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Biochemistry Research International
Volume 2017, Article ID 7616791, 10 pages
https://doi.org/10.1155/2017/7616791
Research Article

Antioxidant and Antiradical Properties of Selected Flavonoids and Phenolic Compounds

1Department of Biochemistry, Medical Faculty, Yuzuncu Yıl University, 65080 Van, Turkey
2Department of Biochemistry, Faculty of Pharmacy, Anadolu University, 26210 Eskişehir, Turkey
3Department of Chemistry, Faculty of Sciences, Atatürk University, 25240 Erzurum, Turkey

Correspondence should be addressed to Zübeyir Huyut; moc.liamg@tuyuh.riyebuz

Received 13 June 2017; Accepted 7 September 2017; Published 12 October 2017

Academic Editor: Paul W. Doetsch

Copyright © 2017 Zübeyir Huyut et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. K. Aksu, B. Özgeriş, P. Taslimi, A. Naderi, İ. Gülçin, and S. Göksu, “Antioxidant Activity, Acetylcholinesterase, and Carbonic Anhydrase Inhibitory Properties of Novel Ureas Derived from Phenethylamines,” Archiv der Pharmazie, vol. 349, no. 12, pp. 944–954, 2016. View at Publisher · View at Google Scholar · View at Scopus
  2. I. Gülçin, V. Mshvildadze, A. Gepdiremen, and R. Elias, “Screening of antiradical and antioxidant activity of monodesmosides and crude extract from Leontice smirnowii tuber,” Phytomedicine, vol. 13, no. 5, pp. 343–351, 2006. View at Publisher · View at Google Scholar · View at Scopus
  3. M. M. Ibrahim, G. A. M. Mersal, A.-M. M. Ramadan, S. Y. Shaban, M. A. Mohamed, and S. Al-Juaid, “Synthesis, characterization and antioxidant/cytotoxic activity of oxovanadium(IV) complexes of methyliminodiacetic acid and ethylenediaminetetracetic acid,” Journal of Molecular Structure, vol. 1137, pp. 742–755, 2017. View at Publisher · View at Google Scholar · View at Scopus
  4. C. A. Prauchner, “Oxidative stress in sepsis: Pathophysiological implications justifying antioxidant co-therapy,” Burns, vol. 43, no. 3, pp. 471–485, 2017. View at Publisher · View at Google Scholar · View at Scopus
  5. J. Li, O. Wuliji, W. Li, Z.-G. Jiang, and H. A. Ghanbari, “Oxidative stress and neurodegenerative disorders,” International Journal of Molecular Sciences, vol. 14, no. 12, pp. 24438–24475, 2013. View at Publisher · View at Google Scholar · View at Scopus
  6. J.-M. Lü, P. H. Lin, Q. Yao, and C. Chen, “Chemical and molecular mechanisms of antioxidants: experimental approaches and model systems,” Journal of Cellular and Molecular Medicine, vol. 14, no. 4, pp. 840–860, 2010. View at Publisher · View at Google Scholar · View at Scopus
  7. S. Catarzi, C. Romagnoli, G. Marcucci, F. Favilli, T. Iantomasi, and M. T. Vincenzini, “Redox regulation of ERK1/2 activation induced by sphingosine 1-phosphate in fibroblasts: involvement of NADPH oxidase and platelet-derived growth factor receptor,” Biochimica et Biophysica Acta, vol. 1810, no. 4, pp. 446–456, 2011. View at Publisher · View at Google Scholar · View at Scopus
  8. A. Rahal, A. Kumar, and V. Singh, “Oxidative stress, prooxidants, and antioxidants: the interplay,” BioMed Research International, vol. 2014, Article ID 761264, 19 pages, 2014. View at Publisher · View at Google Scholar
  9. L. A. Pham-Huy, H. He, and C. Pham-Huy, “Free radicals, antioxidants in disease and health,” International Journal of Biomedical Science, vol. 4, pp. 89–96, 2008. View at Google Scholar
