2018, Number S1
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TIP Rev Esp Cienc Quim Biol 2018; 21 (S1)
Polyphenols profile, antioxidant capacity, and in vitro cytotoxic effect on human cancer cell lines of a hydroalcoholic extract from Calendula officinalis l. petals
Hernández-Rosas NA, García-Zebadúa JC, Hernández-Delgado N, Torres-Castillo S, Figueroa-Arredondo P, Mora-Escobedo R
Language: English
References: 47
Page: 54-64
PDF size: 1402.70 Kb.
ABSTRACT
The hydro-alcoholic extract from
Calendula officinalis petals, was evaluated showing beneficial effects against oxidative
stress and therefore on diseases associated to inflammatory processes. The content of polyphenols of the extract was
determined by TLC and HPLC-UV-DAD and the antioxidant efficiency estimated from Fe
3+/Fe
2+ reducing power, Cu
2+
and Fe
2+ chelation,
•OH radical scavenging, ABTS [2, 2´-azino bis (3 ethylbenzothiazoline-6-sulphonic acid)] and DPPH
(2,2´diphenyl-1-picrylhydrazyl) assays. The
in vitro growth inhibition (IC
50) in human cancer cell breast (MDA-MB-231),
uterine cervix (HeLa), lung (A-549), colon (HT-29) and (Caco-2) was determined by MTT method. The extract showed
that the polyphenols content in the hydro-alcoholic extract was 37.01±0.015 mg GAE g
–1, being rutin the most abundant
one. ABTS TEAC and DPPH TEAC tests showed a high antioxidant capacity. The antioxidant activity profile displayed high
reducing capacity and ability to chelate Cu
2+ and Fe
2+ as well as good
•OH radical scavenging capacity. The extract
showed a cytotoxic effect on human cancer cell lines of colon (HT-29) and (Caco-2), breast (MDA-MB-231), uterine
cervix (HeLa), and lung (A-549) (IC
50 = 10.84, 11.73, 11.26, 11.53, and 11.96
µg mL
–1, respectively). The correlation analysis
suggests that the
Calendula officinalis polyphenols are directly related to the antioxidant efficiency of the extract and
inversely to the cell viability.
REFERENCES
AOAC, (1995). Official methods of analysis. (1995). 13th ed. 1, editor. Vol. 3, Association of Official Analytical Chemist, Washington, USA,1305 p.
Barajas-Farías, L.M., Pérez-Carreón, J. I., Arce-Popoca, E., Fattel- Fazenda, S., Alemán-Lazarini, L., Hernández-García, J., Salcido-Neyoy, M., Cruz-Jiménez, F.G., Camacho, J. & Villa- Treviño, S. (2006). A dual and opposite effect of Calendula officinalis flower extract: Chemoprotector and promoter in a rat hepatocarcinogenesis model. Plant medicinal, 72, 217–221.
Beer, D., Joubert, E., Gelderblom, W.C.A. & Manley, M. (2002). Phenolic compounds: A review of their possible role as in vivo antioxidants of wine. S. Afr. J. Enol. Vitic., 23(2) 48–61. Available at: http:// www.sasev.org/journal-sajev/sajev-articles/volume-23-2/art2 phenolic compounds antioxidant components of wine.pdf.
Blainski, A., Lopes G. C., & Palazo de Mello, J. C. (2013). Application and analysis of the Folin Ciocalteu method for the determination of the total phenolic content from Limonium brasiliense L. Molecules, 18(6), 6852-6865
Bountagkidou, O.G., Ordoudi, S.A. & Tsimidou, M.Z. (2010). Structure-antioxidant activity relationship study of natural hydroxybenzaldehydes using in vitro assays. Food Res. Inter., 43(8), 2014–2019. Available at: http://dx.doi.org/10.1016/j. foodres.2010.05.021.
Braham, H., Mighri, Z., Jannet, H.B., Matthew, S. & Abreu, P. M. (2005). Antioxidant phenolic glycosides from Moricandia arvensis. J. Nat. Prod., 68(4), 517–522. DOI: 10.1021/ np049581m.
