307
Views
5
CrossRef citations to date
0
Altmetric
In vitro and animal studies

Stability and anti-topoisomerase activity of phenolic compounds of Capsicum annuum “Serrano” after gastrointestinal digestion and in vitro colonic fermentation

, ORCID Icon, , , ORCID Icon & ORCID Icon
Pages 826-838 | Received 21 Aug 2019, Accepted 10 Feb 2020, Published online: 04 Mar 2020

References

  • Alvarez-Parrilla E, de la Rosa LA, Amarowicz R, Shahidi F. 2011. Antioxidant activity of fresh and processed Jalapeño and Serrano peppers. J Agric Food Chem. 59:163–173.
  • Benzie IF, Strain JJ. 1996. The ferric reducing ability of plasma (FRAP) as a measure of “antioxidant power”: the FRAP assay. Anal Biochem. 239:70–76.
  • Blancas-Benitez FJ, Pérez-Jiménez J, Montalvo-González E, González-Aguilar GA, Sáyago-Ayerdi SG. 2018. In vitro evaluation of the kinetics of the release of phenolic compounds from guava (Psidium guajava L.) fruit. J Funct Foods. 43:139–145.
  • Bohn T. 2014. Dietary factors affecting polyphenol bioavailability. Nutr Rev. 72:429–452.
  • Bourassa MW, Alim I, Bultman SJ, Ratan RR. 2016. Butyrate, neuroepigenetics and the gut microbiome: can a high fiber diet improve brain health? Neurosci Lett. 625:56–63.
  • Byrne C, Chambers E, Morrison D, Frost G. 2015. The role of short chain fatty acids in appetite regulation and energy homeostasis. Int J Obes. 39:1331–1339.
  • Campos-Vega R, Reynoso-Camacho R, Pedraza-Aboytes G, Acosta-Gallegos J, Guzman-Maldonado S, Paredes-Lopez O, Oomah B, Loarca-Piña G. 2009. Chemical composition and in vitro polysaccharide fermentation of different beans (Phaseolus vulgaris L.). J Food Sci. 74:T59–T65.
  • Cárdenas-Castro AP, del Carmen Perales-Vázquez G, de la Rosa LA, Zamora-Gasga VM, Ruiz-Valdiviezo VM, Alvarez-Parrilla E, Sáyago-Ayerdi SG. 2019. Sauces: an undiscovered healthy complement in Mexican cuisine. Int J Gastron Food Sci. 17:1–11.
  • Chung WSF, Walker AW, Louis P, Parkhill J, Vermeiren J, Bosscher D, Duncan SH, Flint HJ. 2016. Modulation of the human gut microbiota by dietary fibres occurs at the species level. BMC Biol. 14:3.
  • de Mejía EG, Chandra S, Ramírez-Mares M, Wang W. 2006. Catalytic inhibition of human DNA topoisomerase by phenolic compounds in Ardisia compressa extracts and their effect on human colon cancer cells. Food Chem Toxicol. 44:1191–1203.
  • di Gesso JL, Kerr JS, Zhang Q, Raheem S, Yalamanhot SK, O’hagan D, O’connell MA. 2015. Flavonoid metabolites reduce tumor necrosis factor‐α secretion to a greater extent than their precursor compounds in human THP‐1 monocytes. Mol Nutr Food Res. 59:1143–1154.
  • Duda-Chodak A, Tarko T, Satora P, Sroka P. 2015. Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review. Eur J Nutr. 54:325–341.
  • Ekbatan SS, Sleno L, Sabally K, Khairallah J, Azadi B, Rodes L, Kubow S. 2016. Biotransformation of polyphenols in a dynamic multistage gastrointestinal model. Food Chem. 204:453–462.
  • Englyst HN, Cummings JH. 1986. Digestion of the carbohydrates of banana (Musa paradisiaca sapientum) in the human small intestine. Am J Clin Nut. 44:42–50.
