Extraction and Purification of Eriocitrin from Mentha piperita
Year 2024,
Volume: 9 Issue: 2, 119 - 128, 29.12.2024
Duygu Mısırlı
,
Merve Soy
,
Zafer Ömer Özdemir
,
Mahfuz Elmastas
Abstract
Currently, the practice of using plants for treatment is a multidisciplinary field referred to as "phytotherapy." The presence of secondary metabolites in plants is one of the main reasons for their utilization in the pharmaceutical sector. Research assessing the scientific use of plants utilized in Traditional and Complementary Medicine (GETAT) inside modern medicine would enhance the healthcare system by delivering highly efficient pharmacological molecules with minimal adverse effects, potentially stimulating the country's economy. In this article, the levels of 16 specific phenolic compounds in Mentha piperita, Mentha dumoretum, Mentha spicata and Mentha villosa nervata were investigated and the purification of eriocitrine from Mentha piperita was attempted. Eriocitrin is a secondary metabolite that has been shown to have various benefits for human health. The process of purifying bioflavonoid combinations containing Eriocitrin from local natural sources is becoming increasingly important. The HPLC analysis revealed that the Butanol extract of Mentha piperita contained the highest concentrations of eriocitrin. Therefore, the purification process was carried out utilizing these extracts obtained from Mentha piperita. This research has yielded eriocitrin with a purity of 92%.
Ethical Statement
This work has received financial support from the Scientific research projects Coordination of University of Health Sciences Turkey under Project Number 2022/47.
Supporting Institution
Scientific research projects Coordination of University of Health Sciences Turkey
Thanks
The authors thank the Scientific Research Projects Coordination Unit of the University of Health Sciences Turkey for financial support.
References
- Akşit, H., Çelik, S. M., Şen, Ö., Erenler, R., Demirtaş, I., Telci, I., & Elmastaş, M. (2014). Complete isolation and characterization of polar portion of Mentha dumetorum water extract. Records of Natural Products, 8(3).
- Ángeles Ávila-Gálvez, M., Antonio Giménez-Bastida, J., González-Sarrías, A., & Espín, J. C. (2021). New Insights into the Metabolism of the Flavanones Eriocitrin and Hesperidin: A Comparative Human Pharmacokinetic Study. Antioxidants, 10(3).
- Areias, F. M., Valentão, P., Andrade, P. B., Ferreres, F., & Seabra, R. M. (2001). Phenolic fingerprint of peppermint leaves. Food Chemistry, 73(3). https://doi.org/10.1016/S0308-8146(00)00302-2
- Athanasiadis, V., Palaiogiannis, D., Grigorakis, S., Bozinou, E., Lalas, S. I., & Makris, D. P. (2023). Food-grade deep eutectic solvent extraction of antioxidant polyphenols from peppermint (Mentha × piperita L.): Screening, optimization and metabolite profile. Journal of Applied Research on Medicinal and Aromatic Plants, 33. https://doi.org/10.1016/j.jarmap.2022.100456
- Atoui, A. K., Mansouri, A., Boskou, G., & Kefalas, P. (2005). Tea and herbal infusions: Their antioxidant activity and phenolic profile. Food Chemistry, 89(1). https://doi.org/10.1016/j.foodchem.2004.01.075
- Demirtas, I., Erenler, R., Elmastas, M., & Goktasoglu, A. (2013). Studies on the antioxidant potential of flavones of Allium vineale isolated from its water-soluble fraction. Food Chemistry, 136(1), 34–40. https://doi.org/10.1016/j.foodchem.2012.07.086
- Dorman, H. J. D., Koşar, M., Kahlos, K., Holm, Y., & Hiltunen, R. (2003). Antioxidant properties and composition of aqueous extracts from Mentha species, hybrids, varieties, and cultivars. Journal of Agricultural and Food Chemistry, 51(16). https://doi.org/10.1021/jf034108k
- Duband, F., Carnat, A. P., Carnat, A., Petitjean-Freytet, C., Clair, G., & Lamaison, J. L. (1992). COMPOSITION AROMATIQUE ET POLYPHENOLIQUE DE L’INFUSE DE MENTHE, MENTHA X PIPERITA L. Annales Pharmaceutiques Francaises, 50(3).