Cabrera, A. & Mach, N. (2012). Flavonoides como agentes quimiopreventivos y terapéuticos contra el cáncer de pulmón. Rev. Esp. Nutr. Hum. Diet., 16(4),143–153. Available at: http://www.sciencedirect.com/science/article/ pii/S2173129212700893.
Cassani, J., Ferreyra-Cruz, O.A., Dorantes-Barrón, A.M., Villaseñor, R.M., Arrieta-Baez, D. & Estrada-Reyes, R. (2015). Antidepressant-like and toxicological effects of a standardized aqueous extract of Chrysactinia mexicana A. Gray (Asteraceae) in mice. J. Ethnopharmacol., 2015/06/14. 171, 295–306. DOI: 10.1016/j.jep.2015.05.055.
Ćetković, G.S., Djilas, S.M., Ċanadanović-Brunet, J. M. & Tubas, V. T, (2004). Antioxidant properties of marigold extracts. Food Res. Inter., 37(7), 643–650.
Dizdarevic, L. L., Biswas, D., Uddin, M. M., Jørgenesen, A., Falch, E., Bastani, N. E. & Duttaroy, A. K. (2014). Inhibitory effects of kiwifruit extract on human platelet aggregation and plasma angiotensin-converting enzyme activity. Platelets, 25(8), 567–575. DOI: 10.3109/09537104.2013.852658.
Farahpour, M. R. (2014). Antioxidant activity, Antinociceptive and anti-inflammatory effects of Pot marigold hydroalcoholic extract on experimental animals. Inter. J. Pharm.Tech. Res., 1(974-4304–1),1640–1646.
Fonseca, Y. M., Catini, C. D., Vicentini, F. T., Nomizo, A., Gerlach R. F. & Fonseca, M. J. (2010). Protective effect of Calendula officinalis extract against UVB-induced oxidative stress in skin: evaluation of reduced glutathione levels and matrix metalloproteinase secretion. J. Ethnopharmacol., 127(3), 596–601. DOI: 10.1016/j.jep.2009.12.019
Girola, N., Figueiredo, C. R., Farias, C. F., Azevedo, R. A., Ferreira, A. K., Teixeira, S. F., Capelo, T. M., Martins, E. G., Matsuo, A. L., Travassos, L. R. & Lago, J.H. (2015). Camphene isolated from essential oil of Piper cernuum (Piperaceae) induces intrinsic apoptosis in melanoma cells and displays antitumor activity in vivo. Biochem. Biophys. Res. Commun., 467(4), 928–934. DOI: 10.1016/j.bbrc.2015.10.041.
Hamzawy, M.A., El-denshary, E.S.M., Hassan, N.S., Mannaa, F.A. & Abdel-Wahhab, M.A. (2013). Dietary Supplementation of Calendula officinalis Counteracts the Oxidative Stress and Liver Damage Resulted from Aflatoxin. ISRN Nutr. 2013,1-9. DOI: 10.5402/2013/538427
Khedid, K., Ansar, M. & Ibrahimi, A., (2016). Antioxidant activities of Calendula arvensis flowers. Journal de Mycologie Medicale. Available at: http://dx.doi.org/10.1016/j. mycmed.2016.11.002.
Kim, E., Jung, Y., Choi, H., Yang, J., Suh, J. S., Huh, Y.M., Kim, K. & Haam, S. (2010). Prostate cancer cell death produced by the co-delivery of Bcl-xL shRNA and doxorubicin using an aptamer-conjugated polyplex. Biomaterials, 31(16), 4592–4599. Available from: http://dx.doi.org/10.1016/j. biomaterials.2010.02.030.
Le Marchand, L., Murphy, S.P., Hankin, J.H., Wilkens, L.R. & Kolonel, L.N. (2000). Intake of flavonoids and lung cancer. J. Natl. Cancer Inst., 92(2), 154–160.
Leopoldini, M., Russo, N. & Toscano, M. (2011). The molecular basis of working mechanism of natural polyphenolic antioxidants. Food Chem., 125(2), 288–306. Available at: http://dx.doi. org/10.1016/j.foodchem.2010.08.012.
