Publicado

2016-09-01

Saponinas de quinua (Chenopodium quinoa Willd.): un subproducto con alto potencial biológico

Saponins of Quinoa (Chenopodium quinoa Willd.): a by-product with high biological potential

DOI:

https://doi.org/10.15446/rcciquifa.v45n3.62043

Palabras clave:

Saponinas, Chenopodium quinoa, actividad biológica, glucósidos triterpénicos (es)
Saponins, Chenopodium quinoa, biological activity, triterpene glycosides (en)

Descargas

Autores/as

  • Andrés Ahumada Universidad del Cauca
  • Andrés Ortega Fundación Universitaria de Popayán
  • Diana Chito Universidad del Cauca
  • Ricardo Benítez Universidad del Cauca

Las saponinas son un tipo de metabolito secundario ampliamente estudiado por sus
reconocidas propiedades biológicas. Gran parte de las investigaciones en fitoquímica
están dirigidas a encontrar nuevas fuentes naturales de saponinas con aplicación
medicinal. La quinua (Chenopodium quinoa Willd.) es una planta que ha alcanzado
un valioso reconocimiento por ser una fuente de alimentos altamente nutritivos, así
como una especie rica en saponinas triterpénicas contenidas, principalmente, en la
cáscara de las semillas. A la fecha, se han identificado alrededor de 30 saponinas derivadas
de la hederagenina y de los ácidos oleanólico, fitolacagénico y serjanico en la
planta. El consumo del grano de quinua implica la remoción de la cáscara a fin de
reducir su sabor amargo, la ingesta de niveles residuales de saponinas y la obtención
de un subproducto rico en las mismas. Esta revisión, inicialmente, ofrece una contextualización
general de las saponinas; posteriormente, recopila las características
estructurales de las saponinas identificadas en la quinua, describe el efecto del procesamiento
del grano en su contenido de saponinas y, finalmente, expone los efectos
biológicos explorados con extractos de saponinas de quinua, los cuales pueden ser
considerados como punto de partida en investigaciones futuras dirigidas al fortalecimiento
de su uso en el campo farmacéutico y/o nutracéutico.

Saponins are a type of secondary metabolite that have been widely studied due to their recognized biological properties. Most research into phytochemical has focused on finding new natural sources of saponins with medicinal interest. Quinoa ( Chenopodium quinoa) is a plant that has attained importance as a valuable source of food highly nutritious and rich in triterpenes saponins which are mainly in the outer husks of the seeds. Up to date, about 30 saponins derived from hederagenin, oleanolic acid, phytolaccagenic acid, and serjanic acid have been identified in the plant. Quinoa consumption involves removal of the husk to reduce its bitter taste, the ingestion of residual levels of saponins and obtaining a product rich in saponins. This revision, initially, offers a general contextualization of saponins, then, gathers the structural features of identified saponins in quinoa, describes the effect of the processing of the grain on its saponins content, and finally, exposes the biological properties explored with quinoa saponins extracts which might be considered as a starting point for future investigations aimed at strengthening of their use in the pharmaceutical and/or nutraceutical field.

Referencias

(1) T. Kuljanabhagavad, M. Wink, Biological activities and chemistry of saponins from Chenopodium quinoa Willd, Phytochemistry Reviews, 8, 473 (2009).

(2) C. Wahli, “Quinua: hacia su cultivo comercial”, Latinreco S.A. Eds., Quito, 1990, 10 p.

(3) A.M. Gomez-Caravaca, G. Iafelice, A. Lavini, C. Pulvento, M.F. Caboni, E. Marconi, Phenolic compounds and saponins in quinoa samples (Chenopodium quinoa Willd.) grown under different saline and nonsaline irrigation regimens, Journal of Agricultural and Food Chemistry, 60, 4620 (2012).

(4) C. Mota, M. Santos, R. Mauro, N. Samman, A.S. Matos, D. Torres, I. Castanheira, Protein content and amino acids profile of pseudocereals, Food Chemistry, 193, 55 (2016).

(5) V. Nowak, J. Du, U.R. Charrondiere, Assessment of the nutritional composition of quinoa (Chenopodium quinoa Willd.), Food Chemistry, 193, 47 (2016).

