Phytochemical and Biological Investigation of Eugenia uniflora L. Cultivated in Egypt

Loading...
Thumbnail Image

Date

2017

Journal Title

Journal ISSN

Volume Title

Type

Article

Publisher

ACADEMIC JOURNALS

Series Info

Journal of Pharmacognosy and Phytotherapy;Vol. 9(5), pp. 57-66, May 2017

Abstract

Eugenia uniflora L. (Myrtaceae) is a plant species used in folk medicine for treatment of various disorders. This study aims to quantify the phenolic and flavonoid contents of E. uniflora aqueous methanolic extract (AME), identification of its major constituents, as well as the evaluation of its biological activity. Quantification was performed using colorimetric assays. Column chromatographic separation was used for isolation of the major phenolic constituents while their structures were elucidated by 1D- and 2D Nuclear magnetic resonance spectroscopy (NMR) spectra. Alkaloids were identified using gas chromatography-mass spectrometry (GC-MS) analysis. The antidepressant activity of E. uniflora AME in mice was evaluated using the tail suspension test (TST). The weight control effect was evaluated by serial weighing. The results showed high phenolic and flavonoid contents of E. uniflora AME. The chromatographic investigation identified a new flavonoid, myricetin 3-O-(4'', 6''- digalloyl) glucopyranoside, for first time in this genus, along with four flavonoids and phenolic acids. Integerrimine alkaloid was identified through GC/MS analysis. Administration of E. uniflora AME significantly reduced the immobility time in mice (P value of < 0.0001) in a dose- dependent manner for doses of 1, 10, 50 and 100 mg/kg. Also, a non-significant weight reduction in mice chronically treated with the E. uniflora AME was observed. Our study reports the isolation of myricetin 3-O- (4'', 6''- digalloyl) glucopyranoside from E. uniflora. It confirms that E. uniflora leaf extract has an antidepressant and anti-obesity effect.

