In vitro antioxidant properties of 2-(4-(2-hydroxybenzylideneamino)benzylideneamino)benzoic acid
DOI:
https://doi.org/10.46291/ICONTECHvol5iss3pp7-12Keywords:
Free radicals; oxidative stress; DPPH; Schiff baseAbstract
In recent years, it has attracted great attention to determine and appraise synthetic antioxidants with high free radical scavenging capacity associated with various disorders. Because synthetic antioxidants are widely used in place of native antioxidants as they are influential and less expensive. In this study, the antioxidant activity of the newly synthesized asymmetric diimine Schiff base was determined by using DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging, ferrous ion chelation (FIC) activity and total antioxidant activity (Phosphomolybdenum assay) methods. The effective concentration (IC50) values were calculated for the Schiff base and standards. According to the results of DPPH radical scavenging, ferrous ion chelation and total antioxidant methods, Schiff base showed a well antioxidant activity. It was determined that Schiff base is reactive towards DPPH radicals (IC50, 180.0 μM) and especially Fe+2 ions (IC50, 76.3 μM). It was also found that it actively reduces the Mo(VI) ion to the Mo(V) form (IC50, 121.5 μM). The our results indicate Schiff base, may be a fine candidate as a source of synthetic antioxidants and possibly strong drug.
References
Ahmad, J.A.M.I.L. Rehman, W. Said, M. Iqbal, Z.A.F.A.R. Gul, S.N. Ahmad, S. Khan, N.Bibi, I. and Qureshi, M.T. 2017. Antioxidants and Antifungal Activities of Substituted Guanidines and their Copper Complexes. Acta poloniae pharmaceutica, 74 (2): 425-434, https://www.ptfarm.pl/pub/File/Acta_Poloniae/2017/2/425.pdf.
Aruoma, O.I. 1996. Assessment of potential prooxidant and antioxidant actions. Journal of the American Oil Chemists’ Society, 73 (12): 1617-1625, https://link.springer.com/article/10.1007/BF02517962.
Dudonne, S. Vitrac, X. Coutiere, P. Woillez, M. and Mérillon, J.M. 2009. Comparative study of antioxidant properties and total phenolic content of 30 plant extracts of industrial interest using DPPH, ABTS, FRAP, SOD, and ORAC assays. Journal of Agricultural and Food Chemistry, 57: 1768–1774, https://pubs.acs.org/doi/10.1021/jf803011r.
Güder, A. and Korkmaz, H. 2012. Investigation of Antioxidant Activity and Total Anthocyanins from Blackberry (Rubus hirtus Waldst. and Kit) and Cherry Laurel (Laurocerasus officinalis Roem). Asian Journal of Chemistry, 24 (10), https://www.researchgate.net/publication/264388535_Investigation_of_Antioxidant_Activity_and_Total_Anthocyanins_from_Blackberry_Rubus_hirtus_Waldst_and_Kit_and_Cherry_Laurel_Laurocerasus_officinalis_Roem.
Haraguchi, H. 2001. Antioxidative Plant Constituents. In: Bioactive Compounds from Natural Sources. (Ed: C. Tingali.), New York: Taylor and Francis, pp 338 – 377.
Halliwell, B. and Gutteridge, J. 1984. Oxygen toxicity, oxygen radicals, transition metals and disease. Biochemical journal, 219 (1): 1, https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1153442/pdf/biochemj00330-0011.pdf.
Ibrahim, M. Khan, A. Ikram, M. Rehman, S. Shah, M. Nabi, H.H. and Achuchaogu, A.A. 2017. In Vitro Antioxidant Properties of Novel Schiff Base Complexes. Asian Journal of Chemical Sciences, 2: 1-12, https://www.journalajocs.com/index.php/AJOCS/article/view/6176/10970.
Kahriman, N. Yayli, B. Aktas, A. İskefiyeli, Z. Beriş, F.Ş. and Yaylı, N. 2013. Synthesis, antibacterial and antioxidant activities of new 1-alkyl-4-(1-alkyl-4-oxo-1,4-dihydroquinolin-2-yl)pyridinium bromides. European Journal of Medicinal Chemistry, 69: 348–55, https://www.sciencedirect.com/science/article/abs/pii/S0223523413005680.