(6) D. Chito, A. Ortega, A. Ahumada, B. Rosero, Quinoa (Chenopodium quinoa Willd.) versus soja (Glycine Max.) en la nutricion humana: revision sobre las caracteristicas agroecologicas, composicionales y tecnologicas, Revista Española de Nutrición y Dietética, Aceptado para publicacion (2016).

(7) M.J. Kozioł, Chemical composition and nutritional evaluation of quinoa (Chenopodium quinoa Willd.), Journal of Food Composition and Analysis, 5, 35 (1992).

(8) M. Lutz, A. Martinez, E.A. Martinez, Daidzein and Genistein contents in seeds of quinoa (Chenopodium quinoa Willd.) from local ecotypes grown in arid Chile, Industrial Crops and Products, 49, 117 (2013).

(9) N.T. Ahamed, R.S. Singhal, P.R. Kulkarni, M. Pal, A lesser-known grain, Chenopodium Quinoa: Review of the chemical composition of its edible parts, Food and Nutrition Bulletin, 19, 61 (1998).

(10) A. Vega-Galvez, M. Miranda, J. Vergara, E. Uribe, L. Puente, E.A. Martinez, Nutrition facts and functional potential of quinoa (Chenopodium quinoa Willd.), an ancient Andean grain: a review, Journal of the Science of Food and Agriculture, 90, 2541 (2010).

(11) A.M. Gomez-Caravaca, G. Iafelice, V. Verardo, E. Marconi, M.F. Caboni, Influence of pearling process on phenolic and saponin content in quinoa (Chenopodium quinoa Willd), Food Chemistry, 157, 174 (2014).

(12) H.D. Mastebroek, H. Limburg, T. Gilles, H.J.P. Marvin, Occurrence of sapogenins in leaves and seeds of quinoa (Chenopodium quinoa Willd), Journal of the Science of Food and Agriculture, 80, 152 (2000).

(13) T. Kuljanabhagavad, P. Thongphasuk, W. Chamulitrat, M. Wink, Triterpene saponins from Chenopodium quinoa Willd, Phytochemistry, 69, 1919 (2008).

(14) A. Mostafa, J. Sudisha, M. El-Sayed, S.-I. Ito, T. Ikeda, N. Yamauchi, M. Shigyo, Aginoside saponin, a potent antifungal compound, and secondary metabolite analyses from Allium nigrum L, Phytochemistry Letters, 6, 274 (2013).

(15) T.J. Ha, B.W. Lee, K.H. Park, S.H. Jeong, H.-T. Kim, J.-M. Ko, I.-Y. Baek, J.H. Lee, Rapid characterisation and comparison of saponin profiles in the seeds of Korean Leguminous species using ultra performance liquid chromatography with photodiode array detector and electrospray ionisation/mass spectrometry (UPLC–PDA–ESI/MS) analysis, Food Chemistry, 146, 270 (2014).

(16) A.J. Perez, J.M. Calle, A.M. Simonet, J.O. Guerra, A. Stochmal, F.A. Macias, Bioactive steroidal saponins from Agave offoyana flowers, Phytochemistry, 95, 298 (2013).

(17) J.M. Augustin, V. Kuzina, S.B. Andersen, S. Bak, Molecular activities, biosynthesis and evolution of triterpenoid saponins, Phytochemistry, 72, 435 (2011).

(18) C.Y. Cheok, H.A.K. Salman, R. Sulaiman, Extraction and quantification of saponins: A review, Food Research International, 59, 16 (2014).

(19) E. Wina, S. Muetzel, K. Becker, The impact of saponins or saponin-containing plant materials on ruminant production-a review, Journal of Agricultural and Food Chemistry, 53, 8093 (2005).

(20) U. Pappier, V. Fernandez Pinto, G. Larumbe, G. Vaamonde, Effect of processing for saponin removal on fungal contamination of quinoa seeds (Chenopodium quinoa Willd.), International Journal of Food Microbiology, 125, 153 (2008).

(21) A. Sun, X. Xu, J. Lin, X. Cui, R. Xu, Neuroprotection by saponins, Phytotherapy Research, 29, 187 (2015).

(22) L. Heng, J.P. Vincken, K. Hoppe, G.A. van Koningsveld, K. Decroos, H. Gruppen, M.A.J.S. van Boekel, A.G.J. Voragen, Stability of pea DDMP saponin and the mechanism of its decomposition, Food Chemistry, 99, 326 (2006).

