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The Scientific World Journal
Volume 2013, Article ID 162750, 16 pages
http://dx.doi.org/10.1155/2013/162750
Review Article

Chemistry and Biological Activities of Flavonoids: An Overview

Department of Biochemistry, University of Allahabad, Allahabad 211002, India

Received 24 August 2013; Accepted 7 October 2013

Academic Editors: K. P. Lu and J. Sastre

Copyright © 2013 Shashank Kumar and Abhay K. Pandey. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. M. F. Mahomoodally, A. Gurib-Fakim, and A. H. Subratty, “Antimicrobial activities and phytochemical profiles of endemic medicinal plants of Mauritius,” Pharmaceutical Biology, vol. 43, no. 3, pp. 237–242, 2005. View at Publisher · View at Google Scholar · View at Scopus
  2. A. K. Pandey, “Anti-staphylococcal activity of a pan-tropical aggressive and obnoxious weed Parihenium histerophorus: an in vitro study,” National Academy Science Letters, vol. 30, no. 11-12, pp. 383–386, 2007. View at Google Scholar · View at Scopus
  3. R. A. Dixon, P. M. Dey, and C. J. Lamb, “Phytoalexins: enzymology and molecular biology,” Advances in Enzymology and Related Areas of Molecular Biology, vol. 55, pp. 1–136, 1983. View at Google Scholar · View at Scopus
  4. E. H. Kelly, R. T. Anthony, and J. B. Dennis, “Flavonoid antioxidants: chemistry, metabolism and structure-activity relationships,” Journal of Nutritional Biochemistry, vol. 13, no. 10, pp. 572–584, 2002. View at Publisher · View at Google Scholar · View at Scopus
  5. S. Kumar, A. Mishra, and A. K. Pandey, “Antioxidant mediated protective effect of Parthenium hysterophorus against oxidative damage using in vitro models,” BMC Complementary and Alternative Medicine, vol. 13, article 120, 2013. View at Google Scholar
  6. S. Kumar and A. K. Pandey, “Phenolic content, reducing power and membrane protective activities of Solanum xanthocarpum root extracts,” Vegetos, vol. 26, pp. 301–307, 2013. View at Google Scholar
  7. M. Leopoldini, N. Russo, S. Chiodo, and M. Toscano, “Iron chelation by the powerful antioxidant flavonoid quercetin,” Journal of Agricultural and Food Chemistry, vol. 54, no. 17, pp. 6343–6351, 2006. View at Publisher · View at Google Scholar · View at Scopus
  8. S. Kumar, A. Gupta, and A. K. Pandey, “Calotropis procera root extract has capability to combat free radical mediated damage,” ISRN Pharmacology, vol. 2013, Article ID 691372, 8 pages, 2013. View at Publisher · View at Google Scholar
  9. N. C. Cook and S. Samman, “Review: flavonoids-chemistry, metabolism, cardioprotective effects and dietary sources,” Journal of Nutritional Biochemistry, vol. 7, no. 2, pp. 66–76, 1996. View at Publisher · View at Google Scholar · View at Scopus
  10. C. A. Rice-Evans, N. J. Miller, P. G. Bolwell, P. M. Broamley, and J. B. Pridham, “The relative antioxidant activities of plant-derived polyphenolic flavonoids,” Free Radical Research, vol. 22, no. 4, pp. 375–383, 1995. View at Google Scholar · View at Scopus
  11. G. Agati, E. Azzarello, S. Pollastri, and M. Tattini, “Flavonoids as antioxidants in plants: location and functional significance,” Plant Science, vol. 196, pp. 67–76, 2012. View at Google Scholar
  12. F. Du, F. Zhang, F. Chen et al., “Advances in microbial heterologous production of flavonoids,” African Journal of Microbiology Research, vol. 5, no. 18, pp. 2566–2574, 2011. View at Google Scholar · View at Scopus