  • Espín JC, González-Sarrías A, Tomás-Barberán FA. 2017. The gut microbiota: a key factor in the therapeutic effects of (poly) phenols. Biochem Pharmacol. 139:82–93.
  • Farrell TL, Gomez ‐Juaristi M, Poquet L, Redeuil K, Nagy K, Renouf M, Williamson G. 2012. Absorption of dimethoxycinnamic acid derivatives in vitro and pharmacokinetic profile in human plasma following coffee consumption. Mol Nutr Food Res. 56:1413–1423.
  • Flint HJ, Duncan SH, Scott KP, Louis P. 2015. Links between diet, gut microbiota composition and gut metabolism. Proc Nutr Soc. 74:13–22.
  • Gao K, Xu A, Krul C, Venema K, Liu Y, Niu Y, Lu J, Bensoussan L, Seeram NP, Heber D, et al. 2006. Of the major phenolic acids formed during human microbial fermentation of tea, citrus, and soy flavonoid supplements, only 3,4-dihydroxyphenylacetic acid has antiproliferative activity. J Nutr. 136:52–57.
  • Giampieri F, Tulipani S, Alvarez-Suarez JM, Quiles JL, Mezzetti B, Battino M. 2012. The strawberry: composition, nutritional quality, and impact on human health. Nutr. 28:9–19.
  • Gong X, Su X, Zhan K, Zhao G. 2018. The protective effect of chlorogenic acid on bovine mammary epithelial cells and neutrophil function. J Dairy Sci. 101:10089–10097.
  • Goñi I, Díaz-Rubio ME, Pérez-Jiménez J, Saura-Calixto F. 2009. Towards an updated methodology for measurement of dietary fiber, including associated polyphenols, in food and beverages. Food Res Int. 42:840–846.
  • Gonthier MP, Remesy C, Scalbert A, Cheynier V, Souquet JM, Poutanen K, Aura AM. 2006. Microbial metabolism of caffeic acid and its esters chlorogenic and caftaric acids by human faecal microbiota in vitro. Biomed Pharmacother. 60:536–540.
  • Guerra A, Etienne-Mesmin L, Livrelli V, Denis S, Blanquet-Diot S, Alric M. 2012. Relevance and challenges in modeling human gastric and small intestinal digestion. Trends Biotechnol. 30:591–600.
  • Hartzfeld PW, Forkner R, Hunter MD, Hagerman AE. 2002. Determination of hydrolyzable tannins (gallotannins and ellagitannins) after reaction with potassium iodate. J Agric Food Chem. 50:1785–1790.
  • Hervert-Hernández D, Sáyago-Ayerdi SG, Goñi I. 2010. Bioactive compounds of four hot pepper varieties (Capsicum annuum L.), antioxidant capacity, and intestinal bioaccessibility. J Agric Food Chem. 58:3399–3406.
  • Jakobek L. 2015. Interactions of polyphenols with carbohydrates, lipids and proteins. Food Chem. 175:556–567.
  • Jeon KH, Yu HB, Kwak SY, Kwon Y, Na Y. 2016. Synthesis and topoisomerases inhibitory activity of heteroaromatic chalcones. Bioorg Med Chem. 24:5921–5928.
  • Juániz I, Ludwig IA, Bresciani L, Dall'Asta M, Mena P, Del Rio D, Cid C, de Peña MP. 2016. Catabolism of raw and cooked green pepper (Capsicum annuum) (poly)phenolic compounds after simulated gastrointestinal digestion and faecal fermentation. J Funct Foods. 27:201–213.
  • Kakkar S, Bais S. 2014. A review on protocatechuic acid and its pharmacological potential. ISRN Pharmacol. 2014:1–9.
  • Kawada T, Suzuki T, Takahashi M, Iwai K. 1984. Gastrointestinal absorption and metabolism of capsaicin and dihydrocapsaicin in rats. Toxicol Appl Pharm. 72:449–456.