(23) O. Guclu-Ustundag, G. Mazza, Saponins: properties, applications and processing,

Critical Reviews in Food Science and Nutrition, 47, 231 (2007).

(24) Y. Diab, E. Ioannou, A. Emam, C. Vagias, V. Roussis, Desmettianosides A and B, bisdesmosidic furostanol saponins with molluscicidal activity from Yucca desmettiana, Steroids, 77, 686 (2012).

(25) C.-H. Yang, Y.-C. Huang, Y.-F. Chen, M.-H. Chang, Foam properties, detergent abilities and long-term preservative efficacy of the saponins from Camellia oleifera, Journal of Food and Drug Analysis, 18, 4417 (2010).

(26) A. Mroczek, Phytochemistry and bioactivity of triterpene saponins from Amaranthaceae family, Phytochemistry Reviews, 14, 577 (2015).

(27) K. Gupta, G.K. Barat, D.S. Wagle, H.K.L. Chawla, Nutrient contents and antinutritional factors in conventional and non-conventional leafy vegetables, Food Chemistry, 31, 105 (1989).

(28) C. Cuadrado, G. Ayet, C. Burbano, M. Muzquiz, L. Camacho, E. Cavieres, Occurrence of saponins and sapogenols in Andean crops, Journal of the Science of Food and Agriculture, 67, 169 (1995).

(29) T. Madl, H. Sterk, M. Mittelbach, G.N. Rechberger, Tandem mass spectrometric analysis of a complex triterpene saponin mixture of Chenopodium quinoa, Journal of the American Society For Mass Spectrometry, 17, 795 (2006).

(30) N. Zhu, S. Sheng, S. Sang, J.-W. Jhoo, N. Bai, M.V. Karwe, R.T. Rosen, C.-T. Ho, Triterpene saponins from debittered quinoa (Chenopodium quinoa) seeds, Journal of Agricultural and Food Chemistry, 50, 865 (2002).

(31) G.M. Woldemichael, M. Wink, Identification and biological activities of triterpenoid saponins from Chenopodium quinoa, Journal of Agricultural and Food Chemistry, 49, 2327 (2001).

(32)A.M. Gomez-Caravaca, A. Segura-Carretero, A. Fernandez-Gutierrez, M.F. Caboni, Simultaneous determination of phenolic compounds and saponins in quinoa (Chenopodium quinoa Willd) by a liquid chromatography-diode array detection-electrospray ionization-time-of-flight mass spectrometry methodology, Journal of Agricultural and Food Chemistry, 59, 10815 (2011).

(33) F. Mizui, R. Kasai, K. Ohtani, O. Tanaka, Saponins from brans of Quinoa, Chenopodium quinoa Willd. I., Chemical and Pharmaceutical Bulletin, 36, 1415 (1988).

(34) I. Dini, O. Schettino, T. Simioli, A. Dini, Studies on the constituents of Chenopodium quinoa seeds: isolation and characterization of new triterpene saponins, Journal of Agricultural and Food Chemistry, 49, 741 (2001).

(35) J. Fiallos-Jurado, J. Pollier, T. Moses, P. Arendt, N. Barriga-Medina, E. Morillo et al., Saponin determination, expression analysis and functional characterization of saponin biosynthetic genes in Chenopodium quinoa leaves, Plant Science, 250, 188 (2016).

(36) F. Mizui, R. Kasai, K. Ohtani, O. Tanaka, Saponins from Bran of Quinoa, Chenopodium quinoa Willd. II., Chemical and Pharmaceutical Bulletin, 38, 375 (1990).

(37) K.G. Ng, K.R. Price, G.R. Fenwick, A TLC method for the analysis of quinoa (Chenopodium quinoa) saponins, Food Chemistry, 49, 311 (1994).

(38) C.L. Ridout, K.R. Price, M.S. Dupont, M.L. Parker, G.R. Fenwick, Quinoa saponins—analysis and preliminary investigations into the effects of reduction by processing, Journal of the Science of Food and Agriculture, 54, 165 (1991).

(39) V. Gianna, J.M. Montes, E.L. Calandri, C.A. Guzman, Impact of several variables on the microwave extraction of Chenopodium quinoa Willd saponins, International, Journal of Food Science and Technology, 47, 1593 (2012).

