Aristotelia chilensis (Mol.) Stuntz: A Natural Source of Bioactive Compounds

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Abstract

Aristotelia chilensis (Mol.) Stuntz, commonly called “maqui” is a native tree of Chile considered sacred for the Mapuche people. The fruits are sweet blackberries with a high concentration of polyphenols which stain the hands and mouth when eaten. The Mapuche people use it for creating "chicha" an alcoholic beverage, while leaves are used to treat infected wounds, inflammation and ulcers. In this review, we will give an overview of the pharmacology reported for the plant and molecules isolated from leaves and fruits, with the scope of giving a better understanding of the potential of this tree.

Keywords: Aristotelia chilensis, anti-inflammatory, inflammation, ulcers, polyphenols, oropharyngeal mucous.

Graphical Abstract

[1]
Alonso J. Maqui (Aristotelia chilensis): Un nutraceutico chileno de relevancia medicinal. Rev Farmacol Chile 2012; 5: 95-100.
[2]
Cespedes CL, Alarcon J, Valdez-Morales M, Paredes-Lopez O. Antioxidant activity of an unusual 3- hydroxyindole derivative isolated from fruits of Aristotelia chilensis (Mol.) Stuntz. Zeitzchrift fur Naturforsch 2009; C 64c (9/10). 759e762.
[3]
Fredes C. Antioxidantes en berries nativos chilenos. Boletin Latinoamericano y del Caribe de Plantas Med Aromat 2009; 8: 469-78.
[4]
Fredes C, Montenegro G, Zoffoli J, Gomez M, Robert P. Polyphenol content and antioxidant activity of maqui (Aristotelia chilensis (Molina) STUNZ) during fruit development and maturation in central Chile. Chil J Agric Res 2007; 72: 582-9.
[5]
Chile. Ministerio de Salud (2009). MHT. Medicamentos Herbarios Tradicionales. 103 Especies Vegetales. Recuperado de.
[6]
Munoz O, Montes M, Wilkomirsky T. (2004). Aristotelia chilensis (MOL) STUNZ, En: Plantas Medicinales de uso en Chile. Quimica y Farmacologia, Ed. Universitaria, 2.
[7]
Hoffman A. Flora silvestre de Chile zone araucana. Santiago: Fundacion Claudio Gay 1991.
[8]
Rubilar M, Jara C, Poo Y, et al. Extracts of Maqui (Aristotelia chilensis) and Murta (Ugni molinae Turcz.): Sources of antioxidant compounds and alfa-Glucosidase/alfa Amylase inhibitors. J Agric Food Chem 2011; 59: 1630-7.
[9]
Cespedes C, Alarcon J, Avila J, Nieto J. Antiinflammatory Activity of Aristotelia chilensis Mol. (Stuntz) (Elaeocarpaceae). Bo/etin Latinoamericano y del Caribe de P/antas Medicinales y Aromdticas 2010; 9(27): 127-35.
[10]
Montes M, Wilkomirsky T. Plantas chilenas en medicina popular: Ciencia y Folklore. Escuela de Quimica y Farmacia y Bioquimica Universidad de Concepcion, Concepci"on, Chile; 1978.
[11]
Montes M, Wilkomirsky T. Medicina Tradicional Chilena. Editorial de la Universidad de Concepcion, Concepci"on, Chile; 1987; 164.
[12]
Munoz O, Montes M, Wilkomirsky T. Plantas medicinales de uso en Chile, quimica y farmacologia. Editorial Universitaria. Universidad de Chile. Vicerrectoria de Asuntos Academicos: Santiago de Chile, Chile 2001; p. 330.
[13]
Bhakuni DS, Bittner M, Marticorena C, et al. Screening of Chilean plant for anticancer activity. J Nat Prod 1976; 39: 225-43.
[14]
Cespedes CL. Obtencion de alcaloides indolicos tipo Aristotelia desde Aristotelia chilensis (Mol) Stuntz, (Maqui) Tesis para optar al grado de Doctor en Ciencias Quimicas. Universidad de Concepcion: Concepcion, Chile 1996; p. 221.
[15]
Silva M, Bittner M, Cespedes CL, Jakupovic J. The alkaloids of the genus Aristotelia. Aristotelia chilensis (mol.) stuntz. Bol Soc Chil Quim 1997; 42: 039e047.
