194
Views
2
CrossRef citations to date
0
Altmetric
Research Articles

In silico, in vitro, and in vivo investigation of antioxidant potential and toxicity of ethyl ferulate

, ORCID Icon, , ORCID Icon, , , ORCID Icon, ORCID Icon, , ORCID Icon, ORCID Icon & ORCID Icon show all
Pages 1769-1779 | Received 15 Apr 2020, Accepted 09 Jan 2021, Published online: 25 Feb 2021

References

  • Abbasitabar, F., and Zare-Shahabadi, V., 2017. In silico prediction of toxicity of phenols to Tetrahymena pyriformis by using genetic algorithm and decision tree-based modeling approach. Chemosphere, 172, 249–259.
  • Aljawish, A., et al., 2014a. Laccase-catalysed functionalisation of chitosan by ferulic acid and ethyl ferulate: evaluation of physicochemical and biofunctional properties. Food Chemistry, 161, 279–287.
  • Aljawish, A., et al., 2014b. Laccase-catalysed oxidation of ferulic acid and ethyl ferulate in aqueous medium: a green procedure for the synthesis of new compounds. Food Chemistry, 145, 1046–1054.
  • Ansari, F.A., et al., 2015. Sodium nitrite-induced oxidative stress causes membrane damage, protein oxidation, lipid peroxidation and alters major metabolic pathways in human erythrocytes. Toxicology in Vitro : An International Journal Published in Association with Bibra, 29 (7), 1878–1886.
  • Antunes, J., et al., 2013. Catatonia in the teenager after use of top quality as a recreational drug. ScientiaMedica, 23(3), 175–179.
  • Alqahtani, S., 2017. In silico ADME-Tox modeling: progress and prospects. Expert Opinion on Drug Metabolism & Toxicology, 13 (11), 1147–1158.
  • Arbos, K.A., et al., 2008. Human erythrocytes as a system for evaluating the antioxidant capacity of vegetable extracts. Nutrition Research (New York, N.Y.).), 28 (7), 457–463.
  • Bautista-Aguilera, O.M., et al., 2014. Design, synthesis, pharmacological evaluation, QSAR analysis, molecular modeling and ADMET of novel donepezil-indolyl hybrids as multipotent cholinesterase/monoamine oxidase inhibitors for the potential treatment of Alzheimer's disease. European Journal of Medicinal Chemistry, 75, 82–95.
  • Castillo-Garit, J.A., et al., 2017. Machine learning-based models to predict modes of toxic action of phenols to Tetrahymena pyriformis. SAR and QSAR in Environmental Research, 28 (9), 735–747.
  • Cunha, F.V.M., et al., 2019. Systematic review and technological prospection: ethyl ferulate, a phenylpropanoid with antioxidant and neuroprotective actions. Expert Opinion on Therapeutic Patents, 29 (2), 73–83.
  • Cunha, F.V.M., et al., 2020. Ethyl ferulate/β-cyclodextrin inclusion complex inhibits edema formation. Materials Science & Engineering, C, 115, 111057.
  • Cyboran-Mikołajczyk, S., et al., 2018. In vitro studies of anti-hemolytic and cytotoxic activity of procyanidin-rich extract from the leaves of Actinidia arguta. Polish Journal of Food and Nutrition Sciences, 68 (2), 171–177.
  • Dacie, J., and Lewis, S. M., 2001. Practical Haematology. London: Churchill Livingstone.
  • Di Domenico, F., et al., 2009. Protective effect of ferulic acid ethyl ester against oxidative stress mediated by UVB irradiation in human epidermal melanocytes. Free Radical Research, 43 (4), 365–375.
  • Estork, S.C., et al., 2014. First Chemical Evaluation and toxicity of Casinga-smelling to Balb-C male mice. Molecules, 19 (4), 3973–3987.
  • Fava, G.A., et al., 2016. Behavioral toxicity revisited -iatrogenic comorbidity in psychiatric evaluation and treatment. Journal of Clinical Psychopharmacology, 36 (6), 550–553.
  • Feitosa, V.A., et al., 2019. Polymeric micelles of pluronic F127 reduce hemolytic potential of amphiphilic drugs. Colloids and Surfaces B: Biointerfaces, 180, 177–185.
  • Gomez, J.C., et al., 2020. Drug-induced immune hemolytic anemia due to amoxicillin-clavulanate: a case report and review. Cureus, 12 (6), e8666.
  • Karamác, M., et al., 2017. The structure–antioxidant activity relationship of ferulates. Molecules, 22, 527.