(40) R.C. Joshi, R. San Martin, C. Saez-Navarrete, J. Alarcon, J. Sainz, M.M. Antolin et al., Efficacy of quinoa (Chenopodium quinoa) saponins against golden Apple snail (Pomacea canaliculata) in the Philippines under laboratory conditions, Crop Protection, 27, 553 (2008).

(41) S. Valencia-Chamorro, Quinoa, en: “Encyclopedia of Food Science and Nutrition”, Editado por B. Cabalero, Academic Press, Amsterdam, 2003, pp. 4895-4902.

(42) R. San Martin, K. Ndjoko, K. Hostettmann, Novel molluscicide against Pomacea canaliculata based on quinoa (Chenopodium quinoa) saponins, Crop Protection, 27, 3 (2008).

(43) F. Fuentes, Mejoramiento genetico de la quinoa, Agricultura del Desierto, 4, 71 (2008).

(44) A. Zurita-Silva, F. Fuentes, P. Zamora, S.-E. Jacobsen, A. Schwember, Breeding quinoa (Chenopodium quinoa Willd.): potential and perspectives, Molecular Breeding, 34, 13 (2014).

(45) J. Nickel, L.P. Spanier, F.T. Botelho, M.A. Gularte, E. Helbig, Effect of different types of processing on the total phenolic compound content, antioxidant capacity, and saponin content of Chenopodium quinoa Willd grains, Food Chemistry, 209, 139 (2016).

(46) M. Miranda, A. Vega-Galvez, E.A. Martinez, J. Lopez, R. Marin, M. Aranda, F. Fuentes, Influence of contrasting environments on seed composition of two quinoa genotypes: nutritional and functional properties, Chilean Journal of Agricultural Research, 73, 108 (2013).

(47) M. Miranda, A. Vega-Galvez, I. Quispe-Fuentes, M.J. Rodriguez, H. Maureira, E.A. Martinez, Nutritional aspects of six quinoa (Chenopodium quinoa Willd.) ecotypes from three geographical areas of Chile, Instituto de Investigaciones Agropecuarias (INIA), 72, 175 (2012).

(48) Y. Yao, X. Yang, Z. Shi, G. Ren, Anti-Inflammatory activity of saponins from Quinoa (Chenopodium quinoa Willd.) seeds in lipopolysaccharide-stimulated RAW 264.7 macrophages cells, Journal of Food Science, 79, H1018 (2014).

(49) E.E. Jacobsen, B. Skadhauge, S.E. Jacobsen, Effect of dietary inclusion of quinoa on broiler growth performance, Animal Feed Science and Technology, 65, 5 (1997).

(50) A. Vega-Galvez, R. San Martin, M. Sanders, M. Miranda, E. Lara, Characteristics and mathematical modeling of convective drying of quinoa (Chenopodiumquinoa Willd.): Influence of temperature on the kinetic parameters, Journal of Food Processing and Preservation, 34, 945 (2010).

(51) I. Quispe-Fuentes, A. Vega-Galvez, M. Miranda, R. Lemus-Mondaca, M. Lozano, K. Ah-Hen, A Kinetic approach to saponin extraction during washing of quinoa (Chenopodium quinoa Willd.) seeds, Journal of Food Process Engineering,

, 202 (2013).

(52) V. Gianna, J.M. Montes, E.L. Calandri, C.A. Guzman, Impact of several variables

on the microwave extraction of Chenopodium quinoa Willd saponins, International

Journal of Food Science and Technology, 47 (2012).

(53) F. Improta, R.O. Kellems, Comparison of raw, washed and polished quinoa (Chenopodium

quinoa Willd.) to wheat, sorghum or maize based diets on growth and

survival of broiler chicks, Livestock Research for Rural Development, 13, 1 (2001).

(54) J. Ruales, B.M. Nair, Saponins, phytic acid, tannins and protease inhibitors in

quinoa (Chenopodium quinoa, Willd) seeds, Food Chemistry, 48, 137 (1993).

(55) S.M. Ward, A recessive allele inhibiting saponin synthesis in two lines of Bolivian

quinoa (Chenopodium quinoa Willd.), Journal of Heredity, 92, 83 (2001).

