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The influence of environmental variations on the phenolic compound profiles and antioxidant activity of two medicinal Patagonian valerians (Valeriana carnosa Sm. and V. clarionifolia Phil.)

  • Received: 11 November 2020 Accepted: 11 December 2020 Published: 15 December 2020
  • Valeriana carnosa and V. clarionifolia stand out as principal elements in the indigenous pharmacopeias of Patagonia; however, their phytochemical characterization is unknown. This study constitutes the starting point of a general project that aims to characterize secondary metabolites in these species. The variability of phenolic compounds in root ethanolic extracts was analyzed and compared for thirteen populations of V. carnosa and two of V. clarionifolia from the south of Argentinean Patagonia. Phenolic content was quantified by the Folin-Ciocalteu method and the putative phenolic compound profiles were investigated using HPLC-UV-MS. Antioxidant activity was evaluated through 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assays. Total phenolic content values ranged from 5.6 to 16.6 mg GAE/g in V. carnosa and 7.3 to 9.7 mg GAE/g in V. clarionifolia. Antioxidant evaluation results evidenced that the percentage of neutralized DPPH varied between 26% and 85% in V. carnosa and 39% and 58% in V. clarionifolia. A positive correlation between total phenolic content and antioxidant activity (r = 0.90) was observed. In V. carnosa total phenolic content was not correlated with altitude or latitude (p > 0.05), and chemical variability seems to be associated with genetic variability and/or different growing habitats (microclimatic conditions). However, the presence of some specific phenolic compounds was associated with latitude. In V. carnosa and V. clarionifolia 15 and 10 phenolic compounds were tentatively identified, respectively, and several of these are reported to have beneficial attributes from a phytomedical viewpoint. This study contributes to the phytochemical characterization project of these two medicinal valerians from Patagonia.

    Citation: Nicolas Nagahama, Bruno Gastaldi, Michael N. Clifford, María M. Manifesto, Renée H. Fortunato. The influence of environmental variations on the phenolic compound profiles and antioxidant activity of two medicinal Patagonian valerians (Valeriana carnosa Sm. and V. clarionifolia Phil.)[J]. AIMS Agriculture and Food, 2021, 6(1): 106-124. doi: 10.3934/agrfood.2021007

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  • Valeriana carnosa and V. clarionifolia stand out as principal elements in the indigenous pharmacopeias of Patagonia; however, their phytochemical characterization is unknown. This study constitutes the starting point of a general project that aims to characterize secondary metabolites in these species. The variability of phenolic compounds in root ethanolic extracts was analyzed and compared for thirteen populations of V. carnosa and two of V. clarionifolia from the south of Argentinean Patagonia. Phenolic content was quantified by the Folin-Ciocalteu method and the putative phenolic compound profiles were investigated using HPLC-UV-MS. Antioxidant activity was evaluated through 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assays. Total phenolic content values ranged from 5.6 to 16.6 mg GAE/g in V. carnosa and 7.3 to 9.7 mg GAE/g in V. clarionifolia. Antioxidant evaluation results evidenced that the percentage of neutralized DPPH varied between 26% and 85% in V. carnosa and 39% and 58% in V. clarionifolia. A positive correlation between total phenolic content and antioxidant activity (r = 0.90) was observed. In V. carnosa total phenolic content was not correlated with altitude or latitude (p > 0.05), and chemical variability seems to be associated with genetic variability and/or different growing habitats (microclimatic conditions). However, the presence of some specific phenolic compounds was associated with latitude. In V. carnosa and V. clarionifolia 15 and 10 phenolic compounds were tentatively identified, respectively, and several of these are reported to have beneficial attributes from a phytomedical viewpoint. This study contributes to the phytochemical characterization project of these two medicinal valerians from Patagonia.


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    [1] Borsini OE (1999) Valerianaceae. In: Correa MN (Ed.) Flora Patagónica. Col Cient Inst Nac Tec Agropec 8: 448-471.
    [2] Kutschker A (2011) Revisión del género Valeriana (Valerianaceae) en Sudamérica austral. Gayana Bot 68: 244-296.
    [3] Nagahama N, Bach H, Manifesto MM, et al. (2016) Valeriana gaimanensis (Valerianaceae nom. conserv.) a new species from the Patagonian semi-arid desert, Argentina. Syst Bot 41: 245-251.
    [4] Molares S, Ladio AH, Nagahama N (2018) Recent reports on ethnopharmacological and ethnobotanical studies of Valeriana carnosa Sm. (Valerianaceae). In: Martinez JL, Munoz-Acevedo A, et al. (Eds.). Ethnobotany: Local Knowledge and Traditions. CRC Press, Boca Raton, Florida, US, 90-102.
