ANTIOXIDANT ACTIVITY OF COMPOUNDS ISOLATED FROM THE ROOT WOODS OF ERYTHRINA DROOGMANSIANA
Abstract
The aim of this study was to isolate, to characterize secondary metabolites from methanolic extract of the root woods of Erythrina droogmansiana and to assess the antioxidant activity of the crude extract and isolated compounds. The phytochemical study led to the isolation of 3-(3’,4’-methelenedioxyphenyl)-2,3-epoxypropanol (1), asperphenamate (2) and three flavonoids namely genistein, diadzein and 4’,5,7-trihydroxy-8-prenylisoflavone. These compounds were characterized using their 1H NMR, 13C NMR, HMBC, HSQC, COSY, mass spectral and the literature. To evaluate antioxidant activity of crude extract and isolated compounds, the radical scavenging (DPPH) and Ferric Reducing Ability Power (FRAP) were performed using ascorbic acid as standard. Compounds 1 and 2 showed moderate radical scavenging potential with IC50 value of 3.14 and 3.31 mg/ml respectively, and moderate reducing power ability with value of 0.14±0.01 mgAAE/mg and 0.21±0.01 mgAAE/mg respectively. The more active compound was genistein (3) with IC50 value of 1.96 mg/ml for the DPPH radical scavenging potential and 0.24±0.02 mgAAE/mg for its ability to reduce iron.
Keywords:
Erythrina droogmansiana, isolation, asperphenamate, 3-(3’,4’-methelenedioxyphenyl)-2, 3-epoxypropanol, antioxidant activitiesDOI
https://doi.org/10.25004/IJPSDR.2014.060215References
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2. Finkel T, Holbrook NJ. Oxidants, oxidative stress and the biology of ageing. Nature 2000; 408: 239-247.
3. Madhavi DL, Deshpande SS, Salunkhe DK. Food antioxidants: Technological, toxicological. Health persp. 1996. New York: Marcel Dekker.
4. Eber-Hardt MV, Lee CY, Liu RH. Antioxidant activity of fresh apples. Nature 2000; 405: 903-904.
5. Gey KF. The antioxidant hypothesis of cardiovascular disease: epidemiology and mechanisms. Bioch Soc Trans. 1990; 18: 1041-1045.
6. Willett WC. Micronutrients and cancer risk. Amer J Clin Nutri. 1991; 53: 265S-269S.
7. Ito N, Hirose M, Fukushima S, Tsuda H, Shirai T, Tatematsu M. Studies on antioxidants: Their carcinogenic and modifying effects on chemical carcinogenesis. Food Chem Toxicol. 1986; 24: 1071-1082.
8. Safer AM, Al-Nughamish AJ. Hepatotoxicity induced by the antioxidant food additive butylated hydroxyl toluene (BTH) in rats: An electron microscopical study. Histol Histopath. 1999; 14: 391-406.
9. Majinda RTR, Cornelius CWW, Bernard FJ. Bioactive non-alkaloidal constituents from the genus Erythrina. Studies in Natural Products Chemistry 2005; 32: 821-853.
10. Yenesew A, Induli M, Derese S, Midiwo JO, Heydenriich M, Peter MG, Akala H, Wangui J, Liyala P, Waters MC. Antiplasmodial flavonoids from the stem bark of Erythrina abyssinica. Phytochemistry 2004; 65: 3029-3032.
11. Chacha M, Gomostang BM, Majinda RRT. Antimicrobial and radical scavenging flavonoids from the stem wood of Erythrina latissima. Phytochemistry 2005; 66: 99-104.
12. Rukachaisirikul T, Innok P, Aroonreck N, Boonamnuaylap W, Limrangsun S, Boonyon C, Woonjina U, Suksamrarn A. Antibacterial pterocarpans from Erythrina subumbrans. J Ethnopharmacol. 2007; 110: 171-175.
13. Sokeng SD, Talla E, Jeweldai V, Yaya AJG, Koube J, Dongmo F, Goulime M, Mbafor JT. Anti-inflammatory effect of abyssinone V-4’-methylether on acute and chronic inflammation models. Hygea. J. Drugs. Med. 2013; 5: 121-128.
14. Njamen D, Talla E, Mbafor JT, Fomum ZT, Kamanyi A, Mbanya JC, Cerdà-Nicilàs M, Giner RM, Recio MC, Rios JL. Anti-inflammatory activity of erycristagallin, a pterocarpene from Erythrina mildbraedii. Europ J Pharmacol. 2003; 468: 67-74.
15. Harris DJM. The vascular plants of the Dzanga-Sangha reserve, Central African Republic. National Botanic Garden of Belgium. 2002.
16. Xenia TT, Florecita de Guzman TVF. Anna Ma. Phytochemical analysis and hemodynamic actions of Artemisia vulgaris L. Clin Hemor Microcircul. 2000; 23:167-175.
17. Mário GC, Maritza ARC. Francisco EACJ, Acácio GC. Chemical constituents of Piptadenia gonoacantha (Mart.) J.F. Macbr (paujacaré). Acad Bras Ciênc 2010; 82: 561-567.
18. Nkengfack AE, Azebaze AGB, Waffo AK, Fomum ZT, Meyer M, van Heeden FR. Cytotoxic isoflavones from Erythrina indica. Phytochemistry 2001; 58: 1113-1120.
19. Flavia R, Maria LC, Daniela W, Fernando R, Timm A, Virginia M. Antimicrobila isoflavonoids from Erythrina crista-galli infected with Phomopsis sp. Z. Naturforsch. 2007; 164-168.
20. Mohammed ZR, Rahman MS, Kaisar A, Hossain A, Rashid MA. Bioactive isoflavones from Erythrina variegata. L. Turk J Pharm Sci. 2010; 7: 21-28.
21. Nyaa TLB, Barboni L, Tapondjou L, Tamokou J-D, Kuiate J-R, Tane P, Park HJ. NMR assignment and antimicrobial/antioxidant activities of 1β-hydroxyeuscaphic acid from seeds of Butyrospermum parkii. Nat Prod Sci. 2009; 15:76-82.
22. Oyaizu M. Studies of products of browning reaction antioxidative activities of products of browning reaction prepared from glucosamine. Jap J Nutr.1986; 44: 307-315.
23. Clark AM, Hufford CD, Robertson LW. Two metabolites from Aspergillus flavipes. Lloydia. 1977; 40: 146-151.
Published
01-04-2014
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“ANTIOXIDANT ACTIVITY OF COMPOUNDS ISOLATED FROM THE ROOT WOODS OF ERYTHRINA DROOGMANSIANA”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 6, no. 2, Apr. 2014, pp. 160-3, https://doi.org/10.25004/IJPSDR.2014.060215.
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How to Cite
“ANTIOXIDANT ACTIVITY OF COMPOUNDS ISOLATED FROM THE ROOT WOODS OF ERYTHRINA DROOGMANSIANA”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 6, no. 2, Apr. 2014, pp. 160-3, https://doi.org/10.25004/IJPSDR.2014.060215.
