Antioxidant activity and phenolic acid constituents of two andean Hypericum L. species from Colombia
DOI:
https://doi.org/10.14719/pst.1790Keywords:
Hypericum juniperinum, Hypericum mexicanum, antioxidant activity, phenolic acids, radical scavengingAbstract
Antioxidant capacity of extracts of different polarity obtained from two Hypericum L. species (H. juniperinum and H. mexicanum) was assessed by means of total polyphenolic content (TPC), 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay, 2,2-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) assay, ferric reducing antioxidant power (FRAP) assay and oxygen radical absorbance capacity (ORAC) assay. Their phenolic acid composition was also determined by HPLC. The ethyl acetate extract of H. juniperinum was the most active in the ABTS, FRAP and TPC assays with 10867.48 ?mol TEAC/g, 242.80 mg AAE/g and 491.08 mg GAE/g respectively. On the other hand, the methanol extract obtained from H. mexicanum appeared as the most active extract in the DPPH assay (3714.23 ?mol TEAC/g). Similarly, the butanol fraction coming from the methanolic extract of H. mexicanum showed the highest activity in the ORAC assay (12910.06 ?mol TEAC/g). HPLC analysis of the extracts revealed the presence of phenolic acid compounds, such as chlorogenic (50.09 mg/g) and p-coumaric acids (63.36 mg/g) in H. mexicanum and p-coumaric acid (8.45 mg/g) in H. juniperinum. A high correlation between antioxidant activity and total polyphenol content was established. Specifically, H. mexicanum exhibited the highest ORAC capacity, which may be associated with the high content of chlorogenic and p-coumaric acids present in medium to polar extracts. Our results constitute a significant contribution to the study of antioxidant activity and the determination of the phenolic acid profile in both species. The analysed extracts showed promising antioxidant activity that could be useful in the pharmaceutical, cosmetic and food industries.
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References
Anraku M, Gebicki JM, Iohara D, Tomida H, Uekama K, Maruyama T, et al. Antioxidant activities of chitosans and its derivatives in in vitro and in vivo studies. Carbohydr Polym. 2018;199:141-49. https://doi.org/10.1016/j.carbpol.2018.07.016
Gioti EM, Fiamegos YC, Skalkos DC, Stalikas CD. Improved method for the in vitro assessment of antioxidant activity of plant extracts by headspace solid-phase microextraction and gas chromatography–electron capture detection. J Chromatogr A. 2007;1152(1):150-55. https://doi.org/10.1016/j.chroma.2007.01.124
Sindhi V, Vartika G, Kameshwar S, Sonal B, Reeta K, Neeti D. Potential applications of antioxidants – A review. J Pharm Res. 2013;7(9):828-35. https://doi.org/10.1016/j.jopr.2013.10.001
Dumanovi? J, Nepovimova E, Nati? M, Ku?a K, Ja?evi?, V. The significance of reactive oxygen species and antioxidant defense system in plants: A concise overview. Front Plant Sci. 2021;11:552969. https://doi.org/10.3389/fpls.2020.552969
Shahidi F, Ambigaipalan P. Phenolics and polyphenolics in foods, beverages and spices: antioxidant activity and health effects- A review. J Funct Foods. 2015;18(part B):820-97.https://doi.org/10.1016/j.jff.2015.06.018
Muhammad HA, Rababah T, Alhamad MN, Al-Mahasneh MA, Almajwal A, Gammoh S et al. A review of phenolic compounds in oil-bearing plants: Distribution, identification and occurrence of phenolic compounds. Food Chem. 2017;218:99-106. https://doi.org/10.1016/j.foodchem.2016.09.057
Crockett S, Robson V. Taxonomy and chemotaxonomy of the genus Hypericum. Med. Aromat Plant Sci Biotechnol. 2011;5(Special Issue 1):1-13.
Ernst E. Hypericum: The genus Hypericum. New York (USA): CRC Press; 1st Edition.