[16]
Cespedes CL, Alarcon J, Avila JG, Nieto A. Anti-inflammatory activity of Aristotelia chilensis mol. (Stuntz) (elaeocarpaceae). Bol Latinoam Del Caribe Plantas Med Aromat 2010; 9(2): 127-35.
[17]
Cespedes CL, Alarcon J, Avila JG, El-Hafidi M. Anti-inflammatory, antioedema and gastroprotective activities of Aristotelia chilensis extracts, part 2. Bol Latinoam Del Caribe Plantas Med Aromat 2010; 9(6): 432-9.
[18]
Damascos MA, Arribere M, Svriz M, Bran D. Fruit mineral contents of six wild species of the North Andean Patagonia, Argentina. Biol Trace Elem Res 2008; 125: 72-80.
[19]
Cespedes CL, Jakupovic J, Silva M, Watson W. Indole alkaloids from Aristotelia chilensis. Phytochemistry 1990; 29: 1354-6.
[20]
Cespedes CL, Jakupovic J, Silva M, Tsichritzis F. A quinoline alkaloid from Aristotelia chilensis. Phytochemistry 1993; 34: 881-2.
[21]
Paz C, Becerra J, Silva M, et al. (-)-8-Oxohobartine a New İndole Alkaloid from Aristotelia chilensis (Mol.) Stuntz. Rec Nat Prod 2016; 10: 68-73.
[22]
Paz C, Badilla Vidal N, Suarez S, Baggio R. Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui). Acta Crystallogr 2014; C70: 1075-8.
[23]
Paz C, Becerra J, Silva M, Freire E, Baggio R. A polymorphic form of 4,4-dimethyl-8-methylene-3-azabicyclo[3.3.1]non-2-en-2-yl 3-indolylketone, an indole alkaloid extracted from Aristotelia chilensis (maqui). Acta Crystallogr 2013; C69: 1509-12.
[24]
Watson W, Nagl A, Silva M, Cespedes CL, Jakupovic J. A new indole alkaloid from Aristotelia chilensis. J Acta Crystallogr 1989; C45: 1322-4.
[25]
Araya H, Clavijo C, Herrera C. Antioxidant capacity of fruits and vegetables cultivated in Chile. Archivos Latinoamericanos de Nutricion 2006; 56(4): 361-5.
[26]
Cespedes CL, El-Hafidi M, Pavon N, Alarcon J. Antioxidant and cardioprotective activities of phenolic extracts from fruits of chilean blackberry Aristotelia chilensis (Elaeocarpaceae). Maqui Food Chem 2008; 107: 820-9.
[27]
Escribano-Bailon MT, Alcalde-Eon C, Munoz O, Rivas-Gonzalo JC, Santos-Buelga C. Anthocyanins in berries of Maqui (Aristotelz.a chilensis (Mol.) Stuntz). Phytochem Zcal Anal 2006; 17(1): 8-14.
[28]
Miranda-Rottmann S, Aspillaga AA, Perez DD, Vasquez L, Martinez AL, Leighton F. Juice and phenolic fractions of the berry Aristotelia chilensis inhibit LDL oxidation in vitro and protect human endothelial cells against oxidative stress. J Agric Food Chem 2002; 50(26): 7542-7.
[29]
Schreckinger M, Wang J, Yousef G, Lila M, de Mejia E. Antioxidant capacity and in vitro inhibition of adipogenesis and inflammation by phenolic extracts of Vaccinium floribundum and Aristotelia chilensis. J Agric Food Chem 2010; 58: 8966-76.
[30]
Munoz O, Christen P, Cretton S. et al. Chemical study and anti-inflammatory, analgesic and antioxidant activities of the leaves of Aristotelia chilensis (Mol.) Stuntz, Elaeocarpaceae. J Pharm Pharmacol 2011; 63: 849-59.
[31]
Suwalsky M, Vargas P, Avello M, Villena F, Sotomayor CP. Human erythrocytes are affected in vitro by flavonoids of Aristotelia chilensis (Maqui) leaves. Int J Pharm 2008; 363: 85-90.