- Erenler, R., Yıldız, İ., Geçer, E. N., Yıldırım Kocaman, A., Alma, M. H., Demirtas, İ., Başar, Y., Hosaflıoğlu, İ., & Behçet, L. (2024). Phytochemical analyses of Ebenus haussknechtii flowers: Quantification of phenolics, antioxidants effect, and molecular docking studies. Bütünleyici ve Anadolu Tıbbı Dergisi, 5(2), 1–9. https://doi.org/10.53445/batd.1479874
- Fatih, B., Madani, K., Chibane, M., & Duez, P. (2017). Chemical Composition and Biological Activities of Mentha Species. In Aromatic and Medicinal Plants - Back to Nature. InTech. https://doi.org/10.5772/67291
- Fecka, I., & Turek, S. (2007). Determination of water-soluble polyphenolic compounds in commercial herbal teas from Lamiaceae: Peppermint, melissa, and sage. Journal of Agricultural and Food Chemistry, 55(26), 10908–10917. https://doi.org/10.1021/jf072284d
- Ferreira, P. S., Manthey, J. A., Nery, M. S., & Cesar, T. B. (2021). Pharmacokinetics and Biodistribution of Eriocitrin in Rats. Journal of Agricultural and Food Chemistry, 69(6).
- Ferreira, P. S., Manthey, J. A., Nery, M. S., Spolidorio, L. C., & Cesar, T. B. (2020). Low doses of eriocitrin attenuate metabolic impairment of glucose and lipids in ongoing obesogenic diet in mice. Journal of Nutritional Science. https://doi.org/10.1017/jns.2020.52
- Guédon, D. J., & Pasquier, B. P. (1994). Analysis and Distribution of Flavonoid Glycosides and Rosmarinic Acid in 40 Mentha X piperita Clones. Journal of Agricultural and Food Chemistry, 42(3). https://doi.org/10.1021/jf00039a015
- Guo, G., Shi, W., Shi, F., Gong, W., Li, F., Zhou, G., & She, J. (2019). Anti-inflammatory effects of eriocitrin against the dextran sulfate sodium–induced experimental colitis in murine model. Journal of Biochemical and Molecular Toxicology, 33(11).
- Kapp, K., Hakala, E., Orav, A., Pohjala, L., Vuorela, P., Püssa, T., Vuorela, H., & Raal, A. (2013). Commercial peppermint (Mentha×piperita L.) teas: Antichlamydial effect and polyphenolic composition. Food Research International, 53(2), 758–766. https://doi.org/10.1016/j.foodres.2013.02.015
- Kwon, E. Y., & Choi, M. S. (2020). Eriocitrin Improves Adiposity and Related Metabolic Disorders in High-Fat Diet-Induced Obese Mice. Journal of Medicinal Food, 23(2).