Robson NKB. Hypericum. In: Bernal R, Gradstein SR, Celis M (Editors). Catálogo de plantas y líquenes de Colombia [internet]. Instituto de Ciencias Naturales, Universidad Nacional de Colombia, Bogotá. 2014 December 20. [cited 2022 February 24]. Available from: http://catalogoplantasdecolombia.unal.edu.co.
Crockett S, Mariann E, Olaf K, Wolfgang S. Hypericum species in the paramos of central and south america: A special focus upon H. Irazuense Kuntze ex N. Robson. Phytochem Rev. 2010;9(2):255-69. https://doi.org/10.1007/s11101-009-9148-2
Corzo-Barragán DC, Gaitán-Vaca DM. Evaluación de la efectividad de distintas formulaciones de jabón con extracto de Hypericum mexicanum L. Rev Investig Agrar Ambient. 2017;8(1):131-38. https://doi.org/10.22490/21456453.1844
Gutiérrez M, Pineda M, García AX. Las maticas de mi región. [e-book]. 2nd Ed. Bogotá (Colombia): Jardín Botánico de Bogotá José Celestino Mutis; 2014 [cited 2022 February 24]. Available from: https://isbn.cloud/9789588576190/las-maticas-de-mi-region/
Abadía B, Parra SL. Plantas del páramo y sus usos para el buen vivir: Páramos de Guerrero y Rabanal. In: Menjura-Morales T, Vásquez C, (Editors). Buen vivir y usos de biodiversidad vegetal en comunidades campesinas de los páramos de Guerrero y Rabanal [e-book]. Bogotá (Colombia): Instituto de Investigación de Recursos Biológicos Alexander von Humboldt; 2016 [cited 2022 February 24]: 25. Available from: http://hdl.handle.net/20.500.11761/9277
Marquínez-Casas X, Mejía-Agudelo LA, Marín-Loaiza JC. Morfoanatomia e histoquímica de Hypericum juniperinum (Hypericaceae). Rev Biol Trop. 2019;67(6):1160-69, http://dx.doi.org/10.15517/rbt.v67i6.36072
Mejía-Agudelo LA, Rojas MA, Guerrero-Pabón MF, Ramos FA, Castellanos L, Marín-Loaiza JC. Antidepressant-like effects of methanol extract and fractions of Hypericum juniperinum Kunth in the forced swimming test. Phcog Mag. 2019;15(61):226-31. https://doi.org/10.4103/pm.pm_341_18
Mejía-Giraldo JC, Henao-Zuluaga K, Gallardo C, Atehortúa L, Puertas-Mejía M.A. Novel in vitro antioxidant and photoprotection capacity of plants from high altitude ecosystems of Colombia. Photochem Photobiol. 2016;.92(1):150-57. https://doi.org/10.1111/php.12543
Plazas-Gonzalez EA. Phytochemical screening and in vitro antibacterial activity of extracts and fractions from three Colombian species of the genus Hypericum. Rev Cubana Plant Med. 2017;22(1):1-14.