(56) J.M. Gee, K.R. Price, C.L. Ridout, G.M. Wortley, R.F. Hurrell, I.T. Johnson,

Saponins of quinoa (Chenopodium quinoa): Effects of processing on their abundance

in quinoa products and their biological effects on intestinal mucosal tissue,

Journal of the Science of Food and Agriculture, 63, 201 (1993).

(57) A.M. Maradini Filho, M.R. Pirozi, J.T. Da Silva Borges, H.M. Pinheiro Sant’Ana,

J.B. Paes Chaves, J.S. Dos Reis Coimbra, Quinoa: Nutritional, functional and

antinutritional aspects, Critical Reviews in Food Science and Nutrition (2016),

doi: http://dx.doi.org/10.1080/10408398.2014.1001811.

(58) P. Pasko, P. Zagrodzki, H. Barton, J. Chlopicka, S. Gorinstein, Effect of quinoa

seeds (Chenopodium quinoa) in diet on some biochemical parameters and essential

elements in blood of high fructose-fed rats, Plant Foods for Human Nutrition,

, 333 (2010).

(59) T. Takao, N. Watanabe, K. Yuhara, S. Itoh, S. Suda, Y. Tsuruoka, K. Nakatsugawa,

Y. Konishi, Hypocholesterolemic effect of protein isolated from Quinoa

(Chenopodium quinoa Willd.) seeds, Food Science and Technology Research, 11,

(2005).

(60) N.L. Escudero, F. Zirulnik, N.N. Gomez, S.I. Mucciarelli, M.S. Gimenez,

Influence of a protein concentrate from Amaranthus cruentus seeds on lipid

metabolism, Experimetal Biololy and Medicine (Maywood), 231, 50 (2006).

(61) R.A. Ortega-Bonilla, D.M. Chito-Trujillo, Prevalence of overweight and obesity

in schoolchildren of a rural Colombian community, Revista Española de Nutrición

Humana y Dietética, 19, 212 (2015).

(62) S. Fujioka, Y. Matsuzawa, K. Tokunaga, S. Tarui, Contribution of intra-abdominal

fat accumulation to the impairment of glucose and lipid metabolism in

human obesity, Metabolism, 36, 54 (1987).

(63) T.G. Simnadis, L.C. Tapsell, E.J. Beck, Physiological effects associated with quinoa

consumption and implications for research involving humans: A review,

Plant Foods for Human Nutrition, 70, 238 (2015).

(64) Y. Yao, Y. Zhu, Y. Gao, Z. Shi, Y. Hu, G. Ren, Suppressive effects of saponinenriched

extracts from quinoa on 3T3-L1 adipocyte differentiation, Food and

Function, 6, 3282 (2015).

(65) D. Carlson, J.A. Fernandez, H.D. Poulsen, B. Nielsen, S.E. Jacobsen, Effects of

quinoa hull meal on piglet performance and intestinal epithelial physiology,

Journal of Animal Physiology and Animal Nutrition, 96, 198 (2012).

(66) J. Diaz, M. Diaz, S. Cataneda, A note on the use of Chenopodium Quinoa forage

meal in pre-fattening pigs, Cuban Journal of Agricultural Science, 29, 223 (1995).

(67) F. De Costa, A. CA Yendo, J. D Fleck, G. Gosmann, A. G Fett-Neto, Immunoadjuvant

and anti-inflammatory plant saponins: Characteristics and biotechnological

approaches towards sustainable production, Minireviews in Medicinal

Chemistry, 11, 857 (2011).

(68) M.E. Letelier, C. Rodriguez-Rojas, S. Sanchez-Jofre, P. Aracena-Parks, Surfactant

and antioxidant properties of an extract from Chenopodium quinoa Willd

seed coats, Journal of Cereal Science, 53, 239 (2011).

(69) S.G. Verza, F. Silveira, S. Cibulski, S. Kaiser, F. Ferreira, G. Gosmann et al., Immunoadjuvant

activity, toxicity assays, and determination by UPLC/Q-TOF-MS of

triterpenic saponins from Chenopodium quinoa seeds, Journal of Agricultural and

Food Chemistry, 60, 3113 (2012).

(70) H.X. Sun, Adjuvant effect of Achyranthes bidentata saponins on specific antibody

and cellular response to ovalbumin in mice, Vaccine, 24, 3432 (2006).