- Liu, J., Huang, H., Huang, Z., Ma, Y., Zhang, L., He, Y., Li, D., Liu, W., Goodin, S., Zhang, K., & Zheng, X. (2019). Eriocitrin in combination with resveratrol ameliorates LPS-induced inflammation in RAW264.7 cells and relieves TPA-induced mouse ear edema. Journal of Functional Foods, 56, 321–332. https://doi.org/10.1016/j.jff.2019.03.008
- Saka, A. K., Uğur, A., & Açıkgöz, M. A. (2024). Assessment of Agronomic Traits and Essential Oil Yield in Various Local Mint (Mentha piperita L.) Genotypes. Akademik Ziraat Dergisi, 13(1), 1–12. https://doi.org/10.29278/azd.1465733
- Sroka, Z., Fecka, I., & Cisowski, W. (2005). Antiradical and Anti-H2O2 Properties of Polyphenolic Compounds from an Aqueous Peppermint Extract. Zeitschrift Fur Naturforschung - Section C Journal of Biosciences, 60(11–12). https://doi.org/10.1515/znc-2005-11-1203
- Talhaoğlu, D. (2021). Geleneksel ve Tamamlayıcı Tedavi Uygulamaları. Bütünleyici ve Anadolu Tıbbı Dergisi, 3(1), 16–29. https://doi.org/10.53445/batd.945893
- Teğin, İ., Hallaç, B., Özden, H., & Fidan, M. (2022). Determination of Metal Content and Biological Activities of Radish Plant Consumed as Turnip by Public in Siirt Region. Open Journal of Nano, 7(1), 26–30. https://doi.org/10.56171/ojn.1035703
- Uçar, D., Tayfun, K., Müslümanoğlu, A. Y., & Kalaycı, M. Z. (2020). Koronavirüs ve Fitoterapi. Bütünleyici Ve Anadolu Tıbbı Dergisi, 1(2), 49–57.
- Yadav, S., Pandey, A., & Mali, S. N. (2024). From lab to nature: Recent advancements in the journey of gastroprotective agents from medicinal chemistry to phytotherapy. In European Journal of Medicinal Chemistry (Vol. 272). Elsevier Masson s.r.l. https://doi.org/10.1016/j.ejmech.2024.116436
- Yesilada, E. (2005). Past and future contributions to traditional medicine in the health care system of the Middle-East. In Journal of Ethnopharmacology (Vol. 100, Issues 1–2, pp. 135–137). Elsevier Ireland Ltd. https://doi.org/10.1016/j.jep.2005.06.003
Mentha piperita'dan Eriositrin'in Ekstraksiyonu ve Saflaştırılması
Year 2024,
Volume: 9 Issue: 2, 119 - 128, 29.12.2024
Duygu Mısırlı
,
Merve Soy
,
Zafer Ömer Özdemir
,
Mahfuz Elmastas
Abstract
Günümüzde, bitkileri tedavi amaçlı kullanma uygulaması "fitoterapi" olarak adlandırılan çok disiplinli bir alandır. Bitkilerdeki sekonder metabolitlerin varlığı, bunların ilaç sektöründe kullanılmasının başlıca nedenlerinden biridir. Geleneksel ve Tamamlayıcı Tıpta (GETAT) kullanılan bitkilerin modern tıpta bilimsel kullanımını değerlendiren araştırmalar, en az yan etkiye sahip yüksek verimli farmakolojik moleküller sunarak sağlık sistemini geliştirecek ve potansiyel olarak ülke ekonomisini canlandıracaktır. Bu makalede Mentha piperita, Mentha dumoretum, Mentha spicata ve Mentha villosa nervata'daki 16 spesifik fenolik bileşiğin düzeyleri araştırılmıştır ve Mentha piperita'dan eriositrin saflaştırılmasına çalışılmıştır. Eriositrin insan sağlığı için çeşitli faydaları bulunduğu gösterilmiş bir sekonder metabolittir. Yerel doğal kaynaklardan Eriositrin içeren biyoflavonoid kombinasyonlarının saflaştırılması süreci giderek daha önemli hale gelmektedir. HPLC analizi, Mentha piperita'nın Butanol özütünün en yüksek eriocitrin konsantrasyonlarını içerdiğini ortaya koymuştur. Bu nedenle, saflaştırma işlemi Mentha piperita'dan elde edilen bu özütler kullanılarak gerçekleştirilmiştir. Bu araştırma sonucunda %92 saflıkta eriositrin elde edilmiştir.
Ethical Statement
Bu çalışma Sağlık Bilimleri Üniversitesi Bilimsel Araştırma Projeleri Koordinasyon Birimi'nin 2022/47 Proje Numarası ile finansal destek almıştır.
Supporting Institution
Sağlık Bilimleri Üniversitesi Bilimsel Araştırma Projeleri Koordinasyon Birimi
Thanks
Yazarlar finansal desteği için Sağlık Bilimleri Üniversitesi Bilimsel Araştırma Projeleri Koordinasyon Birimine teşekkür ederler.