  10. E. Bursal and I. Gülçin, “Polyphenol contents and in vitro antioxidant activities of lyophilised aqueous extract of kiwifruit (Actinidia deliciosa),” Food Research International, vol. 44, no. 5, pp. 1482–1489, 2011. View at Publisher · View at Google Scholar · View at Scopus
  11. Y. Çetinkaya, H. Göçer, A. Menzek, and I. Gülçin, “Synthesis and antioxidant properties of (3,4-dihydroxyphenyl)(2,3,4- trihydroxyphenyl)methanone and its derivatives,” Archiv der Pharmazie, vol. 345, no. 4, pp. 323–334, 2012. View at Publisher · View at Google Scholar · View at Scopus
  12. D. Giordano, M. Locatelli, F. Travaglia et al., “Bioactive compound and antioxidant activity distribution in roller-milled and pearled fractions of conventional and pigmented wheat varieties,” Food Chemistry, vol. 233, pp. 483–491, 2017. View at Publisher · View at Google Scholar
  13. S. Gonçalves, E. Moreira, C. Grosso, P. B. Andrade, P. Valentão, and A. Romano, “Phenolic profile, antioxidant activity and enzyme inhibitory activities of extracts from aromatic plants used in Mediterranean diet,” Journal of Food Science and Technology, vol. 54, no. 1, pp. 219–227, 2017. View at Publisher · View at Google Scholar · View at Scopus
  14. P. A. Hannan, J. A. Khan, I. Ullah, and S. Ullah, “Synergistic combinatorial antihyperlipidemic study of selected natural antioxidants; Modulatory effects on lipid profile and endogenous antioxidants,” Lipids in Health and Disease, vol. 15, no. 1, article no. 151, 2016. View at Publisher · View at Google Scholar · View at Scopus
  15. T. A. Comunian, R. Ravanfar, I. A. de Castro, R. Dando, C. S. Favaro-Trindade, and A. Abbaspourrad, “Improving oxidative stability of echium oil emulsions fabricated by Microfluidics: effect of ionic gelation and phenolic compounds,” Food Chemistry, vol. 233, pp. 125–134, 2017. View at Publisher · View at Google Scholar
  16. F. Shahidi and P. Ambigaipalan, “Phenolics and polyphenolics in foods, beverages and spices: Antioxidant activity and health effects - A review,” Journal of Functional Foods, vol. 18, pp. 820–897, 2015. View at Publisher · View at Google Scholar · View at Scopus
  17. D. C. Vodnar, L. F. Călinoiu, F. V. Dulf, B. E. Ştefănescu, G. Crişan, and C. Socaciu, “Identification of the bioactive compounds and antioxidant, antimutagenic and antimicrobial activities of thermally processed agro-industrial waste,” Food Chemistry, vol. 231, pp. 131–140, 2017. View at Publisher · View at Google Scholar · View at Scopus
  18. P. G. Pietta, “Flavonoids as antioxidants,” Journal of Natural Products, vol. 63, no. 7, pp. 1035–1042, 2000. View at Publisher · View at Google Scholar · View at Scopus
  19. J. Anissi, M. El Hassouni, A. Ouardaoui, and K. Sendide, “A comparative study of the antioxidant scavenging activity of green tea, black tea and coffee extracts: A kinetic approach,” Food Chemistry, vol. 150, pp. 438–447, 2014. View at Publisher · View at Google Scholar · View at Scopus
  20. H. N. Thatoi, J. K. Patra, and S. K. Das, “Free radical scavenging and antioxidant potential of mangrove plants: A review,” Acta Physiologiae Plantarum, vol. 36, no. 3, pp. 561–579, 2014. View at Publisher · View at Google Scholar · View at Scopus
  21. I. Gülçin, “Antioxidant activity of food constituents: an overview,” Archives of Toxicology, vol. 86, no. 3, pp. 345–391, 2012. View at Publisher · View at Google Scholar · View at Scopus
