ISOLATION AND IDENTIFICATION OF A FLAVONE FROM FRUIT PULP OF FERONIA LIMONIA
Keywords:Flavonoid, Luteolin, Fruit pulp, Feronia limonia, Methanolic extract
Phenolic constituents are the principle bioactivity compounds exist inÂ Feronia limonia; not much of the phenolic compounds are reported from the plant previously. The present paper describes the isolation, identification of flavonoid from medicinal plant Feronia limonia. Fruit pulp was defatted using petroleum ether and further extracted with methanol by Soxhlet extraction. Shinoda test and ferric chloride tests were carried out for preliminary confirmation of flavonoids; thin layer chromatography was employed for the separation of flavonoids. Isolated flavonoid was purified using silica gel column chromatography and further subjected to spectral characterization using FT-IR, 1H-NMR and LC-MS studies. Pure compound was identified as luteolin having molecular formula 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one, chemical formula C15H10O7 and molecular mass 283.35 by comparing their retention time (RT) and MS spectrum values with those that had been identified and the published data. With the help of the obtained phytochemical and spectral data, structure of the flavonoid was drawn using the software Chem Draw ultra version 12. Moreover, the compound 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one has been isolated for the first time from the plant Feronia limonia.
Middleton E, Kandaswami C. The impact of plant flavonoids on mammalian biology: implications for immunity, inflammation and cancer. In: Chapman & Hall. The Flavonoids: Advances in Research. London, UK; 1993. p. 619â€“52.
Clifford M. A nomenclature for phenols with special reference to tea. Crit Rev Food Sci Nutr 2001;41:393â€“7.
Busquet M, Calsamiglia S, Ferret A, Kamel C. Screening for effects of plant extracts and active compounds of plants on dairy cattle rumen microbial fermentation in a continuous culture system. Anim Feed Sci Technol 2005;123-124part2: 597â€“613.
Trease GE, Evans WC. Pharmacognosy, London: Saunders Publishers; 2002. p. 42â€“4.
Hu Y, Li WL, Lin HW, Zhou M, Ren BR. Method for separation and identification of chemical constituents of Gynura divaricata. Chin J Nat Med 2006;4:156â€“8.
Lin LZ, Harnly JM. A screening method for the identification of glycosylated flavonoids and other phenolic compounds using a standard analytical approach for all plant materials. J Agric Food Chem 2007;55:1084â€“96.
Linder R, Nispel M, Haber T, Kleinermanns K. Gas-phase FT-IR spectra of natural amino acids. Chem Phys Lett 2005;409:260-4.
Holzgrabe U, Diehl Bernd WK, Wawer I. NMR spectroscopy in pharmacy. J Pharm Res Biomed Anal 1998;17:557â€“616.
Grayer RJ, Kite GC, Abou-Zaid M, Archer LJ. The application of atmospheric pressure chemical ionization liquid chromatography-mass spectrometry in the chemotaxonomic study of flavonoids: characterization of flavonoids from Ocimum gratissimum var. gratissimum. Phytochem Anal 2000;11:257-67.
Kitson FG, Larsen BS, McEwen CN. Gas Chromatography and Mass Spectrometry: A Practical Guide. Academic Press: San Diego; 1996. p. Chapter 9.
Lin LZ, Harnly JM. Phenolic compounds and chromatographic profiles of pear skins (Pyrus spp.). J Agric Food Chem 2008;56:9094â€“10001.
Clifford MN, Kirkpatrick J, Kuhnert N, Roozendaal H, Salgado PR. LC-MS analysis of the cis-isomers of chlorogenic acids. Food Chem 2008;106:379â€“85.
Dall' Acqua S, Innocenti G. Antioxidant compounds from Chaerophyllum hirsutum extracts. Fitoterapia 2004;75:592â€“5.
Hirano T, Higa S, Arimitsu J, Naka T, Ogata A, Shima Y, et al. Luteolin, a flavonoid, inhibits AP-1 activation by basophils. Biochem Biophys Res Commun 2006;340:1â€“7.
Xagorari A, Papapetropoulos A, Mauromatis A, Economou M, Fotsis T, Roussos C. Luteolin inhibits an endotoxin-stimulated phosphorylation cascade and proinflammatory cytokine production in macrophages. J Pharmacol Exp Ther 2001;296:181â€“7.
Ross JA, Kasum CM. Dietary flavonoids: bioavailability, metabolic effects, and safety. Annu Rev Nutr 2002;22:19â€“34.
Chan TS, Galati G, Pannala AS, Rice-Evans C, O'Brien PJ. Simultaneous detection of the antioxidant and pro-oxidant activity of dietary polyphenolics in a peroxidase system. Free Radic Res 2003;37:787â€“94.
Hempel J, Pforte H, Raab B, Engst W, Bohm H, Jacobasch G. Flavonols and flavones of parsley cell suspension culture change the antioxidative capacity of plasma in rats. Nahrung 1999;43:201â€“4.