  13. E. J. Middleton, “Effect of plant flavonoids on immune and inflammatory cell function,” Advances in Experimental Medicine and Biology, vol. 439, pp. 175–182, 1998. View at Google Scholar · View at Scopus
  14. M. Lopez, F. Martinez, C. Del Valle, C. Orte, and M. Miro, “Analysis of phenolic constituents of biological interest in red wines by high-performance liquid chromatography,” Journal of Chromatography A, vol. 922, no. 1-2, pp. 359–363, 2001. View at Publisher · View at Google Scholar · View at Scopus
  15. Y. Hara, S. J. Luo, R. L. Wickremasinghe, and T. Yamanishi, “Special issue on tea,” Food Reviews International, vol. 11, pp. 371–542, 1995. View at Google Scholar
  16. S. Kreft, M. Knapp, and I. Kreft, “Extraction of rutin from buckwheat (Fagopyrum esculentum Moench) seeds and determination by capillary electrophoresis,” Journal of Agricultural and Food Chemistry, vol. 47, no. 11, pp. 4649–4652, 1999. View at Publisher · View at Google Scholar · View at Scopus
  17. A. J. Stewart, S. Bozonnet, W. Mullen, G. I. Jenkins, M. E. Lean, and A. Crozier, “Occurrence of flavonols in tomatoes and tomato-based products,” Journal of Agricultural and Food Chemistry, vol. 48, no. 7, pp. 2663–2669, 2000. View at Publisher · View at Google Scholar · View at Scopus
  18. M. G. L. Hertog, P. C. H. Hollman, and M. B. Katan, “Content of potentially anticarcinogenic flavonoids of 28 vegetables and 9 fruits commonly consumed in the Netherlands,” Journal of Agricultural and Food Chemistry, vol. 40, no. 12, pp. 2379–2383, 1992. View at Google Scholar · View at Scopus
  19. Y. Miyake, K. Shimoi, S. Kumazawa, K. Yamamoto, N. Kinae, and T. Osawa, “Identification and antioxidant activity of flavonoid metabolites in plasma and urine of eriocitrin-treated rats,” Journal of Agricultural and Food Chemistry, vol. 48, no. 8, pp. 3217–3224, 2000. View at Publisher · View at Google Scholar · View at Scopus
  20. R. L. Rousseff, S. F. Martin, and C. O. Youtsey, “Quantitative survey of narirutin, naringin, hesperidin, and neohesperidin in citrus,” Journal of Agricultural and Food Chemistry, vol. 35, no. 6, pp. 1027–1030, 1987. View at Google Scholar · View at Scopus
  21. K. Reinli and G. Block, “Phytoestrogen content of foods: a compendium of literature values,” Nutrition and Cancer, vol. 26, no. 2, pp. 123–148, 1996. View at Google Scholar · View at Scopus
  22. M. L. Lázaro, “Distribution and biological activities of the flavonoid luteolin,” Mini-Reviews in Medicinal Chemistry, vol. 9, no. 1, pp. 31–59, 2009. View at Publisher · View at Google Scholar · View at Scopus
  23. E. Tripoli, M. L. Guardia, S. Giammanco, D. D. Majo, and M. Giammanco, “Citrus flavonoids: molecular structure, biological activity and nutritional properties: a review,” Food Chemistry, vol. 104, no. 2, pp. 466–479, 2007. View at Publisher · View at Google Scholar · View at Scopus
  24. K. K. Gupta, S. C. Taneja, K. L. Dhar, and C. K. Atal, “Flavonoids of Andrographis paniculata,” Phytochemistry, vol. 22, no. 1, pp. 314–315, 1983. View at Google Scholar · View at Scopus
  25. A. Murlidhar, K. S. Babu, T. R. Sankar, P. Redenna, G. V. Reddy, and J. Latha, “Antiinflammatory activity of flavonoid fraction isolated from stem bark of Butea monosperma (Lam): a mechanism based study,” International Journal of Phytopharmacology, vol. 1, pp. 124–132, 2010. View at Google Scholar
  26. M. A. Aderogba, A. O. Ogundaini, and J. N. Eloff, “Isolation of two flavonoids from Bauhinia monandra leaves and their antioxidative effects,” The African Journal of Traditional, Complementary and Alternative Medicines, vol. 3, no. 4, pp. 59–65, 2006. View at Google Scholar · View at Scopus
