Three new flavonoids, proanthocyanidin, and accompanying phenolic constituents from Feijoa sellowiana

References

• Manach C, Williamson G, Morand C, et al. Bioavailability and bioefficacy of polyphenols in humans. I. Review of 97 bioavailability studies. Am J Clin Nutr. 2005;81:230S–242S.
   PubMed Web of Science ®Google Scholar
• Gharras HE. Polyphenols: food sources, properties and applications – a review. Int J Food Sci Technol. 2009;44:2512–2518.10.1111/j.1365-2621.2009.02077.x
   Web of Science ®Google Scholar
• Lowry JB. The distribution and potential taxonomic value of alkylated ellagic acid. Phytochemistry. 1968;7:1803–1813.10.1016/S0031-9422(00)86652-2
   Web of Science ®Google Scholar
• Reynertson KA, Yang H, Jiang B, et al. Quantitative analysis of antiradical phenolic constituents from fourteen edible Myrtaceae fruits. Food Chem. 2008;109:883–890.10.1016/j.foodchem.2008.01.021
   PubMed Web of Science ®Google Scholar
• Gutiérrez RMP, Mitchell S, Solis RV. Psidium guajava: a review of its traditional uses, phytochemistry and pharmacology. J Ethnopharmacol. 2008;117:1–27.10.1016/j.jep.2008.01.025
   PubMed Web of Science ®Google Scholar
• Cai L, Wu CD. Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens. J Nat Prod. 1996;59:987–990.10.1021/np960451q
   PubMed Web of Science ®Google Scholar
• Nassa MI. Flavonoid triglycosides from the seeds of Syzygium aromaticum. Carbohydr Res. 2006;341:160–163.10.1016/j.carres.2005.10.012
   PubMed Web of Science ®Google Scholar
• Kikuzaki H, Miyajima Y, Nakatani N. Phenolic glycosides from berries of pimenta dioica. J Nat Prod. 2008;71:861–865.10.1021/np0705615
   PubMed Web of Science ®Google Scholar
• Weston RJ. Bioactive products from fruit of the feijoa (Feijoa sellowiana, Myrtaceae): a review. Food Chem. 2010;121:923–926.10.1016/j.foodchem.2010.01.047
   Web of Science ®Google Scholar
• Okuda T, Yoshida T, Hatano T, et al. Ellagitannins of the casuarinaceae, Stachyuraceae and Myrtaceae. Phytochemistry. 1982;21:2871–2874.
   Web of Science ®Google Scholar
• Lowry JB. Anthocyanins of the melastomataceae, Myrtaceae and some allied families. Phytochemistry. 1976;15:513–516.
   Web of Science ®Google Scholar
• Hardy PJ, Michael BJ.Volatile components of feijoa fruits. Phytochemisty. 1970;9:1355–1357.
   Web of Science ®Google Scholar
• Shaw GJ, Allen JM, Yates MK. Volatile flavour constituents of the skin oil from Feijoa sellowiana. Phytochemistry. 1989;28:1529–1530.10.1016/S0031-9422(00)97781-1
   Web of Science ®Google Scholar
• Ruberto G, Tringali C. Secondary metabolites from the leaves of Feijoa sellowiana berg. Phytochemistry. 2004;65:2947–2951.10.1016/j.phytochem.2004.06.038
   PubMed Web of Science ®Google Scholar
• Vanidze MR, Shalashvili AG, Chkhikvishvili ID, et al. Catechins of feijoa leaves. Subtropicheskie Kul’tury. 1991;6:87–90.
   Google Scholar
• ElShenawy SM, Marzouk MS, Dib RAE, Elyazed HEA, et al. A polyphenols and biological activities of Feijoa sellowiana leaves and twigs. Rev Latinoamer Quím. 2008;36:104–120.
   Google Scholar
• Oldrich L, Borivoj K, Ladislav K, et al. Identification of isoflavones in Acca sellowiana and two Psidium spesies (Myrtaceae). Biochem Syst Ecol. 2005;33:983–992.
   Web of Science ®Google Scholar
• Foo LY, Karchesy JJ. Procyanidin tetramers and pentamers from Douglas fir bark. Phytochemistry. 1991;30:667–670.