[32]
Cespedes CL, Valdez-Morales M, Avila JG, El-Hafidi M, Alarcon J, Paredes-Lopez O. Phytochemical profile and the antioxidant activity of chilean wild black-berry fruits, Aristotelia chilensis (Mol.) Stuntz (Elaeocarpaceae). Food Chem 2010; 119: 886-95.
[33]
Tanaka J, Kadekaru T, Ogawa K, Hitoe S, Shimoda H, Hara H. Maqui berry (Aristotelia chilensis) and the constituent delphinidin glycoside inhibit photoreceptor cell death induced by visible light. Food Chem 2013; 139(1-4): 129-37.
[34]
Araneda X, Quilaman E, Martinez M, Morales D. Elaboracion y evaluacion de jugo de maqui (Aristotelia chilensis (Mol.) Stunz) por arrastre de vapor. Sci Agropecu 2014; 5: 149-56.
[35]
Morariou M. Topical Macqui Berry Formulation pp. 1-22. UP. Ojfice (Vol. 2007]0065396 Al) United States: Tracie Martyn International, LLC. Munoz, M, Barrera, E, & Meza, I, 1981 EL uso Medicinal y Alimenticio de las Plautus Nativas y Naturalizadas en Chile Chile: Santiago, 2017.
[36]
Ruiz A, Hermosin-Gutierrez L, Mardones C, et al. Polyphenols and antioxidant activity of calafate (Berberis microphylla) fruits and other native berries from Southern Chile. J Agric Food Chem 2010; 58(10): 6081-9.
[37]
Schreckinger ME, Loffon J, Ula MA, de Mejia EG. Berries from South America: A comprehensive review on chemistry, health potential, and commercialization. J Med Food 2010; 13(2): 233-46.
[38]
Speiski H, Lopez Alarcon C, Gomez M, Fuentes J, Sandoval Acuna C. First Web-Based Database on Total Polyphenolics and Oxygen Radical Absorbance Capacity (ORAC) of fruits Produced and Consumed within the South Andes Region of South America. J Agric Food Chem 2012; 60: 8851-9.
[39]
Girones-Vilaplana A, Valentao P, Moreno DA, et al. New beverages of lemon juice enriched with the exotic berries maqui, acai, and blackthorn: bioactive components and in vitro biological properties. J Agric Food Chem 2012; 60: 6571-80.
[40]
Avello M, Valladares R, Ordonez J. Capacidad antioxidante de Aristotelia chilensis (Molina). Stuntz. Rev Cubana Plant Med 2008; p. 13.
[41]
Quinones M, Miguel M, Aleixandre A. The polyphenols, naturally occurring compounds with beneficial effects on cardiovascular disease. Nutr Hosp 2012; 27: 76-89.
[42]
Farias M. Determinacion de los mecanismos involucrados en la actividad analgesica de las hojas de Aristotelia chilensis en un modelo de dolor termico agudo, Universidad de Chile. Facultad de Ciencias Quimicas y Farmaceuticas, Tesis para optar al Titulo de Quimico Farmaceutico; 2009.
[43]
Torres V. Evaluacion de las actividades analgesicas, antiinflamatorias, antioxidantes y antimicrobianas de las hojas de Aristotelia chilensis y de sus potenciales efectos toxicos. Santiago: Universidad de Chile 2010.
[44]
Atalay M, Gordillo G, Roy S, et al. Anti-angiogenic property of edible berry in a model of hemangioma. FEBS Lett 2003; 544: 252-7.
[45]
Boivin D, Blanchette M, Barrette S, Moghrabi A, Beliveau R. Inhibition of cancer cell proliferation and suppression of TNF-induced activation of NFkappaB by edible berry juice. Anticancer Res 2007; 27: 937-48.
[46]
Youdim KA, McDonald J, Kalt W, Joseph JA. Potential role of dietary flavonoids in reducing microvascular endothelium vulnerability to oxidative and inflammatory insults (small star, filled). J Nutr Biochem 2002; 13: 282-8.
[47]
Arellano J, Saavedra T. Berries, una nueva alternativa terapeutica en Dermatologia. Dermatol Argent 2010; 16: 212-5.
[48]
Leal M. Evaluacion del efecto antiinflamatorio de un concentrado de frutos de Aristotelia chilensis en un modelo de inflamacion aguda subplantar inducida por carragenina en ratas. Universidad Austral de Chile Memoria para optar al Titulo de Medico Veterinario, Valdivia Chile 2009.