  27. S. Sankaranarayanan, P. Bama, J. Ramachandran et al., “Ethnobotanical study of medicinal plants used by traditional users in Villupuram district of Tamil Nadu, India,” Journal of Medicinal Plant Research, vol. 4, no. 12, pp. 1089–1101, 2010. View at Google Scholar · View at Scopus
  28. M. Sannomiya, V. B. Fonseca, M. A. D. Silva et al., “Flavonoids and antiulcerogenic activity from Byrsonima crassa leaves extracts,” Journal of Ethnopharmacology, vol. 97, no. 1, pp. 1–6, 2005. View at Publisher · View at Google Scholar · View at Scopus
  29. K. Kogawa, K. Kazuma, N. Kato, N. Noda, and M. Suzuki, “Biosynthesis of malonylated flavonoid glycosides on basis of malonyl transferase activity in the petals of Clitoria ternatea,” Journal of Plant Physiology, vol. 164, no. 7, pp. 886–894, 2007. View at Publisher · View at Google Scholar · View at Scopus
  30. S. Ghoulami, A. I. Idrissi, and S. Fkih-Tetouani, “Phytochemical study of Mentha longifolia of Morocco,” Fitoterapia, vol. 72, no. 5, pp. 596–598, 2001. View at Publisher · View at Google Scholar · View at Scopus
  31. M. Agarwal and R. Kamal, “Studies on flavonoid production using in-vitro cultures of Momordica charantia,” Indian Journal of Biotechnology, vol. 6, no. 2, pp. 277–279, 2007. View at Google Scholar · View at Scopus
  32. S. A. Ghazal, M. Abuzarqua, and A. M. Mahansneh, “Effect of plant flavonoids on immune and inflammatory cell function,” Phototherapy Research, vol. 2, pp. 265–271, 1992. View at Google Scholar
  33. K. P. Kell, A. M. Manadi, Z. F. Adiyasora, R. M. Kunaera, I. Z. V. Akad, and S. S. R. Naun, “Bioflavonoids and health effects in man,” Chemical Abstracts, vol. 107, pp. 366–367, 1987. View at Google Scholar
  34. R. T. Deca, I. J. Gouzalez, T. M. V. Mactinez, J. Moreno, and S. C. A. Romo, “Soil bioI. In vitro antifungal activity of some flavonoids and their metabolites,” Biochemistry, vol. 19, pp. 223–231, 1987. View at Google Scholar
  35. Y. Tsuchiya, M. Shimizu, Y. Hiyama et al., “Inhibitory effect of flavonoids on fungal diseases,” Chemical and Pharmaceutical Bulletin, vol. 33, pp. 3881–3890, 1985. View at Publisher · View at Google Scholar
  36. M. Bakay, I. Mucsi, I. Beladi, and M. M. Gabor, “Antiviral flavonoids from Alkena orientalis,” Acta Microbiologica, vol. 15, pp. 223–232, 1968. View at Google Scholar
  37. K. Hayashi, T. Hayashi, M. Arisawa, and N. Morita, “In vitro inhibition of viral disease by flavonoids,” Antiviral Chemistry and Chemotherapy, vol. 4, no. 1, pp. 49–53, 1993. View at Google Scholar · View at Scopus
  38. V. D. Tripathi and R. P. Rastogi, “In vitro anti-HIV activity of flavonoids isolated from Garcinia multifolia,” Journal of Scientific and Industrial Research, vol. 40, pp. 116–121, 1981. View at Google Scholar
  39. U. P. Singh, V. B. Pandey, K. N. Singh, and R. O. N. Singh, “Structural and biogenic relationships of isoflavonoids,” Canadian Journal of Botany, vol. 166, pp. 1901–1910, 1988. View at Google Scholar
  40. K. R. Narayana, M. S. Reddy, M. R. Chaluvadi, and D. R. Krishna, “Bioflavonoids classification, pharmacological, biochemical effects and therapeutic potential,” Indian Journal of Pharmacology, vol. 33, no. 1, pp. 2–16, 2001. View at Google Scholar · View at Scopus
  41. E. Middleton, “The flavonoids,” Trends in Pharmacological Sciences, vol. 5, pp. 335–338, 1984. View at Google Scholar
