3,3’-di-O-methylellagic acid, an Antioxidant Phenolics Compound from Sonneratia alba Bark

Netti Herawati, Firdaus Firdaus

Abstract


Free radicals play an important role in some pathogenesis of serious diseases, such as neurodegenerative disorders, cancer,liver cirrhosis, cardiovascular diseases, atherosclerosis, cataracts, diabetes and inflammation. Compounds that can scavengefree radicals have great potential in ameliorating these diseases. It is reported that phenolic compounds in plants possessstrong antioxidant activity and may help to protect cells against the oxidative damage caused by free radicals. Previousstudy revealed that mangrove trees, Sonneratia alba Bark showed strong antioxidant activity. Ethyl acetate fractionexhibited the best antioxidant performance. The antioxidant activity of this fraction was attributed to the presence ofcompounds of different polarities such as phenolics. Furthermore, the phenolic antioxidant of ethyl acetate fraction werepurified and identified with UV, IR, MS, and 2D NMR spectrometry. 3,3’-di-O-methylellagic acid was found in brownamourphous powder. Antioxidant activity was evaluated and compared with L-(+)-ascorbic acid as standard by usingDPPH assay. The compound has strong antioxidant activity than ascorbic acid standar with the value of IC 50 11.35 and17.64 μg/mL, respectively. The high value of antioxidant activity of compound indicate that S. alba is a potential source ofnatural antioxidant agent.


Keywords


DPPH, free radicals, mangrove, phenolics, scavenging activity

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References


Aruoma, O.I. 2003. Methodological considerations for characterizing potential antioxidant actions of bioactive components in plant foods. Mutat Res 253–254: 9–20.

Bandarnayake, W.M. 2002. Bioactivities, bioactive compounds and chemical constituents of mangrove plants. Wetlands Ecol Manage l(10): 421–452.

Botterweck, A.M., Verhagen, H., Goldbohm, R. A., Kleinjans, J & Brandt, P. A. 2000. Intake of butylated hydroxyani-sole and butylated hydroxytoluene and stomach can-cer risk: results from analyses in the Netherlands co-hort study. Food Chem Toxicol 38: 599–605.

Brandit, P.A.V.D. 2000. Intake of butylated hydroxyanisole and butylated hydroxytoluene and stomach cancer risk: results from analyses in the Netherlands cohort study.Food Chem Toxicol 38: 599–605.

Brand-Williams, W., Cuvelier, M.E & Benset, C. 1995. Use of free radical method to evaluate antioxidant activity. Lebensm Wiss Technol 28: 25–30.

Chen, Y., Wang, M., Rosen, R.T & Ho, C-T. 1999. 2, 2-Diphenyl-1-picrylhydrazyl radical-scavenging active components from Polygonum multiflorum Thunb. J Agric Food Chem 47: 2226–2228.

Cheng, Z., Moore, J & Yu, L. 2006. High-throughput relative DPPH radical scavenging capacity assay. J Agric Food Chem 54: 7429–7436.

Chen, C., Tang, H.R., Sutcliffe, L.H & Belton, P.S. 2000. Green tea polyphenols react with 1,1-diphenyl-picrylhydrazyl free radicals in the bilayer of liposomes: direct evidence from electron spin resonance studies. J Agric Food Chem 48: 5710–5714.

Firdaus & Sinda. L. 2003. Peranan kulit kayu buli Sonneratia sp, dalam fermentasi nira aren menjadi minuman beralkohol. Marina Chimica Akta 5(1): 24–28.

Huang, S.T., Chen, C.T., Chieng, K.T., Huang, S.H., Chiang, B.H., Wang, L.F., Kuo, H.S & Lin, C.M. 2005. Inhibitory effects of a rice hull constituent on tumor necrosis factor a, rostaglandin E2, and cyclooxygenase-2 production in lipopolysaccharide-activated mouse macrophages. Ann N.Y. Acad Sci 1042: 387–395.

Kumar, K.S., Ganesan, P.V & Subba.R. 2008. Antioxidant potential of solven extracts of Kappaphycus alvarezii (Doty) Doty- An edible seaweed. Food Chem 107: 289-295.

Lo liger, J. 1991. The use of antioxidants in foods. In Free radicals and food additives London: Taylor & Francis.

Madsen, H.L & Bertelsen, G. 1995. Spice as antioxidants. Trends in Food Sci Technol 6(7): 271–277.

Nieto, S., Garrido, A., Sanhueza, J., Loyola, L.A., Morales, G., Leighton, F., Valenzuela, A. 1993. Flavonoids as stabilizers of fish oil: An alternative to synthetic antioxidants. JAOCS 70: 773–778.

Prior, R.L., Wu, X.L & 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.

Roginsky, V & Lissi, E.A. 2005. Review of methods to determine chain-breaking antioxidant activity in food. Food Chem 92: 235–254.

Shahidi, F & Wanasundara, P.K.J.P.D.1992. Phenolic antioxidants. Crit Rev Food Sci 32: 67–103.

Tian, F., Bo, L., Baoping, J., Jinhua, Y., Guizhi, Z., Yang, C Yangchao, L. 2009. Antioxidant and antimicrobial activities of consecutive extracts from Galla chinensis: The polarity affects the bioactivities. Food Chem 113: 173–179.

Thamavit, W., Tatematsu, M., Ogiso, T., Mera, Y., Tsuda, B Ito, N. 1985. Dosedependant effects of BHA, BHT and ethoxyquin in induction of foci of rat liver cellscontaining the placental form of glutathione S-transferase. Cancer Lett 27: 295–303.




DOI: http://dx.doi.org/10.31258/jnat.15.1.63-67

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