References
- Akşit, H., Çelik, S. M., Şen, Ö., Erenler, R., Demirtaş, I., Telci, I., & Elmastaş, M. (2014). Complete isolation and characterization of polar portion of Mentha dumetorum water extract. Records of Natural Products, 8(3).
- Ángeles Ávila-Gálvez, M., Antonio Giménez-Bastida, J., González-Sarrías, A., & Espín, J. C. (2021). New Insights into the Metabolism of the Flavanones Eriocitrin and Hesperidin: A Comparative Human Pharmacokinetic Study. Antioxidants, 10(3).
- Areias, F. M., Valentão, P., Andrade, P. B., Ferreres, F., & Seabra, R. M. (2001). Phenolic fingerprint of peppermint leaves. Food Chemistry, 73(3). https://doi.org/10.1016/S0308-8146(00)00302-2
- Athanasiadis, V., Palaiogiannis, D., Grigorakis, S., Bozinou, E., Lalas, S. I., & Makris, D. P. (2023). Food-grade deep eutectic solvent extraction of antioxidant polyphenols from peppermint (Mentha × piperita L.): Screening, optimization and metabolite profile. Journal of Applied Research on Medicinal and Aromatic Plants, 33. https://doi.org/10.1016/j.jarmap.2022.100456
- Atoui, A. K., Mansouri, A., Boskou, G., & Kefalas, P. (2005). Tea and herbal infusions: Their antioxidant activity and phenolic profile. Food Chemistry, 89(1). https://doi.org/10.1016/j.foodchem.2004.01.075
- Demirtas, I., Erenler, R., Elmastas, M., & Goktasoglu, A. (2013). Studies on the antioxidant potential of flavones of Allium vineale isolated from its water-soluble fraction. Food Chemistry, 136(1), 34–40. https://doi.org/10.1016/j.foodchem.2012.07.086
- Dorman, H. J. D., Koşar, M., Kahlos, K., Holm, Y., & Hiltunen, R. (2003). Antioxidant properties and composition of aqueous extracts from Mentha species, hybrids, varieties, and cultivars. Journal of Agricultural and Food Chemistry, 51(16). https://doi.org/10.1021/jf034108k
- Duband, F., Carnat, A. P., Carnat, A., Petitjean-Freytet, C., Clair, G., & Lamaison, J. L. (1992). COMPOSITION AROMATIQUE ET POLYPHENOLIQUE DE L’INFUSE DE MENTHE, MENTHA X PIPERITA L. Annales Pharmaceutiques Francaises, 50(3).
- Erenler, R., Yıldız, İ., Geçer, E. N., Yıldırım Kocaman, A., Alma, M. H., Demirtas, İ., Başar, Y., Hosaflıoğlu, İ., & Behçet, L. (2024). Phytochemical analyses of Ebenus haussknechtii flowers: Quantification of phenolics, antioxidants effect, and molecular docking studies. Bütünleyici ve Anadolu Tıbbı Dergisi, 5(2), 1–9. https://doi.org/10.53445/batd.1479874
- Fatih, B., Madani, K., Chibane, M., & Duez, P. (2017). Chemical Composition and Biological Activities of Mentha Species. In Aromatic and Medicinal Plants - Back to Nature. InTech. https://doi.org/10.5772/67291
- Fecka, I., & Turek, S. (2007). Determination of water-soluble polyphenolic compounds in commercial herbal teas from Lamiaceae: Peppermint, melissa, and sage. Journal of Agricultural and Food Chemistry, 55(26), 10908–10917. https://doi.org/10.1021/jf072284d
- Ferreira, P. S., Manthey, J. A., Nery, M. S., & Cesar, T. B. (2021). Pharmacokinetics and Biodistribution of Eriocitrin in Rats. Journal of Agricultural and Food Chemistry, 69(6).