Li, Y., Wang, J., Zhan, L., Wleklinski, M., Xiong, C., Liu, H., Yueming, Z. & Zhogxiu, N. (2016). He bridge between thin layer chromatography-mass spectrometry and high-performance liquid chromatography-mass spectrometry: The realization of liquid thin layer chromatography-mass spectrometry (LTLCMS). J. Chromatogr. A., (1450), 181-189. DOI: 10.1016/j. chroma.2016.07.026
Lin, S. Y., Wang, C. C., Lu, Y. L., Wu, W. C. & Hou, W. C. (2008). Antioxidant, anti-semicarbazide-sensitive amine oxidase, and anti-hypertensive activities of geraniin isolated from Phyllanthus urinaria. Food Chem. Toxicol. 46(7), 2485–2492. DOI: 10.1016/j.fct.2008.04.007
Liu, R. H. (2004). Nutrition, and cancer potential synergy of phytochemicals in cancer prevention: Mechanism of action J. Nutr. 134(12 Suppl), 3479S-3485S
Lobo, V. Patil, A., Phatak, A. & Chandra, N. (2010). Free radicals, antioxidants and functional foods: Impact on human health. Pharmacogn. Rev., 4(8), 118-126. DOI: 10.4103/0973- 7847.70902
Martínez-Flores, S., González-Gallego, J., Culebras, J.M. & Tuñón, M.J. (2002). Los flavonoides, propiedades y acciones antioxidantes. Nutr. Hosp., XVII 6, 271–278. http://www. nutricionhospitalaria.com/pdf/3338.pdf
Miguel, M., Barros, L., Pereira, C., Calhelha, R. C., García, P. A., Castro, M. A., Santos-Buelga, C. & Ferreira, I. C. (2016). Chemical characterization and bioactive properties of two aromatic plants: Calendula officinalis L. (flowers) and Mentha cervina L. (leaves). Food and Function, 7, 2223-2232
Milian-Vázquez, P. M., Morales-Ojeda, R., Vázquez-Montero, L., Martín-Álvarez, C. & Quiroz-Enríquez, M. (2010). Calendula officinalis L. en el tratamiento tópico de la candidiasis vaginal recurrente. BLACMA, 9, 343–352. http://www.revistas.usach. cl/ojs/index.php/blacpma/article/viewFile/69/60#
Mosmann, T. (1983). Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J. Inm. Methods, 65(1-2), 55-63.
Mubashar Sabir, S., Khan, M. F., Rocha, J. B.T., Boligon, A. A. & Athayde, M. L. (2015). Phenolic profile, antioxidant activities and genotoxic evaluations of Calendula officinalis. J. Food Biochem., 39(3), 324. DOI: 10.1111/jfbc.12132.
Olennikov, D. N. & Kashchenko, N. I. (2014). Componential profile and amylase inhibiting activity of phenolic compounds from Calendula officinalis L. leaves. Scientific World J., 2014, 1-9. ID 654193. http://dx.doi.org/10.1155/2014/654193
Olthof, M.R., Hollman, P.C., Buijsman, M.N., van Amelsvoort, J.M. & Katan, M.B. (2003). Chlorogenic acid, quercetin-3-rutinoside and black tea phenols are extensively metabolized in humans. J. Nutr., 133(6), 1806–1814 https://www.ncbi.nlm.nih.gov/ pubmed/12771321.
Oyaizu, M. (1986). Studies on product of browing reaction prepared from glucose amine. Japanese J. Nutr., 1, 307–315. https:// doi.org/10.5264/eiyogakuzashi.44.307
Pérez-Jiménez, C.S. (2006). Effect of solvent and certain food constituents on different antioxidant capacity assays. Food Res. Int., 39, 791–800. DOI: 10.1016/j.foodres.2006.02.003.
Preethi, K. C., Kuttan, G. & Kuttan, R. (2006). Antioxidant potential of an extract of Calendula officinalis. flowers in vitro. and in vivo. Pharm. Biol., 44(9), 691–697. Available at: http://dx.doi. org/10.1080/13880200601009149.
Re, R., Pellegrini, N., Proteggente, A., Pannala, A., Yang, M. & Rice- Evans, C. (1999). Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radic. Biol. Med., 26(9–10), 1231–1237. https://doi.org/10.1016/S0891- 5849(98)00315-3
Reuter, S., Subash, C. & Gupta, M.M.C. (2011). Oxidative stress, inflamation, and cancer: How are they linked?. Free Radic. Biol. Med., 49(11), 1603–1616. DOI: 10.1016/j. freeradbiomed.2010.09.006.