Tocci N, Weil T, Perenzoni D, Moretto M, Nürk N, Madriñán S et al. Potent antifungal properties of dimeric acylphloroglucinols from Hypericum mexicanum and mechanism of action of a highly active 3?-prenyl Uliginosin B. Metabolites. 2020;10(11):459. https://doi.org/10.3390/metabo10110459
Patiño-Bayona WR, Plazas E, Bustos-Cortes J.J, Prieto-Rodríguez J.A, Patiño-Ladino O.J. Essential oils of three Hypericum species from Colombia: chemical composition, insecticidal and repellent activity against Sitophilus zeamais Motsch.(Coleoptera: Curculionidae). Rec. Nat. Prod. 2021;15:111-121. http://doi.org/10.25135/rnp.192.20.05.1665
Saddiqe Z, Ismat N, Claire H, Asmita VP, Ghulam A. Phytochemical profile, antioxidant and antibacterial activity of four Hypericum species from the UK. S Afr J Bot. 2020;133:45-53. https://doi.org/10.1016/j.sajb.2020.05.018
Seyrekoglu F, Temiz H, Eser F, Yildirim C. Comparison of the antioxidant activities and major constituents of three Hypericum species (H. perforatum, H. scabrum and H. origanifolium) from Turkey. S African J Bot. 2022;146:723-27. https://doi.org/10.1016/j.sajb.2021.12.012
Gbate M, Ashamo OM, Kayode AL. Biopesticidal effect of partitioned extracts of Zanthoxylum zanthoxyloides (Lam.) Zepernick & Timler on Callosobruchus maculatus (Fab.). J Agric Stud. 2021;9(3):215-227. https://doi.org/10.5296/jas.v9i3.18867
Lucas BN, Dalla-Nora FM, Boeira CP, Verruck S, da Rosa CS. Determination of total phenolic compounds in plant extracts via Folin-Ciocalteu’s method adapted to the usage of digital images. Food Sci Technol Campinas. 2022;42(e35122,):1-6. https://doi.org/10.1590/fst.35122
Aliaño-González MJ, Barea-Sepúlveda M, Espada-Bellido E, Ferreiro-González M, López-Castillo JG, Palma M et al. Ultrasound-assisted extraction of total phenolic compounds and antioxidant activity in mushrooms. Agronomy. 2022;12(8):1812. https://doi.org/10.3390/agronomy12081812.
Cao QQ, Fu YQ, Zhang CB, Zhu Y, Yin JF, Granato D et al. Effect of brewing water on the antioxidant capacity of green tea infusion with DPPH assay. J Chem. 2022; 7736117, 8 pages. https://doi.org/10.1155/2022/7736117.
Meganathan B, Palanisamy CP, Panagal M. Antioxidant, antimicrobial and cytotoxicity potential of n-hexane extract of Cayratia trifolia L. Bioinformation. 2021;17(3):452-59. https://doi.org/10.6026/97320630017452.
Giordano A, Morales-Tapia P, Moncada-Basualto M, Pozo-Martínez J, Olea-Azar C, Nesic A et al. Polyphenolic composition and antioxidant activity (ORAC, EPR and Cellular) of different extracts of Argylia radiata vitroplants and natural roots. Molecules. 2022;27(3):610. https://doi.org/10.3390/molecules27030610
Munteanu IG, Apetrei C. Analytical methods used in determining antioxidant activity: A review. Int J Mol Sci. 2021;22(7):3380. https://doi.org/10.3390/ijms22073380
Somogyi A, Rosta K, Pusztai P, Tulassay Z, Nagy G. Antioxidant measurements. Physiol Meas. 2007;28(4):41-55. https://doi.org/10.1088/0967-3334/28/4/R01
Gulcin ?. Antioxidants and antioxidant methods: An updated overview. Arch Toxicol. 2020;94:(3):651-715. https://doi.org/10.1007/s00204-020-02689-3.