  22. H. Mitsuda, K. Yuasumoto, and K. Iwami, “Antioxidation action of indole compounds during the autoxidation of linoleic acid,” Eiyo to Shokuryo, vol. 19, pp. 210–214, 1996. View at Google Scholar
  23. M. Oyaizu, “Studies on product of browning reaction prepared from glucoseamine,” Japanese Journal of Nutrition and Dieteteics, vol. 44, pp. 307–315, 1986. View at Publisher · View at Google Scholar
  24. R. Apak, K. Güçlü, M. Özyürek, S. Esin Karademir, and E. Erçağ, “The cupric ion reducing antioxidant capacity and polyphenolic content of some herbal teas,” International Journal of Food Sciences and Nutrition, vol. 57, no. 5-6, pp. 292–304, 2006. View at Publisher · View at Google Scholar · View at Scopus
  25. J. Zhishen, T. Mengcheng, and W. Jianming, “The determination of flavonoid contents in mulberry and their scavenging effects on superoxide radicals,” Food Chemistry, vol. 64, no. 4, pp. 555–559, 1999. View at Publisher · View at Google Scholar · View at Scopus
  26. M. S. Blois, “Antioxidant determinations by the use of a stable free radical,” Nature, vol. 181, no. 4617, pp. 1199-1200, 1958. View at Publisher · View at Google Scholar · View at Scopus
  27. R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, and C. Rice-Evans, “Antioxidant activity applying an improved ABTS radical cation decolorization assay,” Free Radical Biology & Medicine, vol. 26, no. 9-10, pp. 1231–1237, 1999. View at Publisher · View at Google Scholar · View at Scopus
  28. V. Fogliano, V. Verde, G. Randazzo, and A. Ritieni, “Method for measuring antioxidant activity and its application to monitoring the antioxidant capacity of wines,” Journal of Agricultural and Food Chemistry, vol. 47, no. 3, pp. 1035–1040, 1999. View at Publisher · View at Google Scholar · View at Scopus
  29. T. C. P. Dinis, V. M. C. Madeira, and L. M. Almeida, “Action of phenolic derivatives (acetaminophen, salicylate, and 5-aminosalicylate) as inhibitors of membrane lipid peroxidation and as peroxyl radical scavengers,” Archives of Biochemistry and Biophysics, vol. 315, no. 1, pp. 161–169, 1994. View at Publisher · View at Google Scholar · View at Scopus
  30. A. T. Diplock, “Erratum: Will the 'good fairies' please prove to us that vitamin E lessens human degenerative disease? (Free Radical Research 26 (565-583)),” Free Radical Research, vol. 27, no. 5, pp. 511–532, 1997. View at Publisher · View at Google Scholar · View at Scopus
  31. R. L. Prior, X. Wu, and K. Schaich, “Standardized methods for the determination of antioxidant capacity and phenolics in foods and dietary supplements,” Journal of Agricultural and Food Chemistry, vol. 53, no. 10, pp. 4290–4302, 2005. View at Publisher · View at Google Scholar · View at Scopus
  32. M. Qasim, Z. Abideen, M. Y. Adnan et al., “Antioxidant properties, phenolic composition, bioactive compounds and nutritive value of medicinal halophytes commonly used as herbal teas,” South African Journal of Botany, vol. 110, pp. 240–250, 2017. View at Publisher · View at Google Scholar · View at Scopus
  33. I. Gülçin, M. Elmastaş, and H. Y. Aboul-Enein, “Antioxidant activity of clove oil - A powerful antioxidant source,” Arabian Journal of Chemistry, vol. 5, no. 4, pp. 489–499, 2012. View at Publisher · View at Google Scholar · View at Scopus
