310
Views
81
CrossRef citations to date
0
Altmetric
Research Article

Immunomodulatory and cellular anti-oxidant activities of caffeic, ferulic, and p-coumaric phenolic acids: a structure–activity relationship study

, , , , &
Pages 416-424 | Received 04 May 2016, Accepted 22 Oct 2016, Published online: 18 Nov 2016

References

  • Alam MA, Subhan N, Hossain H, et al. (2016). Hydroxycinnamic acid derivatives: a potential class of natural compounds for the management of lipid metabolism and obesity. Nutr Metab (Lond) 13:27
  • Ashidate K, Kawamura M, Mimura D, et al. (2005). Gentisic acid, an aspirin metabolite, inhibits oxidation of low-density lipoprotein and the formation of cholesterol ester hydroperoxides in human plasma. Eur J Pharmacol 513:173–179
  • Azam S, Hadi N, Khan NU, Hadi SM. (2004). Prooxidant property of green tea polyphenols epicatechin and epigallocatechin-3-gallate: implications for anticancer properties. Toxicol in Vitro 18:555–561
  • Badhani B, Sharma N, Kakkar R. (2015). Gallic acid: a versatile antioxidant with promising therapeutic and industrial applications. RSC Adv 5:27540–27557
  • Blasa M, Angelino D, Gennari L, Ninfali P. (2011). The cellular anti-oxidant activity in red blood cells (CAA-RBC): a new approach to bioavailability and synergy of phytochemicals and botanical extracts. Food Chem 125:685–691
  • Calandra T, Roger T. (2003). Macrophage migration inhibitory factor: a regulator of innate immunity. Nat Rev Immunol 3:791–800
  • Chatterjee RK, Fatma N, Jain RK, et al. (1998). Litomosoides carinii in rodents: immunomodulation in potentiating action of diethylcarbamazine. Jpn J Exp Med 58:243–248
  • Chen TL, Chang CC, Lin YL, et al. (2009). Signal-transducing mechanisms of ketamine-caused inhibition of interleukin-1 gene expression in lipopolysaccharide-stimulated murine macrophage-like Raw 264.7 cells. Toxicol Appl Pharmacol 240:15–25
  • Cherng JM, Chiang W, Chiang LC. (2007). Immunomodulatory activities of common vegetables and spices of Umbelliferae and related coumarins and flavonoids. Food Chem 106:944–950
  • Górecka AK, Stojko AR, Górecki M, Stojko J, et al. (2014). Structure and antioxidant activity of polyphenols derived from propolis. Molecules 19:78–101
  • Graf E. (1992). Antioxidant potential of ferulic acid. Free Radic Biol Med 13:435–448
  • Han SB, Kim YH, Lee CW, et al. (1998). Characteristic immunostimulation by angelan isolated from Angelica gigas Nakai. Immunopharmacology 40:39–48
  • Heleno SA, Ferreira ICFR, Esteves AP, et al. (2013). Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters. Food Chem Toxicol 58:95–100
  • Ivanov I. (2008). Free radicals and cares for aging pets. Trakia J Sci 6:152–154
  • Kang HS, Chin RK, Wang Y, et al. (2002). Signaling via LTbetaR on the lamina propria stromal cells of the gut is required for IgA production. Nat Immunol 3:576–582
  • Kanski J, Aksenova M, Stoyanova A, Butterfield DA. (2002). Ferulic acid anti-oxidant protection against hydroxyl and peroxyl radical oxidation in synaptosomal and neuronal cell culture systems in vitro: structure-activity studies. J Nutr Biochem 13:273–281
  • 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
  • Krammer PH, Arnold R, Lavrik IN. (2007). Life and death in peripheral T cells. Nat Rev Immunol 7:532–542
  • Krifa M, Mustapha N, Ghedira Z, et al. (2015). Limoniastrum guyonianum methanol extract induces immunomodulatory and anti-inflammatory effects by activating cellular anti-oxidant activity. Drug Chem Toxicol 38:84–91