    [5] Nagahama N, Bonino MF (2020) Modelling the potential distribution of Valeriana carnosa in Argentinean Patagonia: a proposal for conservation and in situ cultivation considering climate change projections. J Appl Res Med Aromat Plants 16: 100240.
    [6] Kutschker A, Morrone JJ (2012) Distributional patterns of the species of Valeriana (Valerianaceae) in southern South America. Plant Syst Evol 298: 535-547.
    [7] Villalba R, Lara A, Boninsegna JA, et al. (2003) Large-scale temperature changes across the southern Andes: 20th-century variations in the context of the past 400 years. Clim Change 59: 177-232.
    [8] Bianchi E, Villalba R, Viale M, et al. (2016) New precipitation and temperature grids for northern Patagonia: Advances in relation to global climate grids. J Meteorol Res 30: 38-52.
    [9] Schultz J (2002) Biochemical ecology: how plants fight dirty. Nature 416: 267-267.
    [10] Ramakrishna A, Ravishankar GA (2011) Influence of abiotic stress signals on secondary metabolites in plants. Plant Signal Behav 6: 1720-1731.
    [11] Andola HC, Gaira KS, Rawal RS, et al. (2010) Habitat dependent variation in berberine content of Berberis asiática Roxb. Ex. DC. in Kumaon, western Himalaya. Chem Biodivers 7: 415-420.
    [12] Jugran AK, Bahukhandi A, Dhyani P, et al. (2016) Impact of altitudes and habitats on valerenic acid, total phenolics, flavonoids, tannins, and antioxidant activity of Valeriana jatamansi. Appl Biochem Biotech 179: 911-926.
    [13] Fonseca JM, Rushing JW, Rajapakse NC, et al. (2006) Potential implications of medicinal plant production in controlled environments: the case of feverfew (Tanacetum parthenium). HortScience 41: 531-535.
    [14] Pavarini DP, Pavarini SP, Niehues M, et al. (2012) Exogenous influences on plant secondary metabolite levels. Anim Feed Sci Tech 176: 5-16.
    [15] García D, Furlan MR, Diamante MS, et al. (2019) Promising phytochemical responses of Achyrocline satureioides (Lam.) DC. under various farming conditions. Ind Crop Prod 129: 440-447.
    [16] Binns SE, Arnason JT, Baum BR (2002) Phytochemical variation within populations of Echinacea angustifolia (Asteraceae). Biochem Syst Ecol 30: 837-854.
    [17] Figueiredo AC, Barroso JG, Pedro LG, et al. (2008) Factors affecting secondary metabolite production in plants: volatile components and essential oils. Flavour Frag J 23: 213-226.
    [18] Çırak C, Bertoli A, Pistelli L, et al. (2010) Essential oil composition and variability of Hypericum perforatum from wild populations of northern Turkey. Pharm Biol 48: 906-914.
    [19] Guajardo JJ, Gastaldi B, González SB, et al. (2018) Variability of phenolic compounds at different phenological stages in two populations of Valeriana carnosa Sm. (Valerianoideae, Caprifoliaceae) in Patagonia. Bol Latinoam Caribe 17: 381-393.
    [20] Zlatev ZS, Lidon FJ, Kaimakanova M (2012) Plant physiological responses to UV-B radiation. Emir J Food Agr 24: 481-501.
    [21] Apel K, Hirt H (2004) Reactive oxygen species: metabolism, oxidative stress, and signal transduction. Annu Rev Plant Biol 55: 373-399.
    [22] Laura A, Moreno-Escamilla JO, Rodrigo-García J, et al. (2019) Phenolic compounds, In: Postharvest physiology and biochemistry of fruits and vegetables, Woodhead Publishing, 253-271.
    [23] Bravo L (1998) Polyphenols: chemistry, dietary sources, metabolism, and nutritional significance. Nut Rev 56: 317e333.
    [24] Jackman RL, Smith JL (1996) Anthocyanins and betalains, In: Hendry GAF, Houghton JD, Natural Food Colorants, Eds, London, Blackie Academic & Professional, 249-250.
    [25] Crozier A, Clifford MN, Ashihara H (2006) Plant Secondary Metabolites: Occurrence. Structure and Role in the Human Diet, Oxford, Blackwells 26: 1001-1013.
    [26] Shahidi F, Janitha P, Wanasundara P (1992) Phenolic antioxidants. Crit Rev Food Sci 32: 67-103.