[49]
Ward PA, Lentsch AB. Endogenous regulation of the acute inflammatory response. Mol Cell Biochem 2002; 234-5: 225-8.
[50]
Fuentealba J, Dibarrart A, Saez-Orellana F, et al. Synaptic silencing and plasma membrane dyshomeostasis induced by amyloid-B peptide are prevented by Aristotelia chilensis enriched extract. J Alzheimers Dis 2012; 31: 879-89.
[51]
Lai DH, Yang ZD, Xue WW, Sheng J, Shi Y, Yao XJ. Isolation, characterization and acetylcholinesterase inhibitory activity of alkaloids from roots of Stemona sessilifolia. Fitoterapia 2013; 89: 257-64.
[52]
Chen Y, Lin H, Yang H, et al. Discovery of new acetylcholinesterase and butyrylcholinesterase inhibitors through structure-based virtual screening. RSC Advances 2017; 7: 3429-38.
[53]
Cespedes CL, Balbontin C, Avila JG, et al. Alkaloids and phenolics from Aristotelia chilensis leaves reduce Cholinesterase and Tyrosinase activity. Food and chemical toxicology 2017.
[http://dx.doi.org/10.1016/j.fct.2017. 05.009.]
[54]
Walsh R, Rockwood K, Martin E, Darvesh S. Synergistic inhibition of butyrylcholinesterase by galantamine and citalopram. Biochim Biophys Acta 2011; 1810: 1230-5.
[55]
Vallen-Graham W, Bonito-Oliva A, Sakmar ThP. Update on Alzheimer’s disease therapy and prevention strategies. Annu Rev Med 2017; 68: 413-30.
[56]
Howes MJR, Houghton PJ. Plants used in Chinese and Indian traditional medicine for improvement of memory and cognitive function. Pharmacol Biochem Behav 2003; 75: 513-27.
[57]
Pendota SC, Aderogba MA, Ndhlala AR. Antimicrobial and acetylcholinesterase inhibitory activities of Buddleja salviifolia (L.) Lam. Leaf extracts and isolated compounds. J Ethnopharmacol 2013; 148(2): 515-20.
[58]
Furukawa-Hibi Y, Alkam T, Nitta A, et al. Butyrylcholinesterase inhibitors ameliorate cognitive disfunction induced by amyloid-[beta] peptide in mice. Behav Brain Res 2011; 1: 222-9.
[59]
Greig NH, Lahiri DK, Sambamurtiet K. Butyrylcholinesterase: an important new target in Alzheimer's disease therapy Int Psychogeriat 2002; 14: 77e91.
[60]
Darvesh S, Cash MK, Reid GA, Martin E, Mitnitski A, Geula C. Butyrylcholinesterase is associated with b-amyloid plaques in the transgenic APPSWE/ PSEN1dE9 mouse model of Alzheimer disease. J Neuropathol Exp Neurol 2012; 71: 2-14.
[61]
Cespedes CL, Pavon N, Dominguez M, et al. The chilean superfruit black-berry Aristotelia chilensis (Elaeocarpaceae), Maqui as mediator in inflammation-associated disorders. Food Chem Toxicol 2017.
[http://dx.doi.org/10.1016/j.fct.2016.12.036]
[62]
Kubo I, Chen Q-X, Nihei K-I. Calder"on JS, C"espedes CL. Tyrosinase inhibition kinetics of anisic acid. Z. Naturforsch 2003; C58c (9/10):. 713-8.
[63]
Kubo I, Kinst-Hori I, Soria F, Takasaki M. Calder"on JS, C"espedes CL. Tyrosinase inhibitors from galls of Rhus javanica leaves and their effects on insects. Z Naturforsch 2003; C58c (9/10):. 719-25.
[64]
Orhan IE, Gulyurdua F, Akkol EK, et al. Anticholinesterase, antioxidant, analgesic and anti-inflammatory activity assessment of Xeranthemum annuum L. and isolation of two cyanogenic compounds. Pharm Biol 2016; 54(11): 2643-51.
[65]
Brown A, Reynolds LR, Bruemmer D. Intensive glycemic control and cardiovascular disease: An update NaHona/ Revzew of CardioloSy 2010; 7(7): 369-75.