(71) H.-X. Sun, H.-J. Pan, Immunological adjuvant effect of Glycyrrhiza uralensis

saponins on the immune responses to ovalbumin in mice, Vaccine, 24, 1914

(2006).

(72) A. Estrada, B. Li, B. Laarveld, Adjuvant action of Chenopodium quinoa saponins

on the induction of antibody responses to intragastric and intranasal administered

antigens in mice, Comparative Immunology, Microbiology and Infectious

Diseases, 21, 225 (1998).

(73) G. Timite, A.-C. Mitaine-Offer, T. Miyamoto, C. Tanaka, J.-F. Mirjolet, O.

Duchamp , M.-A. Lacaille-Dubois, Structure and cytotoxicity of steroidal glycosides

from Allium schoenoprasum, Phytochemistry, 88, 61 (2013).

(74) J.J. Balsevich, I. Ramirez-Erosa, R.A. Hickie, D.M. Dunlop, G.G. Bishop, L.K.

Deibert, Antiproliferative activity of Saponaria vaccaria constituents and related

compounds, Fitoterapia, 83, 170 (2012)

.

(75) D. Ghosh, P. Thejomoorthy-Veluchamy, Anti-inflammatory and analgesic activities

of oleanolic acid 3-/3- Glucoside (RDG-1) from Randia dumetorum

(Rubiaceae), Indian Journal of Pharmacology, 15, 331 (1983).

(76) D. da Silva Ferreira, V.R. Esperandim, M.P.A. Toldo, J. Saraiva, W.R. Cunha, S.

De Albuquerque, Trypanocidal activity and acute toxicity assessment of triterpene

acids, Parasitology Research, 106, 985 (2010)

.

(77) A. Pandey, M. Rizvi, B.A. Shah, S. Bani, Anti-arthritogenic effect of Saponin-1

by alteration of Th1/Th2 cytokine paradigm in arthritic mice, Cytokine, 79, 103

(2016).

(78) J. Pollier, A. Goossens, Oleanolic acid, Phytochemistry, 77, 10 (2012).

(79) Y.-Z. Yang, Y.-Z. Tang, Y.-H. Liu, Wogonoside displays anti-inflammatory

effects through modulating inflammatory mediator expression using RAW264.7

cells, Journal of Ethnopharmacology, 148, 271 (2013).

(80) M. Anisimov, V.J. Chirva, Die biologische Bewertung von Triterpenglykoside,

Pharmazie, 35, 731 (1980).

(81) M. Stuardo, R. San Martin, Antifungal properties of quinoa (Chenopodium quinoa

Willd) alkali treated saponins against Botrytis cinerea, Industrial Crops and

Products, 27, 236 (2008).

(82) M.V. Bengtsson, J.R. Hockenhull, T. Elgaard, B.K.K. Nielsen, M. Damso, “A

natural product having a fungus inhibiting effect on specific fungal pathogens and

a growth promoting effect for improving plant production”, Google Patents, EP

A3, URL: http://www.google.co.in/patents/EP1867230A2?cl=en ,

, consultado en octubre de 2016.

(83) J.M. Dutcheshen, “Method of protecting plants from bacterial diseases”, Google

Patents, US 6743752 B2, URL: https://www.google.ch/patents/US6743752 ,

, consultado en octubre de 2016.

(84) J. Dutcheshen, “Method of protecting plants from bacterial and fungal diseases”,

Google Patents, US 20050261129 A1, URL: https://www.google.ch/patents/US20050261129 , 2005, consultado en octubre de 2016

(85) I. Gulcin, V. Mshvildadze, A. Gepdiremen, R. Elias, The antioxidant activity of a

triterpenoid glycoside isolated from the berries of Hedera colchica: 3-O-(beta-Dglucopyranosyl)-

hederagenin, Phytotherapy Research, 20, 130 (2006).

Dimensions

PlumX

Visitas a la página del resumen del artículo

4396

Descargas

Los datos de descarga aún no están disponibles.

Cómo citar

Ahumada, A., Ortega, A., Chito, D., & Benítez, R. (2016). Saponinas de quinua (Chenopodium quinoa Willd.): un subproducto con alto potencial biológico. Revista Colombiana De Ciencias Químico-Farmacéuticas, 45(3), 438-469. https://doi.org/10.15446/rcciquifa.v45n3.62043