Cakir A, Mavi A, Y?ld?r?m A, Duru ME, Harmandar M, Kazaz C. Isolation and characterization of antioxidant phenolic compounds from the aerial parts of Hypericum hyssopifolium L. by activity-guided fractionation. J Ethnopharmacol. 2003;87(1):73-83. https://doi.org/10.1016/s0378-8741(03)00112-0
Wen-Yi K, Yan-Li S, Zhang L. ?-Glucosidase inhibitory and antioxidant properties and antidiabetic activity of Hypericum ascyron L. Med Chem Res. 2011;20(7):809-16. https://doi.org/10.1007/s00044-010-9391-5
Bernardi APM, López-Alarcón C, Aspée A, Rech SB, Von Poser GL, Bridi R et al. Antioxidant activity in southern Brazil Hypericum species. J Chil Chem Soc. 2008;53(4):1658-62. http://dx.doi.org/10.4067/S0717-97072008000400004
Hakimo?lu F, Göksel K, Zeki K, Murat K, Hilmi I. The effect of ethanol extract of Hypericum lysimachioides on lipid profile in hypercholesterolemic rabbits and its in vitro antioxidant activity. Atherosclerosis. 2007;192(1):113-22. https://doi.org/10.1016/j.atherosclerosis.2006.07.013
Göksel K, Murat K, Murat Y, Sevil E, Fidan H. Antioxidant activities of ethanol extracts of Hypericum triquetrifolium and Hypericum scabroides. Pharm Biol. 2008;46(4):231-42. https://doi.org/10.1080/13880200701739363
Mejia Agudelo LA. Estudio morfo-anatómico, fitoquímico y evaluación de la actividad sobre sistema nervioso central en modelo murino de Hypericum juniperinum (Kunth). Msc [dissertation]. Colombia: Universidad Nacional de Colombia-Sede Bogotá. 2017. Available from: https://repositorio.unal.edu.co/handle/unal/63371
Burda S, Oleszek W. Antioxidant and antiradical activities of flavonoids. J Agric Food Chem. 2001;49(6):2774-79. https://doi.org/10.1021/jf001413m.
Silva BA, Ferreres F, Malva JO, Dias ACP. Phytochemical and antioxidant characterization of Hypericum perforatum alcoholic extracts. Food Chem. 2005;90(1-2):157-67. https://doi.org/10.1016/j.foodchem.2004.03.049
Pier-Giorgio P. Flavonoids as antioxidants. J Nat Prod. 2000;63(7):1035-42. https://doi.org/10.1021/np9904509.
Gülçin ?, Fevzi T, Ramazan Ç, Mine B, Ahmet CG, Ummugulsum E. Pomological features, nutritional quality, polyphenol content analysis and antioxidant properties of domesticated and 3 wild ecotype forms of raspberries (Rubus idaeus L.). J Food Sci. 2011;76(4):C585-93. https://doi.org10.1111/j.1750-3841.2011.02142.x.
Samsonowicz M, Ewa R. Spectroscopic study of molecular structure, antioxidant activity and biological effects of metal hydroxyflavonol complexes. Spectrochim Acta A Mol Biomol Spectrosc. 2017;173:757-71. https://doi.org/10.1016/j.saa.2016.10.031
Gulcin I, Oktay M, Küfrevio?lu Ö?, Aslan A. Determinations of antioxidant activity of lichen Cetraria islandica (L.) Ach. J Ethnopharmacol. 2020;79(3):325-29. https://doi.org/10.1016/s0378-8741(01)00396-8
Toiu A, Vlase L, Dragoi CM, Vodnar D, Oniga I. Phytochemical analysis, antioxidant and antibacterial activities of Hypericum humifusum L. (Hypericaceae). Farmacia. 2016;64(5):663-67. Available from: https://farmaciajournal.com/wp-content/uploads/2016-05-art-03-Toiu_Vlase_Dragoi_Oniga_663-667.pdf
Rainha N, Lima E, Baptista J. Comparison of the endemic azorean Hypericum foliosum with other Hypericum species: Antioxidant activity and phenolic profile. Nat Prod Res. 2011;25(2):123-35. https://doi.org/10.1080/14786419.2010.512560
Napoli E, Siracusa L, Ruberto G, Carrubba A, Lazzara S, Speciale A, et al. Phytochemical profiles, phototoxic and antioxidant properties of eleven Hypericum species– A comparative study. Phytochemistry. 2018;152:162-73. https://doi.org/10.1016/j.phytochem.2018.05.003
Sroka Z, Cisowski W. Hydrogen peroxide scavenging, antioxidant and anti-radical activity of some phenolic acids. Food Chem Toxicol. 2003;41(6):753-58. https://doi.org/10.1016/S0278-6915(02)00329-0
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