  42. L. H. Yao, Y. M. Jiang, J. Shi et al., “Flavonoids in food and their health benefits,” Plant Foods for Human Nutrition, vol. 59, no. 3, pp. 113–122, 2004. View at Publisher · View at Google Scholar · View at Scopus
  43. C. A. Rice-Evans, N. J. Miller, and G. Paganga, “Structure-antioxidant activity relationships of flavonoids and phenolic acids,” Free Radical Biology and Medicine, vol. 20, no. 7, pp. 933–956, 1996. View at Publisher · View at Google Scholar · View at Scopus
  44. E. Wollenweber and V. H. Dietz, “Occurrence and distribution of free flavonoid aglycones in plants,” Phytochemistry, vol. 20, no. 5, pp. 869–932, 1981. View at Google Scholar · View at Scopus
  45. R. Koes, W. Verweij, and F. Quattrocchio, “Flavonoids: a colorful model for the regulation and evolution of biochemical pathways,” Trends in Plant Sciences, vol. 10, no. 5, pp. 236–242, 2005. View at Publisher · View at Google Scholar
  46. L. H. Yao, Y. M. Jiang, J. Shi et al., “Flavonoids in food and their health benefits,” Plant Foods for Human Nutrition, vol. 59, no. 3, pp. 113–122, 2004. View at Publisher · View at Google Scholar · View at Scopus
  47. I. C. W. Arts, V. B. Putte, and P. C. H. Hollman, “Catechin contents of foods commonly consumed in the Netherlands 1. Fruits, vegetables, staple foods and processed foods,” Journal of Agricultural and Food Chemistry, vol. 48, no. 5, pp. 1746–1751, 2000. View at Publisher · View at Google Scholar · View at Scopus
  48. A. Gil-Izquierdo, M. I. Gil, F. Ferreres, and F. A. Tomás-Barberán, “In vitro availability of flavonoids and other phenolics in orange juice,” Journal of Agricultural and Food Chemistry, vol. 49, no. 2, pp. 1035–1041, 2001. View at Publisher · View at Google Scholar · View at Scopus
  49. F. A. Tomás-Barberán and M. N. Clifford, “Flavanones, chalcones and dihydrochalcones-nature, occurrence and dietary burden,” Journal of the Science of Food and Agriculture, vol. 80, pp. 1073–1080, 2000. View at Google Scholar
  50. F. Pourmorad, S. J. Hosseinimehr, and N. Shahabimajd, “Antioxidant activity, phenol and flavonoid contents of some selected Iranian medicinal plants,” The African Journal of Biotechnology, vol. 5, no. 11, pp. 1142–1145, 2006. View at Google Scholar · View at Scopus
  51. S. Kumar and A. K. Pandey, “Antioxidant, lipo-protective and antibacterial activities of phytoconstituents present in Solanum xanthocarpum root,” International Review of Biophysical Chemistry, vol. 3, no. 3, pp. 42–47, 2012. View at Google Scholar
  52. B. Fuhrman, S. Buch, and J. Vaya, “Licorice extract and its major polyphenol glabridin protect low-density lipoprotein against lipid peroxidation: in vitro and ex vivo studies in humans and in atherosclerotic apolipoprotein E-deficient mice,” The American Journal of Clinical Nutrition, vol. 66, no. 2, pp. 267–275, 1997. View at Google Scholar · View at Scopus
  53. W. J. Craig, “Health-promoting properties of common herbs,” The American Journal of Clinical Nutrition, vol. 70, no. 3, pp. 491–499, 1999. View at Google Scholar · View at Scopus
  54. S. Kumar, U. K. Sharma, A. K. Sharma, and A. K. Pandey, “Protective efficacy of Solanum xanthocarpum root extracts against free radical damage: phytochemical analysis and antioxidant effect,” Cellular and Molecular Biology, vol. 58, no. 1, pp. 171–178, 2012. View at Google Scholar
  55. J. X. Li, B. Xue, Q. Chai, Z. X. Liu, A. P. Zhao, and L. B. Chen, “Antihypertensive effect of total flavonoid fraction of Astragalus complanatus in hypertensive rats,” The Chinese Journal of Physiology, vol. 48, no. 2, pp. 101–106, 2005. View at Google Scholar · View at Scopus