  34. V. Roginsky and E. A. Lissi, “Review of methods to determine chain-breaking antioxidant activity in food,” Food Chemistry, vol. 92, no. 2, pp. 235–254, 2005. View at Publisher · View at Google Scholar · View at Scopus
  35. H. S. Tohma and I. Gulçin, “Antioxidant and radical scavenging activity of aerial parts and roots of Turkish liquorice (Glycyrrhiza glabra L.),” International Journal of Food Properties, vol. 13, no. 4, pp. 657–671, 2010. View at Publisher · View at Google Scholar · View at Scopus
  36. I. Gülçin, Ö. I. Küfrevioǧlu, M. Oktay, and M. E. Büyükokuroǧlu, “Antioxidant, antimicrobial, antiulcer and analgesic activities of nettle (Urtica dioica L.),” Journal of Ethnopharmacology, vol. 90, no. 2-3, pp. 205–215, 2004. View at Publisher · View at Google Scholar · View at Scopus
  37. S. Hippeli and E. F. Elstner, “Transition metal ion-catalysed oxygen activation during pathogenic processes,” FEBS Letters, vol. 443, no. 1, pp. 1–7, 1999. View at Publisher · View at Google Scholar · View at Scopus
  38. I. Gülçin, M. Oktay, E. Kireçci, and Ö. I. Küfrevıoǧlu, “Screening of antioxidant and antimicrobial activities of anise (Pimpinella anisum L.) seed extracts,” Food Chemistry, vol. 83, no. 3, pp. 371–382, 2003. View at Publisher · View at Google Scholar · View at Scopus
  39. S. P. Kazazić, V. Butković, D. Srzić, and L. Klasinc, “Gas-phase ligation of Fe2+ and Cu+ ions with some flavonoids,” Journal of Agricultural and Food Chemistry, vol. 54, pp. 8391–8396, 2006. View at Publisher · View at Google Scholar
  40. S. Fiorucci, J. Golebiowski, D. Cabrol-Bass, and S. Antonczak, “DFT study of quercetin activated forms involved in antiradical, antioxidant, and prooxidant biological processes,” Journal of Agricultural and Food Chemistry, vol. 55, no. 3, pp. 903–911, 2007. View at Publisher · View at Google Scholar · View at Scopus
  41. T. Ak and I. Gülçin, “Antioxidant and radical scavenging properties of curcumin,” Chemico-Biological Interactions, vol. 174, no. 1, pp. 27–37, 2008. View at Publisher · View at Google Scholar · View at Scopus
  42. I. Gülçin, “Antioxidant activity of l-adrenaline: A structure-activity insight,” Chemico-Biological Interactions, vol. 179, no. 2-3, pp. 71–80, 2009. View at Publisher · View at Google Scholar · View at Scopus
  43. E. Köksal, I. Gülçin, S. Beyza, Ö. Sarikaya, and E. Bursal, “In vitro antioxidant activity of silymarin,” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 24, no. 2, pp. 395–405, 2009. View at Publisher · View at Google Scholar · View at Scopus
  44. B. Ozcelik, J. H. Lee, and D. B. Min, “Effects of light, oxygen, and pH on the absorbance of 2,2-diphenyl-1-picrylhydrazyl,” Journal of Food Science, vol. 68, no. 2, pp. 487–490, 2003. View at Publisher · View at Google Scholar · View at Scopus
  45. I. Gülçin, D. Berashvili, and A. Gepdiremen, “Antiradical and antioxidant activity of total anthocyanins from Perilla pankinensis decne,” Journal of Ethnopharmacology, vol. 101, no. 1–3, pp. 287–293, 2005. View at Publisher · View at Google Scholar · View at Scopus
  46. M. Elmastas, İ. Türkekul, L. Öztürk, I. Gülçin, Ö. Isildak, and H. Y. Aboul-Enein, “The antioxidant activity of two wild edible mushrooms (Morchella vulgaris and Morchella esculanta),” in Combinatorial Chemistry & High Throughput Screening, vol. 9, pp. 443–448, 2006. View at Google Scholar