Rigane, H., Chtourou, M., Ben Mahmoud, I., Medhioub, K. & Ammar, E. (2015). Polyphenolic compounds progress during olive mill wastewater sludge and poultry manure co-composting, and humic substances building (Southeastern Tunisia). Waste Manag. Res., 33(1), 73–80. DOI: 10.1177/0734242X14559594.
Rotta, E. M., Windson, C., Haminiuk, I., Maldaner, L. & Vissentainer, J. (2017). Determination of antioxidant activity and phenolic compounds of Muntingia calabura Linn peel by HPLC-DAD and UPLC-ESI-MS/MS. Int. J. Food Sci. Technol., 52, 954–963. DOI: 10.1111/ijfs.13359.
Saiga, A., Tanabe, S. & Nishimura, T. (2003). Antioxidant activity of peptides obtained from porcine myofibrillar proteins by protease treatment. J. Agric. Food Chem. 51(12), 3661–3667. DOI: 10.1021/jf021156g
Saxena, M., Saxena, J. & Pradhan, A. (2012). Flavonoids and phenolic acids as antioxidants in plants and human health. Int. J. Pharm. Sci. Rev. Res., 16(2), 130–134. www.globalresearchonline.net.
Schreml, S., Lehle, K., Birnbaum, D. E. & Preuner, J.G. (2007). mTOR inhibitors simultaneously inhibit proliferation and basal IL-6 synthesis of human coronary artery endothelial cells. Int. Immunopharmacol., 7, 781–790.
Seyoum, A., Asres, K. & El-Fiky, F.K. (2006). Structure-radical scavenging activity relationships of flavonoids. Phytochemistry, 67(18), 2058–2070. DOI: 10.1016/j.phytochem.2006.07.002.
Song, F. L., Gan, R. Y., Zhang, Y., Xiao, Q., Kuang, L. & Li, H. B. (2010). Total phenolic contents and antioxidant capacities of selected chinese medicinal plants. Int. J. Mol. Sci., 11(6), 2362–2372 DOI: 10.3390/ijms11062362.
Wamidh, H.T. & Mahasheh, A.M. (2010). Antiproliferative Activity of Plant Extracts Used Against Cancer in Traditional Medicine. Sci. Pharm., 78, 33–45. DOI: 10.3797/scipharm.0912-11
Vauzour, D., Rodríguez-Mateos, A., Corona, G., Oruna-Concha. M. J. & Spencer J. P. (2010). Polyphenols and human health: Prevention of disease and mechanisms of action. MDPI nutrient. 2(11), 1106–1131. DOI: 10.3390/nu2111106.
Yassen, A.A., Habib A.M., Zaghloul, S.M. & Khaled, S.M. (2010). Effect of different sources of potassium fertilizers on growth yield, and chemical composition of Calendula officinalis. J. Amer. Sci., 6(12), 1044–1048. http://www.americanscience.org
Zang, L.Y., Cosma, G., Gardner, H., Shi, X., Castranova, V. & Vallyathan, V. (2000). Effect of antioxidant protection by p-coumaric acid on low-density lipoprotein cholesterol oxidation. Am. J. Physiol. Cell Physiol., 279(4), C954-60. DOI: 10.1152/ajpcell.2000.279.4.C954.
Zhang, P., Sun, S., Li, N., Mei, Y., Kiang, C., Zhang, X., Cheng, Y. S., Ho, W., Kiang, K.M.Y., Zhong, X., Cheng, Y. S., Poon, M. W., Lee, D., Suen Pu, J. K., Ka, K. & Leung, G. (2017). Rutin increases the cytotoxicity of temozolomide in glioblastoma. J. Neuro-Oncol., 132(3), 393–400. DOI: 10.1007/s11060- 017-2387-y.
Zheng, W. & Wang, S.Y. (2001). Antioxidant activity and phenolic compounds in selected herbs. J. Agric. Food Chem., 49(11), 5165–5170.