  56. D. Commenges, V. Scotet, S. Renaud, H. Jacqmin-Gadda, P. Barberger-Gateau, and J. F. Dartigues, “Intake of flavonoids and risk of dementia,” The European Journal of Epidemiology, vol. 16, no. 4, pp. 357–363, 2000. View at Publisher · View at Google Scholar · View at Scopus
  57. B. H. Havsteen, “The biochemistry and medical significance of the flavonoids,” Pharmacology and Therapeutics, vol. 96, no. 2-3, pp. 67–202, 2002. View at Publisher · View at Google Scholar · View at Scopus
  58. P. C. H. Hollman, M. N. C. P. Buijsman, Y. van Gameren, P. J. Cnossen, J. H. M. de Vries, and M. B. Katan, “The sugar moiety is a major determinant of the absorption of dietary flavonoid glycosides in man,” Free Radical Research, vol. 31, no. 6, pp. 569–573, 1999. View at Google Scholar · View at Scopus
  59. A. J. Day, F. J. Canada, J. C. Diaz et al., “Dietary flavonoid and isoflavone glycosides are hydrolysed by the lactase site of lactase phlorizin hydrolase,” FEBS Letters, vol. 468, no. 2-3, pp. 166–170, 2000. View at Publisher · View at Google Scholar · View at Scopus
  60. T. Walle, “Serial review: flavonoids and isoflavones (phytoestrogens: absorption, metabolism, and bioactivity): absorption and metabolism of flavonoids,” Free Radical Biology and Medicine, vol. 36, no. 7, pp. 829–837, 2004. View at Publisher · View at Google Scholar · View at Scopus
  61. R. R. Scheline, “Metabolism of foreign compounds by gastrointestinal microorganisms,” Pharmacological Reviews, vol. 25, no. 4, pp. 451–532, 1973. View at Google Scholar · View at Scopus
  62. L. Bravo, “Polyphenols: chemistry, dietary sources, metabolism, and nutritional significance,” Nutrition Reviews, vol. 56, no. 11, pp. 317–333, 1998. View at Google Scholar · View at Scopus
  63. P. C. H. Hollman, “Absorption, bioavailability and metabolism of flavonoids,” Pharmaceutical Biology, vol. 42, pp. 74–83, 2004. View at Publisher · View at Google Scholar · View at Scopus
  64. P. C. H. Hollman, J. M. P. van Trijp, M. N. C. P. Buysman et al., “Relative bioavailability of the antioxidant flavonoid quercetin from various foods in man,” FEBS Letters, vol. 418, no. 1-2, pp. 152–156, 1997. View at Publisher · View at Google Scholar · View at Scopus
  65. J. E. Spencer, F. Chaudry, A. S. Pannala, S. K. Srai, E. Debnam, and E. C. Rice, “Decomposition of cocoa procyanidins in the gastric milieu,” Biochemical and Biophysical Research Communications, vol. 272, no. 1, pp. 236–241, 2000. View at Publisher · View at Google Scholar · View at Scopus
  66. I. F. F. Benzie, Y. T. Szeto, J. J. Strain, and B. Tomlinson, “Consumption of green tea causes rapid increase in plasma antioxidant power in humans,” Nutrition and Cancer, vol. 34, no. 1, pp. 83–87, 1999. View at Google Scholar · View at Scopus
  67. A. K. Pandey, A. K. Mishra, and A. Mishra, “Antifungal and antioxidative potential of oil and extracts derived from leaves of Indian spice plant Cinnamomum tamala,” Cellular and Molecular Biology, vol. 58, pp. 142–147, 2012. View at Google Scholar
  68. G. Cao, E. Sofic, and R. L. Prior, “Antioxidant and prooxidant behavior of flavonoids: structure-activity relationships,” Free Radical Biology and Medicine, vol. 22, no. 5, pp. 749–760, 1997. View at Publisher · View at Google Scholar · View at Scopus
  69. B. Halliwell and J. M. C. Gutteridge, Free Radicals in Biology and Medicine, Oxford University Press, Oxford, UK, 1998.
