrada-Camacho, J., Garza-Ontiveros, M., Vargas-Villanueva, J. R., Gutierrez-Gutierrez, F., Nery-Flores, S. D., Canas Montoya, J. A., Ascacio-Valdes, J., Campos-Muzquiz, L. G., & Rodriguez-Herrera, R. 2022. Polyphenolic extract from Punica granatum peel causes cytoskeleton-related damage on Giardia lamblia trophozoites in vitro. PeerJ. 10: 1–18.

Porter, L. J., Hrstich, L. N., & Chan, B. G. 1985. The conversion of procyanidins and prodelphinidins to cyanidin and delphinidin. Phytochemistry. 25(1): 223–230.

Ramić, M., Vidović, S., Zeković, Z., Vladić, J., Cvejin, A., & Pavlić, B. 2015. Modeling and optimization of ultrasound-assisted extraction of polyphenolic compounds from Aronia melanocarpa by-products from filter-tea factory. Ultrasonics Sonochemistry. 23: 360–368.

Rocchetti, G., Gregorio, R. P., Lorenzo, J. M., Barba, F. J., Oliveira, P. G., Prieto, M. A., Simal-Gandara, J., Mosele, J. I., Motilva, M. J., Tomas, M., Patrone, V., Capanoglu, E., & Lucini, L. 2022. Functional implications of bound phenolic compounds and phenolics–food interaction: A review. Comprehensive Reviews in Food Science and Food Safety. 21(2): 811–842.

Rosendal, E., Ouédraogo, C. J. W., Dicko, C., Dey, E. S., & Bonzi-Coulibaly, Y. L. 2020. Geographical variation in total phenolics, flavonoids and antioxidant activities of Eucalyptus camaldulensis leaves in Burkina Faso. African Journal of Pure and Applied Chemistry. 14(3): 51–59.

Silva, A., Silva, V., Igrejas, G., Aires, A., Falco, V., Valentão, P., & Poeta, P. 2023. Phenolic compounds classification and their distribution in winemaking by-products. European Food Research and Technology. 249(2): 207–239.

Singa, A. N., Ayoub, N., Al-Sayed, E., Martiskainen, O., Sinkkonen, J., & Pihlaja, K. 2011. Phenolic constituents of Eucalyptus camaldulensis Dehnh, with potential antioxidant and cytotoxic activities. Records of Natural Products. 5(4): 271–280.

Sun, W., & Shahrajabian, M. H. 2023. Therapeutic Potential of Phenolic Compounds in Medicinal Plants—Natural Health Products for Human Health. Molecules. 28(4): 1-43.

Tolmie, M., Bester, M. J., Serem, J. C., Nell, M., & Apostolides, Z. 2023. The potential antidiabetic properties of green and purple tea [Camellia sinensis (L.) O Kuntze], purple tea ellagitannins, and urolithins. Journal of Ethnopharmacology. 309(February 2023): 1-13.

Tuane, A., Paz, S., Luiza, A., Negris, C., Marreto, R. N., & Cardoso, E. 2021. Enhanced Skin Permeation of Punicalagin after Topical Application of Pluronic Micelles or Vesicles Loaded with Lafoensia pacari Extract. Planta med. March 2021.

Vargas-Villanueva, J. R., Gutiérrez-Gutiérrez, F., Garza-Ontiveros, M., Nery-Flores, S. D., Campos-Múzquiz, L. G., Vazquez-Obregón, D., Rodriguez-Herrera, R., & Palomo-Ligas, L. 2023. Tubulin as a potential molecular target for resveratrol in Giardia lamblia trophozoites, in vitro and in silico approaches. Acta Tropica, 248 (September 2023): 1-10.

Wong-Paz, J. E., Contreras-Esquivel, J. C., Rodríguez-Herrera, R., Carrillo-Inungaray, M. L., López, L. I., Nevárez-Moorillón, G. V., & Aguilar, C. N. 2015. Total phenolic content, in vitro antioxidant activity and chemical composition of plant extracts from semiarid Mexican region. Asian Pacific Journal of Tropical Medicine. 8(2): 104–111.

Xiao, S. Y., Wen, B. Q., Zhuang, H. Y., Wang, J. L., Tang, J., Chen, H. Z., Chen, X. X., & Cao, Y. 2012. Extraction and antitumor activity of pedunculagin from eucalyptus leaves. International Conference on Biomedical Engineering and Biotechnology. July 2012: 280–282.

Yadav, R., Mohapatra, D., Subeesh, A., Shabeer, T. P. A., & Giri, S. K. 2023. Optimization of sequential ultrasound-microwave assisted extraction of polyphenols-rich concrete from tuberose flowers through modelling. Process Biochemistry. 134: 175–185.

Yang, Y., Liu, M., Liu, C., Tang, S., Gu, D., Tian, J., Huang, D., & He, F. 2023. Ellagic acid from pomegranate peel: Consecutive countercurrent chromatographic separation and antioxidant effect. Biomedical Chromatography. 37(9): e5662.

Zhang, M. W., Zhang, R. F., Zhang, F. X., & Liu, R. H. 2010 . Phenolic profiles and antioxidant activity of black rice bran of different commercially available varieties. Journal of Agricultural and Food Chemistry. 58(13): 7580–7587.

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Publicado

2025-05-21

Cómo citar

Sánchez-Loredo, E., Estrada-Gil, L. E., Sepúlveda, L., Jorge E., Palomo-Ligas, L., Rodríguez-Herrera, R., … Ascacio-Valdés, J. A. (2025). Recuperación de elagitaninos de Eucalyptus camaldulensis: Comparación de tecnologías híbridas convencionales y emergentes, su efecto antioxidante y antigiardia. Biotecnia, 27, e2503. https://doi.org/10.18633/biotecnia.v27.2503

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