  • Keku TO, Dulal S, Deveaux A, Jovov B, Han X. 2015. The gastrointestinal microbiota and colorectal cancer. Am J Physiol Gastrointest Liver Physiol. 308:G351–G363.
  • Kemperman RA, Gross G, Mondot S, Possemiers S, Marzorati M, Van de Wiele T, Doré J, Vaughan EE. 2013. Impact of polyphenols from black tea and red wine/grape juice on a gut model microbiome. Food Res Int. 53:659–669.
  • Kuzma M, Fodor K, Maász G, Avar P, Mózsik G, Past T, Fischer E, Perjési P. 2015. A validated HPLC-FLD method for analysis of intestinal absorption and metabolism of capsaicin and dihydrocapsaicin in the rat. J Pharmaceut Biomed. 103:59–66.
  • Lira-De León KI, Herrera-Martínez M, Ramirez-Mares MV, Hernández-Carlos B. 2017. Evaluation of anticancer potential of eight vegetal species from the state of Oaxaca. African J Tradit Complem Altern Medicines. 14:61–73.
  • Louis P, Scott KP, Duncan SH, Flint HJ. 2007. Understanding the effects of diet on bacterial metabolism in the large intestine. J Appl Microbiol. 102:1197–1208.
  • Martini S, Conte A, Tagliazucchi D. 2018. Bioaccessibility, bioactivity and cell metabolism of dark chocolate phenolic compounds after in vitro gastro-intestinal digestion. J Funct Foods. 49:424–436.
  • Monagas M, Urpi-Sarda M, Sánchez-Patán F, Llorach R, Garrido I, Gómez-Cordovés C, Andres-Lacueva C, Bartolomé B. 2010. Insights into the metabolism and microbial biotransformation of dietary flavan-3-ols and the bioactivity of their metabolites. Food Funct. 1:233–253.
  • Montoya-Ballesteros L, Gonzalez-Leon A, García-Alvarado M, Rodríguez-Jimenes G. 2014. Bioactive compounds during drying of hot peppers. Dry Technol. 32:1486–1499.
  • Montreau F. 1972. Sur le dosage des composés phénoliques totaux dans les vins par la methode Folin-Ciocalteau. Connaiss Vigne Vin. 24:397–404.
  • Nitiss JL, Nitiss KC. 2001. Yeast systems for demonstrating the targets of anti-topoisomerase II agents. Methods Mol Biol. 95:315–327.
  • Nitiss J, Wang JC. 1988. DNA topoisomerase-targeting antitumor drugs can be studied in yeast. Proc Natl Acad Sci USA. 85:7501–7505.
  • Orellana-Escobedo L, Garcia-Amezquita L, Olivas G, Ornelas-Paz J, Sepulveda D. 2013. Capsaicinoids content and proximate composition of Mexican hot peppers (Capsicum spp.) cultivated in the State of Chihuahua. CyTA J Food. 11:179–184.
  • Ornelas-Paz JDJ, Martínez-Burrola JM, Ruiz-Cruz S, Santana-Rodríguez V, Ibarra-Junquera V, Olivas GI, Pérez-Martínez JD. 2010. Effect of cooking on the capsaicinoids and phenolics contents of Mexican peppers. Food Chem. 119:1619–1625.
  • Ovando-Martínez M, Gámez-Meza N, Molina-Domínguez CC, Hayano-Kanashiro C, Medina-Juárez LA. 2018. Simulated gastrointestinal digestion, bioaccessibility and antioxidant capacity of polyphenols from red chiltepin (Capsicum annuum L. Var. glabriusculum) grown in Northwest Mexico. Plant Foods Hum Nutr. 73:116–121.
  • Pekkinen J, Rosa NN, Savolainen OI, Keski-Rahkonen P, Mykkänen H, Poutanen K, Micard V, Hanhineva K. 2014. Disintegration of wheat aleurone structure has an impact on the bioavailability of phenolic compounds and other phytochemicals as evidenced by altered urinary metabolite profile of diet-induced obese mice. Nutr Metab (Lond). 11:1–9.