  47. I. Gülçin, R. Elias, A. Gepdiremen, K. Taoubi, and E. Köksal, “Antioxidant secoiridoids from fringe tree (Chionanthus virginicus L.),” Wood Science and Technology, vol. 43, no. 3-4, pp. 195–212, 2009. View at Publisher · View at Google Scholar · View at Scopus
  48. I. Gülçin, “Antioxidant properties of resveratrol: a structure-activity insight,” Innovative Food Science and Emerging Technologies, vol. 11, no. 1, pp. 210–218, 2010. View at Publisher · View at Google Scholar · View at Scopus
  49. B. Halliwell, “Phagocyte-derived reactive species: salvation or suicide?” Trends in Biochemical Sciences, vol. 31, no. 9, pp. 509–515, 2006. View at Publisher · View at Google Scholar · View at Scopus
  50. B. Halliwell and S. Chirico, “Lipid peroxidation: its mechanism, measurement, and significance,” The American Journal of Clinical Nutrition, vol. 57, pp. 715–725, 1993. View at Google Scholar
  51. A. P. Wickens, “Ageing and the free radical theory,” Respiration Physiology, vol. 128, no. 3, pp. 379–391, 2001. View at Publisher · View at Google Scholar · View at Scopus
  52. L. M. Magalhães, M. A. Segundo, S. Reis, and J. L. F. C. Lima, “Methodological aspects about in vitro evaluation of antioxidant properties,” Analytica Chimica Acta, vol. 613, no. 1, pp. 1–19, 2008. View at Publisher · View at Google Scholar · View at Scopus
  53. K. Schlesier, M. Harwat, V. Böhm, and R. Bitsch, “Assessment of antioxidant activity by using different in vitro methods,” Free Radical Research, vol. 36, no. 2, pp. 177–187, 2002. View at Publisher · View at Google Scholar · View at Scopus
  54. C. Sánchez-Moreno, “Review: methods used to evaluate the free radical scavenging activity in foods and biological systems,” Food Science and Technology International, vol. 8, no. 3, pp. 121–137, 2002. View at Publisher · View at Google Scholar · View at Scopus
  55. N. Öztaşkin, Y. Çetinkaya, P. Taslimi, S. Göksu, and I. Gülçin, “Antioxidant and acetylcholinesterase inhibition properties of novel bromophenol derivatives,” Bioorganic Chemistry, vol. 60, pp. 49–57, 2015. View at Publisher · View at Google Scholar · View at Scopus
  56. S. Meir, J. Kanner, B. Akiri, and S. Philosoph-Hadas, “Determination and involvement of aqueous reducing compounds in oxidative defense systems of various senescing leaves,” Journal of Agricultural and Food Chemistry, vol. 43, no. 7, pp. 1813–1819, 1995. View at Publisher · View at Google Scholar · View at Scopus
  57. I. Gülçin, R. Elias, A. Gepdiremen, A. Chea, and F. Topal, “Antioxidant activity of bisbenzylisoquinoline alkaloids from Stephania rotunda: Cepharanthine and fangchinoline,” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 25, no. 1, pp. 44–53, 2010. View at Publisher · View at Google Scholar · View at Scopus
  58. G. Lee, M. V. Rossi, N. Coichev, and H. D. Moya, “The reduction of Cu(II)/neocuproine complexes by some polyphenols: Total polyphenols determination in wine samples,” Food Chemistry, vol. 126, no. 2, pp. 679–686, 2011. View at Publisher · View at Google Scholar · View at Scopus
  59. R. Apak, K. Güçlü, M. Özyürek, and S. E. Çelik, “Mechanism of antioxidant capacity assays and the CUPRAC (cupric ion reducing antioxidant capacity) assay,” Microchimica Acta, vol. 160, no. 4, pp. 413–419, 2008. View at Publisher · View at Google Scholar · View at Scopus