    [27] Piccinelli A, Arana S, Caceres A, et al. (2004) New lignans from the roots of Valeriana prionophylla with antioxidative and vasorelaxant activities. J Nat Prod 67: 1135-1140.
    [28] Russell W, Duthie G (2011) Plant secondary metabolites and gut health: the case for phenolic acids. Proc Nutr Soc 70: 389-396.
    [29] Surveswaran S, Cai Y, Corke H, et al. (2007) Systematic evaluation of natural phenolic antioxidants from Indian medicinal plants. Food Chem 102: 938-953.
    [30] Wojdylo A, Oszmiański J, Czemerys R (2007) Antioxidant activity and phenolic compounds in 32 selected herbs. Food Chem 105: 940-949.
    [31] Bhatt ID, Dauthal P, Rawat S, et al. (2012) Characterization of essential oil composition, phenolic content, and antioxidant properties in wild and planted individuals of Valeriana jatamansi Jones. Sci Hortic 136: 61-68.
    [32] Estomba D, Ladio A, Lozada M (2006) Medicinal wild plant knowledge and gathering patterns in a Mapuche community from North-western Patagonia. J Ethnopharmacol 103: 109-119.
    [33] Molares S, Ladio AH (2012) Plantas aromáticas con órganos subterráneos de importancia cultural en la Patagonia argentina: una aproximación a sus usos desde la etnobotánica, la percepción sensorial y la anatomía. Darwiniana 2012: 7-24.
    [34] Nagahama N, Manifesto MM, Fortunato RH (2019) Vegetative propagation and proposal for sustainable management of Valeriana carnosa Sm., a traditional medicinal plant from Patagonia. J Appl Res Med Aromat Plants 14: 100218.
    [35] Sumner LW, Amberg A, Barrett D, et al. (2007) Proposed minimum reporting standards for chemical analysis. Metabolomics 3: 211-221.
    [36] Chaisri P, Laoprom N (2017) Antioxidant properties and total phenolic content of selected traditional Thai medicinal plants. Thai Pharm Health Sci J 12: 10-18.
    [37] Gastaldi B, Assef Y, van Baren C, et al. (2016) Actividad antioxidante en infusiones, tinturas y aceites esenciales de especies nativas de la Patagonia Argentina. Rev Cub Plant Med 21: 51-62.
    [38] Simirgiotis MJ, Silva M, Becerra J, et al. (2012) Direct characterisation of phenolic antioxidants in infusions from four Mapuche medicinal plants by liquid chromatography with diode array detection (HPLC-DAD) and electrospray ionisation tandem mass spectrometry (HPLC-ESI-MS). Food Chem 131: 318-327.
    [39] Kaliora A, Kogiannou D, Kefalas P, et al. (2014) Phenolic profiles and antioxidant and anticarcinogenic activities of Greek herbal infusions; balancing delight and chemoprevention? Food Chem 142: 233-241.
    [40] Simirgiotis M, Benites J, Areche C, et al. (2015) Antioxidant capacities and analysis of phenolic compounds in three endemic Nolana species by HPLC-PDA-ESI-MS. Molecules 20: 11490-11507.
    [41] Navarrete A, Avula B, Choi YW, et al. (2006) Chemical fingerprinting of Valeriana species: simultaneous determination of valerenic acids, flavonoids, and phenylpropanoids using liquid chromatography with ultraviolet detection. J AOAC Int 89: 8-15.
    [42] Meinhart AD, Damin FM, Caldeirão L, et al. (2017) Chlorogenic acid isomer contents in 100 plants commercialized in Brazil. Food Res Int 99: 522-530.
    [43] Sen-Utsukarci B, Taskin T, Goger F, et al. (2019) Chemical composition and antioxidant, cytotoxic, and insecticidal potential of Valeriana alliariifolia in Turkey. Arch Ind Hyg Toxicol 70: 207-218.
    [44] Sarikurkcu C, Jeszka-Skowron M, Ozer MS (2020) Valeriana dioscoridis aerial parts' extracts - A new source of phytochemicals with antioxidant and enzyme inhibitory activities. Ind Crop Prod 148: 112273.
    [45] Mahibbur RM, Govindarajulu Z (1997) A modification of the test of Shapiro and Wilks for normality. J Appl Stat 24: 219-235.
    [46] Conover WJ (1999) Practical nonparametric statistics. New York: John Wiley and Sons, Inc.
    [47] Di Rienzo JA, Casanoves F, Balzarini MG, et al. (2015) InfoStat, v. 2015. Grupo InfoStat, Córdoba, Universidad Nacional de Córdoba.