  • Kassa, J., et al., 2020. Chapter 33 – behavioral toxicity of nerve agents. In: Ramesh Gupta, ed. Handbook of toxicology of chemical warfare agents. 3rd ed. San Diego, US: Academic Press, Elsevier, 499–513.
  • Kazmi, S.R., et al., 2019. In silico approaches and tools for the prediction of drug metabolism and fate: a review. Computers in Biology and Medicine, 106, 54–64.
  • Kato, H., et al., 2013. Repeated exposure to stress stimuli during ethanol consumption prolongs withdrawal-induced emotional abnormality in mice. European Journal of Pharmacology, 721 (1–3), 29–34.
  • Kavvadias, D., et al., 2004. The FLAVONES hispidulin, the benzodiazepine receiver turn on with positive allosteric properties, traverses the blood-brain barrier and exhibits anticonvulsive effects. British Journal of Pharmacology, 142 (5), 811–820.
  • Khalili, M., et al., 2014. Antihaemolytic activity of thirty herbal extracts in mouse red blood cells. Arhiv za Higijenu Rada i Toksikologiju, 65 (4), 399–406.
  • Khan, M., et al., 2016. Catatonia secondary to synthetic cannabinoid use in two patients with no previous psychosis. The American Journal on Addictions, 25 (1), 25–27.
  • Kohno, M., et al., 2020. Oral administration of ferulic acid or ethyl ferulate attenuates retinal damage in sodium iodate-induced retinal degeneration mice. Scientific Reports, 10 (1), 8688.
  • Kurmi, M., et al., 2018. Stability behaviour of antiretroviral drugs and their combinations. 8: characterization and in-silico toxicity prediction of degradation products of efavirenz. Journal of Pharmaceutical and Biomedical Analysis, 148, 170–181.
  • Horbury, M.D., et al., 2017. Photoisomerization of ethyl ferulate: a solution phase transient absorption study. Chemical Physics Letters, 673, 62–67.
  • Humaira, Y., and Hassnain, S., 2016. Comparative analysis of different bioactivities of Curcuma longa, Nigella sativa seeds, and Camellia sinensis extracted by four different methods: a green way to reduce oxidative stress. Food Science and Biotechnology, 25 (3), 811–819.
  • Islam, M.S., et al., 2009. Antioxidant, free radical-scavenging, and NF-kappaB-inhibitory activities of phytosteryl ferulates: structure-activity studies. Journal of Pharmacological Sciences, 111 (4), 328–337.
  • Lang, P.J., 2014. Emotion's response patterns: the brain and the autonomic nervous system. Emotion Review, 6 (2), 93–99.
  • Lee, A., et al., 2017. Efficacy and safety of rapid intermittent correction compared with slow continuous correction with hypertonic saline in patients with moderately severe or severe symptomatic hyponatremia: study protocol for a randomized controlled trial (SALSA trial). Trials, 18 (1), 147.
  • Li, M., et al., 2014. Paper-based device for rapid typing of secondary human blood groups. Analytical and Bioanalytical Chemistry, 406 (3), 669–677.
  • Li, Y., et al., 2016. Synthesis and anticancer activities of glycyrrhetinic acid derivatives. Molecules, 6 (21), 199.
  • Li, X., et al., 2017. Insights into the molecular basis of the acute contact toxicity of diverse organic chemicals in the honey bee. Journal of Chemical Information and Modeling, 57 (12), 2948–2957.
  • Lira, A.B., et al., 2018. Isopropyl caffeate: a caffeic acid derivative—antioxidant potential and toxicity. Oxidative Medicine and Cellular Longevity, 2018, 14.
  • Luna, L. G., 1968. Manual of histologic staining methods of the armed forces institute of pathology. 3rd ed. New York, NY: McGraw-Hill.
  • Maruf, A., et al., 2015. Protective effects of ferulic acid and related polyphenols against glyoxal- or methylglyoxal-induced cytotoxicity and oxidative stress in isolated rat hepatocytes. Chemico-Biological Interactions, 234, 96–104.
  • Naparto, K., et al., 2020. Comparison of antioxidants: the limited correlation between various assays of antioxidant activity. Molecules, 25 (14), 3244.