  • Pérez-Jiménez J, Arranz S, Tabernero M, Díaz-Rubio ME, Serrano J, Goñi I, Saura-Calixto F. 2008. Updated methodology to determine antioxidant capacity in plant foods, oils and beverages: extraction, measurement and expression of results. Food Res Int. 41:274–285.
  • Prior RL, Wu X, Schaich K. 2005. Standardized methods for the determination of antioxidant capacity and phenolics in foods and dietary supplements. J Agric Food Chem. 53:4290–4302.
  • Ramírez-Mares MV, Chandra S, de Mejia EG. 2004. In vitro chemopreventive activity of Camellia sinensis, Ilex paraguariensis and Ardisia compressa tea extracts and selected polyphenols. Mutat Res-Fund Mol M. 554:53–65.
  • 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 Radical Bio Med. 26:1231–1237.
  • Rollyson WD, Stover CA, Brown KC, Perry HE, Stevenson CD, McNees CA, Ball JG, Valentovic MA, Dasgupta P. 2014. Bioavailability of capsaicin and its implications for drug delivery. J Control Release. 196:96–105.
  • Saura-Calixto F, García-Alonso A, Goñi I, Bravo L. 2000. In vitro determination of the indigestible fraction in foods: an alternative to dietary fiber analysis. J Agric Food Chem. 48:3342–3347.
  • Selma MV, Beltrán D, García-Villalba R, Espín JC, Tomás-Barberán FA. 2014. Description of urolithin production capacity from ellagic acid of two human intestinal Gordonibacter species. Food Funct. 5:1779–1784.
  • Song JX, Ren H, Gao YF, Lee CY, Li SF, Zhang F, Li L, Chen H. 2017. Dietary capsaicin improves glucose homeostasis and alters the gut microbiota in obese diabetic ob/ob mice. Front Physiol. 8:602.
  • Tabernero M, Venema K, Maathuis AJ, Saura-Calixto FD. 2011. Metabolite production during in vitro colonic fermentation of dietary fiber: analysis and comparison of two European diets. J Agric Food Chem. 59:8968–8975.
  • Victoria-Campos CI, de Jesús Ornelas-Paz J, Ramos-Aguilar OP, Failla ML, Chitchumroonchokchai C, Ibarra-Junquera V, Pérez-Martínez JD. 2015. The effect of ripening, heat processing and frozen storage on the in vitro bioaccessibility of capsaicin and dihydrocapsaicin from Jalapeño peppers in absence and presence of two dietary fat types. Food Chem. 181:325–332.
  • Vollmer M, Schröter D, Esders S, Neugart S, Farquharson FM, Duncan SH, Schreiner M, Louis P, Maul R, Rohn S. 2017. Chlorogenic acid versus amaranth’s caffeoylisocitric acid–Gut microbial degradation of caffeic acid derivatives. Food Res Int. 100:375–384.
  • Williamson G, Clifford MN. 2017. Role of the small intestine, colon and microbiota in determining the metabolic fate of polyphenols. Biochem Pharmacol. 139:24–39.
  • Williamson G, Kay CD, Crozier A. 2018. The bioavailability, transport, and bioactivity of dietary flavonoids: a review from a historical perspective. Compr Rev Food Sci F. 17:1054–1112.
  • Zamora-Gasga VM, Cárdenas-Castro AP, Montalvo-González E, Loarca-Piña MGF, Landaverde PA, Tovar J, Sáyago-Ayerdi SG. 2018. In vitro human colonic fermentation of indigestible fraction isolated from lunch menus: impact on the gut metabolites and antioxidant capacity. Int J Food Sci Nutr. 69:718–728.
  • Zhou Y, Zheng J, Li Y, Xu DP, Li S, Chen YM, Li HB. 2016. Natural polyphenols for prevention and treatment of cancer. Nutrients. 8:515.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.