  • Kuban-Jankowska A, Sahu K. k, Gorska M, et al. (2016). Chicoric acid binds to two sites and decreases the activity of the YopH bacterial virulence factor. Oncotarget 7:2229–2238
  • Lee GI, Young HA, Rakimn J, et al. (1995). Inhibitory effects of oriental herbal medicines on IL-8 induction lipopolysaccharide activated rat macrophages. Planta Med 65:26–30
  • Liao DY, Chai YC, Wang SH, et al. (2015). Antioxidant activities and contents of flavonoids and phenolic acids of Talinum triangulare extracts and their immunomodulatory effects. J Food Drug Analysis 23:294–302
  • Limem I, Harizi H, Ghedira K, Chekir-Ghedira L. (2010). Leaf extracts from Phlomis crinita Cav. subs. mauritanica Munby affect immune cell functions in vitro. Immunopharmacol Immunotoxicol 33:309–314
  • López-Martínez LM, Santacruz-Ortega H, Navarro RE, et al. (2015). 1H NMR investigation of the interaction between phenolic acids found in mango (Manguifera indica cv Ataulfo) and papaya (Carica papaya cv Maradol) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radicals. PLoS One 10:e0140242
  • Manosroi A, Saraphanchotiwitthaya A, Manosroi J. (2003). Immunomodulatory activities of Clausena excavata Burm. f. wood extracts. J Ethnopharmacol 89:155–160
  • Manosroi A, Saraphanchotiwitthaya A, Manosroi J. (2005). In vitro immunomodulatory effect of Pouteria cambodiana (Pierre ex Dubard) Baehni extract. J Ethnopharmacol 101:90–94
  • Mosmann T. (1983). Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol. Methods 65:55–63
  • Mozuraityte R, Storro I, Rustad T. (2009). Antioxidant activity of phenolic acids in lipid oxidation catalyzed by different prooxidants. J Agric Food Chem 57:10377–10385
  • Piazzon A, Vrhovsek U, Masuero D, et al. (2012). Antioxidant activity of phenolic acids and their metabolites: synthesis and antioxidant properties of the sulfate derivatives of ferulic and caffeic acids and of the acyl glucuronide of ferulic acid. J Agric Food Chem 60:12312–12323
  • Robbins RJ. (2003). Phenolic acids in foods: an overview of analytical methodology. J Agric Food Chem 51:2866–2887
  • Roche M, Dufour C, Mora N, Dangles O. (2005). Antioxidant activity of olive phenols: mechanistic investigation and characterization of oxidation products by mass spectrometry. Org Biomol Chem 3:423–430
  • Sarangi I, Ghosh D, Bhutia S, et al. (2006). Anti-tumor and immunomodulating effects of Pleurotus ostreatus mycelia-derived proteoglycans. Int Immunopharmacol 6:1287–1297
  • Taner G, Özkan Vardar D, Aydin S, et al. (2016). Use of in vitro assays to assess the potential cytotoxic, genotoxic and antigenotoxic effects of vanillic and cinnamic acid. Drug Chem Toxicol 16:1–8
  • Wang D, Ma Y, Wang J, et al. (2013). Natural killer cells in innate defense against infective pathogens. J Clin Cell Immunol S13:006
  • Wolfe KL, Liu RH. (2007). Cellular antioxidant activity (CAA) assay for assessing antioxidants, foods, and dietary supplements. J Agric Food Chem 55:8896–8907
  • Yamanaka D, Tamiya Y, Motoi M, et al. (2012). The effect of enzymatically polymerised polyphenols on CD4 binding and cytokine production in murine splenocytes. PLoS One 7:e36025
  • Zhao Y, Liu J, Liu C, et al. (2016). Anti-inflammatory effects of p-coumaric acid in LPS-stimulated RAW264.7 cells: involvement of NF-κB and MAPKs pathways. Med Chem 6:327–330

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.