   Web of Science ®Google Scholar
• Kusuda M, Inada K, Ogawa T, et al. Polyphenolic constituent structures of Zanthoxylum piperitum fruit and the antibacterial effects of its polymeric procyanidin on methicillin-resistant Staphylococcus aureus. Biosci Biotechnol Biochem. 2006;70:1423–1431.10.1271/bbb.50669
   PubMed Web of Science ®Google Scholar
• Jin S, Eerdunbayaer, Doi A, et al. Polyphenolic constituents of Cynomorium songaricum Rupr. and antibacterial effect of polymeric proanthocyanidin on methicillin-resistant Staphylococcus aureus. J Agric Food Chem. 2012;60:7297–7305.10.1021/jf301621e
   PubMed Web of Science ®Google Scholar
• Likhitwitayawuid K, Srutularak B. A new dimeric stilbene with tyrosinase inhibitiory activity from Artocarpus gomezianus. J Nat Prod. 2001;64:1457–1459.10.1021/np0101806
   PubMed Web of Science ®Google Scholar
• Orabi MAA, Taniguchi S, Sakagami H, et al. Hydrolyzable tannins of tamaricaceous plants. v. structures of monomeric–trimeric tannins and cytotoxicity of macrocyclic-type tannins isolated from Tamarix nilotica. J Nat Prod. 2013;76:947–956.10.1021/np4001625
   PubMed Web of Science ®Google Scholar
• Suzuki H, Sasaki R, Ogata Y, et al. Metabolic profiling of flavonoids in Lotus japonicus using liquid chromatography Fourier transform ion cyclotron resonance mass spectrometry. Phytochemistry. 2008;69:99–111.10.1016/j.phytochem.2007.06.017
   PubMed Web of Science ®Google Scholar
• Olszawska M, Wolbiś M. Further flavonoids from the flowers of Prunus spinosa L. Drug Res. 2007;64:241–245.
   Google Scholar
• Andres S, Petra S, Jurgen C, et al. Elution order of quercetin glycosides from apple pomace extracts on a new HPLC stationary phase with hydrophilic endcapping. J Sep Sci. 2002;23:361–364.
   Google Scholar
• Wolbiś M, Nowak S, Kicel A. Polyphenolic compounds in Scopolia caucasica Kolesn. ex Kreyer (Solanaceae). Acta Pol Pharm. 2007;64:241–246.
   PubMedGoogle Scholar
• Zafrilla P, Ferreres F, Tomás-Barberán FA. Effect of processing and storage on the antioxidant ellagic acid derivatives and flavonoids of red raspberry (Rubus idaeus) jams. J Agric Food Chem. 2001;49:3651–3655.10.1021/jf010192x
   PubMed Web of Science ®Google Scholar
• Yoshida T, Ito H, Matsunaga S, et al. Tannins and related polyphenols of euphorbiaceous plants. IX. Hydrolyzable tannins with 1C4 glucose core form Phyllanthus flexuosus Muell. Arg Chem Pharm Bull. 1992;40:53–60.10.1248/cpb.40.53
   Web of Science ®Google Scholar
• Moco S, Tseng LH, Spraul M, et al. Building-up a comprehensive database of flavonoids based on nuclear magnetic resonance data. Chromatographia. 2006;64:503–508.10.1365/s10337-006-0077-6
   Web of Science ®Google Scholar
• Slimestad R, Andersen OM, Francis GW. Ampelopsin 7-glucoside and other dihydroflavonol 7-glucosides from needles of Picea Abies. Phytochemistry. 1984;35:550–552.
   Web of Science ®Google Scholar
• Korver O, Wilkins CK. Circular dichroism spectra of flavonols. Tetarhedron. 1971;27:5459–5465.
   Web of Science ®Google Scholar
• Bontempo P, Mita L, Miceli M, et al. Feijoa sellowiana derived natural flavone exerts anti-cancer action displaying HDAC inhibitory activities. Int J Biochem Cell Biol. 2007;39:1902–1914.10.1016/j.biocel.2007.05.010
   PubMed Web of Science ®Google Scholar
• Vattem DA, Shetty K. Biological functionality of ellagic acid: review. J Food Biochem. 2005;29:234–266.10.1111/jfbc.2005.29.issue-3
   Web of Science ®Google Scholar
• Casati P, Walbot V. Gene expression profiling in response to ultraviolet radiation in maize genotypes with varying flavonoid content. Plant Physiol. 2003;132:1739–1754.10.1104/pp.103.022871
   PubMed Web of Science ®Google Scholar
• Chang T. An updated review of tyrosinase inhibitor. Int J Mol Sci. 2009;10:2440–2475.10.3390/ijms10062440
   PubMed Web of Science ®Google Scholar
• Nugroho A, Choi J, Park J, et al. two new flavonol glycosides from Lamium amplexicaule L. and their in vitro free radical scavenging and tyrosinase inhibitory activities. Planta Med. 2009;75:364–366.10.1055/s-0028-1112216
   PubMed Web of Science ®Google Scholar
• Kubo I, Kinst-Hori I. Flavonols from saffron flower: tyrosinase inhibitory activity and inhibition mechanism. J Agric Food Chem. 1999;47:4121–4125.10.1021/jf990201q
   PubMed Web of Science ®Google Scholar
• Kim Y, Uyama H. Tyrosinase inhibitors from natural and synthetic sources: structure, inhibition mechanism and perspective for the future. Cell Mol Life Sci. 2005;62:1707–1723.10.1007/s00018-005-5054-y
   PubMed Web of Science ®Google Scholar
• Sakagami H. Biological activities and possible dental application of three major groups of polyphenols. J Pharmacol Sci. 2014;126:92–106.10.1254/jphs.14R04CR
   PubMed Web of Science ®Google Scholar
• Motohashi N, Kawase M, Shirataki Y, et al. Biological activity of feijoa peel extracts. Anticancer Res. 2000;20:4323–4329.
   PubMed Web of Science ®Google Scholar