    [48] Lester G, Lewers K, Medina M, et al. (2012) Comparative analysis of strawberry total phenolics via Fast Blue BB vs. Folin-Ciocalteu: Assay interference by ascorbic acid. J Food Compos Anal 27: 102-107.
    [49] Ludwig I, Bravo J, De Peña M, et al. (2013) Effect of sugar addition (torrefacto) during roasting process on antioxidant capacity and phenolics of coffee. LWT-Food Sci Technol 51: 553-559.
    [50] Muñoz-Bernal O, Torres-Aguirre G, Núñez-Gastélum J, et al. (2017) Nuevo acercamiento a la interacción del reactivo de Folin-Ciocalteu con azúcares durante la cuantificación de polifenoles totales. Revista TIP 20: 23-28.
    [51] Katsube T, Tabata H, Ohta Y, et al. (2004) Screening for antioxidant activity in edible plant products: Comparison of low-density lipoprotein oxidation assay, DPPH radical scavenging assay, and Folin-Ciocalteu assay. J Agric Food Chem 52: 2391-2396.
    [52] de Sousa SHB, de Andrade Mattietto R, Chisté RC, et al. (2018) Phenolic compounds are highly correlated to the antioxidant capacity of genotypes of Oenocarpus distichus Mart. fruits. Food Res Int 108: 405-412.
    [53] Djeridane A, Yousfi M, Nadjemi B, et al. (2006) Antioxidant activity of some Algerian medicinal plants extracts containing phenolic compounds. Food Chem 97: 654-660.
    [54] Katalinic V, Milos M, Jukic M (2006) Screening of 70 medicinal plant extracts for antioxidant capacity and total phenols. Food Chem 94: 550-557.
    [55] Ziani BE, Heleno SA, Bachari K, et al. (2019) Phenolic compounds characterization by LC-DAD-ESI/MSn and bioactive properties of Thymus algeriensis Boiss. & Reut. and Ephedra alata Decne. Food Res Int 116: 312-319.
    [56] Akula R, Ravishankar GA (2011) Influence of abiotic stress signals on secondary metabolites in plants. Plant Signal Behav 6: 1720-1731.
    [57] Selvam K, Rajinikanth R, Govarthanan M, et al. (2013) Antioxidant potential and secondary metabolites in Ocimum sanctum L. at various habitats. J Med Plants Res 7: 706-712.
    [58] Rodríguez-Calzada T, Qian M, Strid Å, et al. (2019) Effect of UV-B radiation on morphology, phenolic compound production, gene expression, and subsequent drought stress responses in chili pepper (Capsicum annuum L.). Plant Physiol Biochem 134: 94-102.
    [59] Devkota A, Dall Acqua S, Jha PK, et al. (2010) Variation in the active constituent contents in Centella asiatica grown in different habitats in Nepal. Botanica Orientalis: J Plant Sci 7: 43-47.
    [60] Alonso-Amelot ME, Oliveros-Bastidas A, Calcagno-Pisarelli M (2007) Phenolics and condensed tannins of high altitude Pteridium arachnoideum in relation to sunlight exposure, elevation, and rain regime. Biochem Syst Ecol 35: 1-7.
    [61] Oloumi H, Hassibi N (2011) Study the correlation between some climate parameters and the content of phenolic compounds in roots of Glycyrrhiza glabra. J Med Plants Res 5: 6011-6016.
    [62] Nicolle C, Simon G, Rock E, et al. (2004) Genetic variability influences carotenoid, vitamin, phenolic, and mineral content in white, yellow, purple, orange, and dark-orange carrot cultivars. J Am Soc Hortic Sci 129: 523-529.
    [63] Bell CD, Kutschker A, Arroyo MT (2012) Phylogeny and diversification of Valerianaceae (Dipsacales) in the southern Andes. Mol Phylogenet Evol 63: 724-737.
    [64] Owen RW, Haubner R, Mier W, et al. (2003) Isolation, structure elucidation and antioxidant potential of the major phenolic and flavonoid compounds in brined olive drupes. Food Chem Toxicol 41: 703-717.
    [65] Mendez J (2005) Dihydrocinnamic acids in Pteridium aquilinum. Food Chem 93: 251-252.
    [66] Trejo-Machin A, Verge P, Puchot L, et al. (2017) Phloretic acid as an alternative to the phenolation of aliphatic hydroxyls for the elaboration of polybenzoxazine. Green Chem 19: 5065-5073.
    [67] Kikuzaki H, Hisamoto M, Hirose K, et al. (2002) Antioxidant properties of ferulic acid and its related compounds. J Agric Food Chem 50: 2161-2168.