Description

MSA Google Scholar

Keywords

obesity., depression, alkaloid, flavonoid, Eugenia uniflora

Citation

Almeida CE, Karnikowski M, Foleto R, Baldisserotto B (1995). Analysis of antidiarrhoeic effect of plants used in popular medicine. Rev. Saúde Públ. 29:428-433. Alonso JR (1998).PhytomedicineTreaty-Clinical and Pharmacological Basis, ISIS Ediciones S. R. L., Buenos Aires, Argentina. Alves EO, Mota JH, Soares TS, Vieira MC, Silva CB (2008). Etnobotanical survey and medicinal plants characterization in forest fragments in Dourados-MS.Ciência e Agrotecnologia, Lavras 32:651- 658. Auricchio MT, Bugno A, Barros SBM, Bacchi EM (2007). Antimicrobial and antioxidant activities and toxicity of Eusenia uniflora. Latin Am. J.Pharm. 26:78-81. Auricchio MT, Bacchi EM (2003). Eugenia uniflora L. ‘‘Brazilian cherry’’ leaves: pharmacobotanical, chemical and pharmacological properties. Rev. Inst. Adolfo Lutz 62:55-62. Colla AR, Machado DG, Bettio LE, Colla G, Magina MD, Brighente IM, Rodrigues AL (2012). Involvement of monoaminergic systems in the antidepressant-like effect of Eugenia brasiliensis Lam. (Myrtaceae) in the tail suspension test in mice. J. Ethnopharmacol. 143:720-731. Consolini AE, Baldini OA, Amat AG (1999). Pharmacological basis for the empirical use of Eugenia uniflora L. (Myrtaceae) as antihypertensive. J. Ethnopharmacol. 66:33-39. Cunha MP, Machado DG, Bettio LE, Capra JC, Rodrigues AL (2008). Interaction of zinc with antidepressants in the tail suspension test. Prog Neuropsychopharmacol. Biol. Psychiatr. 32:1913-1920. El-Shazly A, Sarg T, Ateya A, Abdel Aziz A, El-Dahmy S (1996). Pyrrolizidine Alkaloids from Echium setosum and Echium vulgare. J . Nat. Prod. 59(3):310-313. Elhwuegi AS (2004).Central monoamines and their role in major depression. Prog Neuropsychopharmacol. Biol. Psychiatr. 28:435- 451. Faqueti LG, Petry CM, Meyre-Silva C, Machado KE, Cruz AB, Garcia Bakr et al. 65 PA, Cechinel-Filho V, San Feliciano A, Monache FD (2013). Euglobal-like compounds from the genus Eugenia. Nat. Prod. Res. 27:28-31. Fortes GAC, Carvalho AG, Ramalho RRF, da Silva AJR, Ferri1 PH, Santos SC (2015). Antioxidant Activities of Hydrolysable Tannins and Flavonoid Glycosides Isolated from Eugenia uniflora. L. Rec. Nat. Prod. 9:251-256. Franco IJ, Fontana VL, (2004). Herbs and Plants-Medicine of the Simple, eleventh ed. Editora Livraria Vida LTDA, Brazil. Goupy P, Hugues M, Biovin P, Amiot M (1999). Amiot J. Antioxidant composition and activity of barley (Hordeum vulgare) and malt extracts and of isolated phenolic compounds. J. Sci. Food Argic. 79:1625-1634. Greinger CR (1996). Medicinal plants of Seychelles. J. Royal Soc. Health 116(2):107-109. Halliwell B (2006).Oxidative stress and neurodegeneration: where are we now? J. Neurochem. 97(6):1634-1658. Kessler RC, Berglund P, Demler O, Jin R, Koretz D, Merikangas KR, Rush J, Walters EE, Wan PS (2003). The epidemiology of major depressive disorder: results from the National Comorbidity Survey Replication (NCS-R). JAMA 289(23): 3095-3105. Kosalec H, Bakmaz M, Pepeljnjak S, Vladimir-kne S (2004). Quantitative analysis of the flavonoids in raw propolis from Northern Croatia. Acta Pharm. 54:65-72. Lee MH, Nishimoto S, Yang LL, Yen KY, Hatano T, Yoshida T, Okuda T (1997). Two macrocyclic hydrolysable tannin dimers from Eugenia uniflora. Phytochemistry 44:1343-1349. Lelono R, Arthur A, Sanro T (2013). Preliminary studies of Indonesian Eugenia polyantha leaf extracts as inhibitors of key enzymes for type 2 diabetes . J. Med. Sci. 13(2):103. Ma Z, Wang G, Cui L, Wang Q (2015). Myricetin attenuates depressantlike behavior in mice subjected to repeated restraint stress. Int. J. Mol. Sci. 16:28377-28385. Mattila P, Astola J, Kumpulainen J (2000). Determination of flavonoids in plant material by HPLC with diode-array and electro-array detections. J. Agric. Food Chem. 48:5834-5841. McArdle MA, Finucane OM, Connaughton, RM, McMorrow AM, Roche HM, (2013). Mechanisms of obesity-induced inflammation and insulin resistance: insights into the emerging role of nutritional strategies. Front Endocrinol (Lausanne) 4: Article 52, 1-23. Ramalingum N, Mahomoodally MF (2014). The therapeutic potential of medicinal foods. Adv. Pharmacol. Sci. 2014:1-18 Article ID.,354264. Rattmann YD, De Souza, LM, Malquevicz-Paiva SM, Dartora N, Sassaki GL, Gorin PA, Iacomini M (2012). Analysis of flavonoids from Eugenia uniflora leaves and Its protective effect against Murine Sepsis. Evid. Based Complement. Alternat. Med. 2012:1-9, Article ID 623940, Samy MN, Sugimoto S, Matsunami K, Otsuka H, Kamel MS (2014a). Bioactive compounds from the leaves of Eugenia uniflora. J. Nat. Prod. 7:37-47. Samy MN, Sugimoto S, Matsunami, K Otsuka H, Kamel, MS (2014b). Taxiphyllin 6'-O-gallate, actinidioionoside 6'-O-gallate and myricetrin 2''-O-sulfate from the leaves of Syzygium samarangense and their biological activities. Chem. Pharm. Bull. 62(10):1013-1018. Santana PM, Miranda M, Payrol JA, Silva M, Hernández V, Peralta E (2013b). Gas chromatography-mass spectrometry study from the leaves fractions obtained of Vernonanthura patens (Kunth) H. Rob. Int. J. Org. Chem. 3:105-109. Saravanamuttu S, Sudarsanam D (2012). Antidiabetic plants and their active ingredients. IJPSR 3(10): 3639-3650. Schapoval EE, Silveira SM, Miranda ML, Alice CB, Henriques AT (1994). Evaluation of some pharmacological activities of Eugenia uniflora L. J. Ethnopharmacol. 44:137-142. Schumacher NS, Colomeu TC, De Figueiredo D, Carvalho Vde C, Cazarin CB, Prado, MA, Meletti LM, Zollner Rde L, (2015). Identification and antioxidant activity of the extracts of Eugenia uniflora Leaves. characterization of the anti-Inflammatory properties of aqueous extract on diabetes expression in an experimental Model of spontaneous type 1 diabetes (NOD Mice). Antioxidants (Basel) 4(4): 662-680. Sellappan S, Akoh CC, Krewer G (2002). Phenolic compounds and antioxidant capacity of Georgia-grown blueberries and blackberries. 66 J. Pharmacognosy Phytother. J. Agric. Food Chem. 50:2432-2438. Steru L, Chermat R, Thierry B, Simon P (1985). The tail suspension test: a new method for screening antidepressants in mice.Psychopharmacol. (Berl) 85:367-370. Suhendi A, Ibtisam, Hanwar I, (2011). Determination of flavonoid and phenolics compounds in Dewandaru (Eugenia uniflora L.) by colorimetric method . Proceedings of the 2nd International Seminar on Chemistry, pp. 231-233. Victoria FN, De Siqueira Brahm A, Savegnago L, Lenardao EJ (2013). Involvement of serotoninergic and adrenergic systems on the antidepressant-like effect of E. uniflora L. leaves essential oil and further analysis of its antioxidant activity. Neurosci. Lett. 544:105-109. WHO (World Health Organization) (2006). Depression, Geneva. Available at: http://www.who. int/topics/depression/en/ Yubin JI, Miao Y, Bing W, Yao Z (2014). The extraction, separation and of alkaloids in the natural medicine . J. Chem. Pharm. Res. J. Chem. Pharm. Res. 6(1): 338-345. Zhu L, Li N, Ruan J, Fu PP, Zhao Z, Lin G (2015). Chemical diversity investigation of hepatotoxic pyrrolizidine alkaloids in qianliguang (Senecio scandens) and related species by UHPLC-QTOF-MS1. World J. Trad. Chinese Med. 1:1-11

Full Text link