Lobo, V. Patil, A. Phatak, A. and Chandra, N. 2010. Free radicals, antioxidants and functional foods: Impact on human health. Pharmacognosy reviews, 4 (8): 118, https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3249911/.
McCord, J.M. 2000. The evolution of free radicals and oxidative stress. The American journal of medicine, 108 (8): 652-659, https://www.amjmed.com/action/showPdf?pii=S0002-9343%2800%2900412-5.
Sánchez-Moreno, C. 2002. Methods used to evaluate the free radical scavenging activity in foods and biological systems. Food science and technology international, 8 (3): 121-137, https://journals.sagepub.com/doi/pdf/10.1106/108201302026770.
Naik, G.H. Priyadarsini, K.I. Satav, J.G. Banavalikar, M.M. Sohoni, D.P. Biyani, M.K. and Mohan, H. 2003. Comparative antioxidant activity of individual herbal components used in Ayurvedic medicine. Phytochemistry, 63 (1): 97-104, https://www.sciencedirect.com/science/article/abs/pii/S0031942202007549?via%3Dihub.
Nawaz, H. Akhter, Z. Yameen, S. Siddiqi, H.M. Mirza, B. and Rifat, A. 2009. Synthesis and biological evaluations of some Schiff-base esters of ferrocenyl aniline and simple aniline. Journal of Organometallic Chemistry, 694 (14): 2198-2203, https://www.sciencedirect.com/science/article/abs/pii/S0022328X09001557.
Ogunmoyole, T. Inaboya, S. Makun, J.O. and Kade, I.J. 2013. Differential antioxidant properties of ethanol and water soluble phytochemicals of false nutmeg (Monodoramyristica) seeds. International Journal of Biology and Biotechnology, 2: 253-262, https://www.internationalscholarsjournals.com/articles/differential-antioxidant-properties-of-ethanol-and-water-soluble-phytochemicals-of-false-nutmeg-monodora-myristica-seeds.pdf.
Şirin, S. and Aslım, B. 2019. Determination of antioxidant capacity, phenolic acid composition and antiproliferative effect associated with phenylalanine ammonia lyase (PAL) activity in some plants naturally growing under salt stress. Medicinal Chemistry Research, 28 (3): 229-238, https://link.springer.com/article/10.1007/s00044-018-2278-6.
Temel, E. Alaşalvar, C. Gökçe, H. Güder, A. Albayrak, Ç. Alpaslan, Y.B. Alpaslan, G. and Dilek, N. 2015. DFT calculations, spectroscopy and antioxidant activity studies on (E)-2-nitro-4-[(phenylimino) methyl] phenol. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 136: 534-546, https://www.sciencedirect.com/science/article/abs/pii/S1386142514014255?via%3Dihub.
Uyoh, E.A. Chukwurah, P.N. Urua, I.S. and Umoffia, H.M. 2013. Upgrading the medicinal value chain of neglected and underutilized eremomastax (Lindau) species through antioxidant health benefitts. International Journal of Medical Aroma Plants, 3: 334-342, https://www.scinapse.io/papers/2169719732.
Ünver, Y. Deniz, S. Çelik, F. Akar, Z. Küçük, M. and Sancak, K. 2016. Synthesis of new 1, 2, 4-triazole compounds containing Schiff and Mannich bases (morpholine) with antioxidant and antimicrobial activities. Journal of enzyme inhibition and medicinal chemistry, 31 (3): 89-95, https://www.tandfonline.com/doi/full/10.1080/14756366.2016.1206088.
Yilmaz, K.Z., Aslim, B., Ozdemir, O. 2017. New synthesis of asymmetric diimine Schiff base for the development of DNA targeted anticancer drug. 5th International BAU-Drug Design Congress, October 19-21, ISTANBUL, 262-263.
Yilmaz, K.Z., Aslim, B., Ozdemir, O. 2018. Asymmetric diimine Schiff base as potential chemotherapeutic drug: antiproliferative activity and micronucleus formation in human cancer cell lines. International Eurasian Conference on Biological and Chemical Sciences, April 26-27, ANKARA, 965.
Yilmaz, K.Z., Aslim, B., Ozdemir, O. 2018. Effect of the Schiff base artificial nucleases on the DNA cleavage activity in presence of activators and reactive oxygen species (ROS) for molecular target DNA. International Eurasian Conference on Biological and Chemical Sciences, April 26-27, ANKARA, 1408.
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