    [68] Nićiforović N, Abramovič H (2014) Sinapic acid and its derivatives: natural sources and bioactivity. Comp Rev Food Sci F 13: 34-51.
    [69] Nenadis N, Lazaridou O, Tsimidou MZ (2007) Use of reference compounds in antioxidant activity assessment. J Agric Food Chem 55: 5452-5460.
    [70] Yun KJ, Koh DJ, Kim SH, et al. (2008) Anti-inflammatory effects of sinapic acid through the suppression of inducible nitric oxide synthase, cyclooxygase-2, and proinflammatory cytokines expressions via nuclear factor-κB inactivation. J Agric Food Chem 56: 10265-10272.
    [71] Johnson ML, Dahiya JP, Olkowski AA, et al. (2008) The effect of dietary sinapic acid (4-hydroxy-3, 5-dimethoxy-cinnamic acid) on gastrointestinal tract microbial fermentation, nutrient utilization, and egg quality in laying hens. Poultry Sci 87: 958-963.
    [72] Engels C, Schieber A, Gänzle MG (2012) Sinapic acid derivatives in defatted oriental mustard (Brassica juncea L.) seed meal extracts using UHPLC-DADESI-MSn and identification of compounds with antibacterial activity. Eur Food Res Technol 234: 535-542.
    [73] Hudson EA, Dinh PA, Kokubun T, et al. (2000) Characterization of potentially chemopreventive phenols in extracts of brown rice that inhibit the growth of human breast and colon cancer cells. Cancer Epidemiol Biomarkers Prev 9: 1163-1170.
    [74] Yoon BH, Jung JW, Lee JJ, et al. (2007) Anxiolytic-like effects of sinapic acid in mice. Life Sci 81: 234-240.
    [75] Robbins RJ (2003) Phenolic acids in foods: An overview of analytical methodology. J Agric Food Chem 51: 2866-2887.
    [76] Cuvelier ME, Richard H, Berset C (1992) Comparison of the antioxidative activity of some acid-phenols: structure-activity relationship. Biosci Biotech Bioch 56: 324-325.
    [77] Kim DO, Lee CY (2004) Comprehensive study on vitamin C equivalent antioxidant capacity (VCEAC) of various polyphenolics in scavenging a free radical and its structural relationship. Crit Rev Food Sci 44: 253-273.
    [78] Clifford MN, Jaganath IB, Ludwig IA, et al. (2017) Chlorogenic acids and the acyl-quinic acids: discovery, biosynthesis, bioavailability and bioactivity. Nat Prod Rep 34: 1391-1421.
    [79] Clifford MN (2000) Chlorogenic acids and other cinnamates: nature, occurrence, dietary burden, absorption and metabolism. J Sci Food Agric 80: 1033-1042.
    [80] Clifford MN, Zheng W, Kuhnert N (2006) Profiling the chlorogenic acids of Aster by HPLC-MSn. Phytochem Analysis 17: 384-393.
    [81] Clifford MN, Kirkpatrick J, Kuhnert N, et al. (2008) LC-MSn analysis of the cis isomers of chlorogenic acids. Food Chem 106: 379-385.
    [82] Makita C, Chimuka L, Cukrowska E, et al. (2017) UPLC-qTOF-MS profiling of pharmacologically important chlorogenic acids and associated glycosides in Moringa ovalifolia leaf extracts. S Afr J Bot 108: 193-199.
    [83] Masike K, Khoza SB, Steenkamp AP, et al. (2017) A Metabolomics-guided exploration of the phytochemical constituents of Vernonia fastigiata with the aid of pressurized hot water extraction and liquid chromatography-mass spectrometry. Molecules 22: 1200.
    [84] Jaiswal R, Kuhnert N (2011) How to identify and discriminate between the methyl quinates of chlorogenic acids by liquid chromatography-tandem mass spectrometry. J Mass Spectrom 46: 269-281.
    [85] Clifford MN (2017) Some Notes on the Chlorogenic Acids. 3. LC and LC-MS. Available from: https://www.researchgate.net/publication/312590947_Some_Notes_on_the_Chlorogenic_Acids_3_LC_and_LC-MS_Version_3_January_2017.
    [86] Naveed M, Hejazi V, Abbas M, et al. (2018) Chlorogenic acid (CGA): A pharmacological review and call for further research. Biomed Pharmacother 97: 67-74.
    [87] Clifford MN, Kerimi A, Williamson G (2020) Bioavailability and metabolism of chlorogenic acids (acyl-quinic acids) in humans. Compr Rev Food Sci Food Saf 19: 1299-1352.
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