  • Nazaré, A.C., et al., 2014. Ethyl ferulate, a component with anti-inflammatory properties for emulsion-based creams. Molecules, 19 (6), 8124–8139.
  • Nigra, A.D., et al., 2016. Alterations of hemorheological parameters and tubulin content in erythrocytes from diabetic subjects. The International Journal of Biochemistry & Cell Biology, 74, 109–120.
  • Organization for Economic Cooperation and Development (OECD) 2001. Guideline for Testing of Chemicals/Section 4: Health Effects Test no. 423: Acute Oral Toxicity – Acute Toxic Class Method, France, Paris.
  • Pereira, V.S.S., et al., 2016. Cytotoxicity, hemolysis and in vivo acute toxicity of2-hydroxy-3-anilino-1,4-naphthoquinone derivatives. Toxicology Reports, 3, 756–762.
  • Pinto, M., et al., 2007. Toxicological evaluation of preparation containing fitoterápica Piper methysticumForstPiperaceae (Kava Kava ®) on the pre-Christmas in Wistar rats. Latin American Journal of Pharmacy, 26, 818–824.
  • Phuong, N.T., 2014. Cuong, T.T., and Quang, D.N., Anti-inflammatory activity of methyl ferulate isolated from Stemona tuberosa Lour. Asian Pacific Journal of Tropical Medicine, 7 (7S1), S327–S331.
  • Rangel, M., et al., 1997. Hemolytic activity in extracts of the diatom Nitzschia. Toxicon : official Journal of the International Society on Toxinology, 35 (2), 305–309.
  • Rajagopalan, A., et al., 2017. Understanding the links between vestibular and limbic systems regulating emotions. Journal of Natural Science, Biology and Medicine, 8 (1), 11–15.
  • Roy, S., et al., 2015. Synthesis, characterization, antioxidant status, and toxicity study of vanadium-rutin complex in Balb/c mice. Biological Trace Element Research, 166 (2), 183–200.
  • Scapagnini, G., et al., 2004. Ethyl ferulate, a lipophilic polyphenol, induces HO-1 and protects rat neurons against oxidative stress. Antioxidants & Redox Signaling, 6 (5), 811–818.
  • Simoni, A.H., et al., 2017. Association between ABO blood types and pain perception. Somatosensory & Motor Research, 34 (4), 258–264.
  • Srinivas, N., et al., 2014. In vitro cytotoxic evaluation and detoxification of monocrotaline (Mct) alkaloid: an in silico approach. International Invention Journal of Biochemistry and Bioinformacts, 2 (2), 20–29.
  • Tawata, S., et al., 1996. Synthesis and antifungal activity of cinnamic acid esters. Bioscience, Biotechnology, and Biochemistry, 60 (5), 909–910.
  • Tsai, Y.C., et al., 2015. The effect of ferulic acid ethyl ester on leptin-induced proliferation and migration of aortic smooth muscle cells. Experimental & Molecular Medicine, 47, 1–9.
  • Vanholme, B., et al., 2019. Bioactivity: phenylpropanoids' best kept secret. Current Opinion in Biotechnology, 56, 156–162.
  • Zhang, H., et al., 2017. Evaluation of the cellular and animal models for the study of antioxidant activity: A. Journal of Food Science, 82 (2), 278–288.
  • Zhu, D., et al., 2016. Antioxidant activity of individual steryl ferulates from various cereal grain sources. Journal of Natural Products, 79 (2), 308–316.
  • Zohra, M., and Fawzia, A., 2014. Hemolytic activity of different herbal extracts used in Algeria. International Journal of Pharma Sciences and Research, 8 (5), 495–500.
  • Wang, L., et al., 2017. Corticotropin-releasing factor overexpression in mice abrogates sex differences in body weight, visceral fat, and food intake response to a fast and alters levels of feeding regulatory hormones. Biology of Sex Differences, 8 (2), 2.
  • Welbourn, E.M., et al., 2017. The mechanism of formation, structure and physiological relevance of covalent hemoglobin attachment to the erythrocyte membrane. Free Radical Biology and Medicine, 103, 95–106.
  • Wu, W., et al., 2007. Free radical scavenging and antioxidative activities of caffeic acid phenethyl ester (CAPE) and its related compounds in solution and membranes: a structure–activity insight. Food Chemistry, 105 (1), 107–115.

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.