[66]
Al-Awwadi N, Azay J, Poucheret P, et al. Antidiabetic activity of red wine polyphenolic extract, ethanol, or both in streptozotocin-treated rats. J Agric Food Chem 2004; 52(4): 1008-16.
[67]
Al-Awwadi NA, Bomet A, Azay J, et al. Red wine polyphenols alone or in association with ethanol prevent hypertension, cardiac hypertrophy, and production of reactive oxygen species in the insulin-resistant fructose-fed rat. J Agric Food Chem 2004; 52(18): 5593-7.
[68]
Grace MH, Ribnicky DM, Kuhn P, et al. Hypoglycemic activity of a novel anthocyanin-rich formulation from lowbush blueberry, Vaccinium angustifolium Aiton. Phytomedicine 2009; 16(5): 406-15.
[69]
Ribnicky DM, Kuhn P, Poulev A, et al. Improved absorption and bioactivity of active compounds from an antidiabetic extract of Artemisia dracunculus L. Int J Pharm 2009; 370(1-2): 87-92.
[70]
Ribnicky DM, Poulev A, Schmidt B, Cefalu WT, Raskin I. Evaluation of botanicals for improving human health. Am J Clin Nutr 2008; 87(2): 472S-55.
[71]
Ribnicky DM, Poulev A, Watford M, Cefalu WT, Raskin I. Antihyperglycemic activity of Tarralin, an ethanolic extract of Artemisia dracunculus L. Phytomedicine 2006; 13(8): 550-7.
[72]
Stull AJ, Cash KC, Johnson WD, Champagne CM, Cefalu WT. Bioactives in blueberries improve insulin sensitivity in obese, insulin-resistant men and women. J Nutr 2010; 140(10): 1764-8.
[73]
Tsuda T, Ueno Y, Yoshikawa T, Kojo H, Osawa T. Microarray profiling of gene expression in human adipocytes in response to anthocyanins. Biochem Pharmacol 2006; 71(8): 1184-97.
[74]
Zunino S. Type 2 diabetes and glycemic response to grapes or grape products. J Nutr 2009; 139(9): 17945-8005.
[75]
Crozier A, Jaganath IB, Clifford MN. Dietary phenolics: Chemistry, bioavailability and effects on health. Nat Prod Rep 2009; 26(8): 1001-43.
[76]
Wilson T, Meyers SL, Singh AP, Limburg PJ, Vorsa N. Favorable glycemic response of type 2 diabetics to low-calorie cranberry juice. J Food Sci 2008; 73(9): H241-5.
[77]
Rojo LE, Ribnicky D, Logendra S, et al. In vitro and in vivo anti-diabetic effects of anthocyanins from Maqui Berry (Aristotelia chilensis). Food Chem 2011; 131: 387-96.
[78]
Tsuda T, Ueno Y, Aoki H, et al. Anthocyanin enhances adipocytokine secretion and adipocyte-specific gene expression in isolated rat adipocytes. Biochemzcal Biophy Res Communicat 2004; 316(1): 149-57.
[79]
Surwit RS, Kuhn CM, Cochrane C, McCubbin JA, Feinglos MN. Diet-induced type II diabetes in C57BL|6J mice. Diabetes 1988; 37(9): 1163-7.
[80]
Lin S, Thomas TC, Storlien LH, Huang XF. Development of high fat diet-induced obesity and leptin resistance in C57BI|6J mice. Int J Obes Relat Metab Disord 2000; 24(5): 639-46.
[81]
Loike JD, Zalutsky DL, Kaback E, Miranda AF, Silverstein SC. Extracellular creatine regulates creatine transport in rat and human musclecells. Proc Natl Acad Sci USA 1988; 85(3): 807-11.
[82]
Ojeda J, Jara E, Molina L, et al. Effects of Aristotelia chilensis berry juice on cyclooxygenase 2 expression, NF-kB, NFAT, ERK1/2 and PI3K/Akt activation in colon cancer cells. BLACPMA 2010; 10: 543-52.
[83]
Fundacion Chile Demanda de maqui crece en forma exponencial. Disponible 2012.
[84]
Ministerio de Agricultura de Chile, ODEPA, Oficina de Estudios y Políticas Agrarias 2015.