- Ferreira, P. S., Manthey, J. A., Nery, M. S., Spolidorio, L. C., & Cesar, T. B. (2020). Low doses of eriocitrin attenuate metabolic impairment of glucose and lipids in ongoing obesogenic diet in mice. Journal of Nutritional Science. https://doi.org/10.1017/jns.2020.52
- Guédon, D. J., & Pasquier, B. P. (1994). Analysis and Distribution of Flavonoid Glycosides and Rosmarinic Acid in 40 Mentha X piperita Clones. Journal of Agricultural and Food Chemistry, 42(3). https://doi.org/10.1021/jf00039a015
- Guo, G., Shi, W., Shi, F., Gong, W., Li, F., Zhou, G., & She, J. (2019). Anti-inflammatory effects of eriocitrin against the dextran sulfate sodium–induced experimental colitis in murine model. Journal of Biochemical and Molecular Toxicology, 33(11).
- Kapp, K., Hakala, E., Orav, A., Pohjala, L., Vuorela, P., Püssa, T., Vuorela, H., & Raal, A. (2013). Commercial peppermint (Mentha×piperita L.) teas: Antichlamydial effect and polyphenolic composition. Food Research International, 53(2), 758–766. https://doi.org/10.1016/j.foodres.2013.02.015
- Kwon, E. Y., & Choi, M. S. (2020). Eriocitrin Improves Adiposity and Related Metabolic Disorders in High-Fat Diet-Induced Obese Mice. Journal of Medicinal Food, 23(2).
- Liu, J., Huang, H., Huang, Z., Ma, Y., Zhang, L., He, Y., Li, D., Liu, W., Goodin, S., Zhang, K., & Zheng, X. (2019). Eriocitrin in combination with resveratrol ameliorates LPS-induced inflammation in RAW264.7 cells and relieves TPA-induced mouse ear edema. Journal of Functional Foods, 56, 321–332. https://doi.org/10.1016/j.jff.2019.03.008
- Saka, A. K., Uğur, A., & Açıkgöz, M. A. (2024). Assessment of Agronomic Traits and Essential Oil Yield in Various Local Mint (Mentha piperita L.) Genotypes. Akademik Ziraat Dergisi, 13(1), 1–12. https://doi.org/10.29278/azd.1465733
- Sroka, Z., Fecka, I., & Cisowski, W. (2005). Antiradical and Anti-H2O2 Properties of Polyphenolic Compounds from an Aqueous Peppermint Extract. Zeitschrift Fur Naturforschung - Section C Journal of Biosciences, 60(11–12). https://doi.org/10.1515/znc-2005-11-1203
- Talhaoğlu, D. (2021). Geleneksel ve Tamamlayıcı Tedavi Uygulamaları. Bütünleyici ve Anadolu Tıbbı Dergisi, 3(1), 16–29. https://doi.org/10.53445/batd.945893
- Teğin, İ., Hallaç, B., Özden, H., & Fidan, M. (2022). Determination of Metal Content and Biological Activities of Radish Plant Consumed as Turnip by Public in Siirt Region. Open Journal of Nano, 7(1), 26–30. https://doi.org/10.56171/ojn.1035703
- Uçar, D., Tayfun, K., Müslümanoğlu, A. Y., & Kalaycı, M. Z. (2020). Koronavirüs ve Fitoterapi. Bütünleyici Ve Anadolu Tıbbı Dergisi, 1(2), 49–57.
- Yadav, S., Pandey, A., & Mali, S. N. (2024). From lab to nature: Recent advancements in the journey of gastroprotective agents from medicinal chemistry to phytotherapy. In European Journal of Medicinal Chemistry (Vol. 272). Elsevier Masson s.r.l. https://doi.org/10.1016/j.ejmech.2024.116436
- Yesilada, E. (2005). Past and future contributions to traditional medicine in the health care system of the Middle-East. In Journal of Ethnopharmacology (Vol. 100, Issues 1–2, pp. 135–137). Elsevier Ireland Ltd. https://doi.org/10.1016/j.jep.2005.06.003