  70. A. Mishra, S. Kumar, and A. K. Pandey, “Scientific validation of the medicinal efficacy of Tinospora cordifolia,” The Scientific World Journal, vol. 2013, Article ID 292934, 2013. View at Google Scholar
  71. J. E. Brown, H. Khodr, R. C. Hider, and C. Rice-Evans, “Structural dependence of flavonoid interactions with Cu2+ ions: implications for their antioxidant properties,” Biochemical Journal, vol. 330, no. 3, pp. 1173–1178, 1998. View at Google Scholar · View at Scopus
  72. A. Mishra, A. K. Sharma, S. Kumar, A. K. Saxena, and A. K. Pandey, “Bauhinia variegata leaf extracts exhibit considerable antibacterial, antioxidant and anticancer activities,” BioMed Research International, vol. 2013, Article ID 915436, 10 pages, 2013. View at Publisher · View at Google Scholar
  73. A. Van, S. A. B. E. van den Berg, D. J. M. N. J. L. Tromp et al., “Structural aspects of antioxidant activity of flavonoids,” Free Radical Biology and Medicine, vol. 20, no. 3, pp. 331–342, 1996. View at Publisher · View at Google Scholar · View at Scopus
  74. N. L. Kerry and M. Abbey, “Red wine and fractionated phenolic compounds prepared from red wine inhibit low density lipoprotein oxidation in vitro,” Atherosclerosis, vol. 135, no. 1, pp. 93–102, 1997. View at Publisher · View at Google Scholar · View at Scopus
  75. A. Sekher Pannala, T. S. Chan, P. J. O Brien, and C. A. Rice-Evans, “Flavonoid B-ring chemistry and antioxidant activity: fast reaction kinetics,” Biochemical and Biophysical Research Communications, vol. 282, no. 5, pp. 1161–1168, 2001. View at Publisher · View at Google Scholar · View at Scopus
  76. C. A. Rice-Evans, N. J. Miller, and G. Paganga, “Structure-antioxidant activity relationships of flavonoids and phenolic acids,” Free Radical Biology and Medicine, vol. 20, no. 7, pp. 933–956, 1996. View at Publisher · View at Google Scholar · View at Scopus
  77. W. Bors, W. Heller, C. Michel, and M. Saran, “Flavonoids as antioxidants: determination of radical-scavenging efficiencies,” Methods in Enzymology, vol. 186, pp. 343–355, 1990. View at Publisher · View at Google Scholar · View at Scopus
  78. A. K. Ratty and N. P. Das, “Effects of flavonoids on nonenzymatic lipid peroxidation: structure-activity relationship,” Biochemical Medicine and Metabolic Biology, vol. 39, no. 1, pp. 69–79, 1988. View at Google Scholar · View at Scopus
  79. P. C. Hollman, M. N. Bijsman, Y. van Gameren, E. P. Cnossen, J. H. de Vries, and M. B. Katan, “The sugar moiety is a major determinant of the absorption of dietary flavonoid glycosides in man,” Free Radical Research, vol. 31, no. 6, pp. 569–573, 1999. View at Google Scholar · View at Scopus
  80. B. Vennat, M. A. Bos, A. Pourrat, and P. Bastide, “Procyanidins from tormentil: fractionation and study of the anti-radical activity towards superoxide anion,” Biological and Pharmaceutical Bulletin, vol. 17, no. 12, pp. 1613–1615, 1994. View at Google Scholar · View at Scopus
  81. A. R. Tapas, D. M. Sakarkar, and R. B. Kakde, “Flavonoids as nutraceuticals: a review,” Tropical Journal of Pharmaceutical Research, vol. 7, pp. 1089–1099, 2008. View at Google Scholar
  82. W. Zhu, Q. Jia, Y. Wang, Y. Zhang, and M. Xia, “The anthocyanin cyanidin-3-O-β-glucoside, a flavonoid, increases hepatic glutathione synthesis and protects hepatocytes against reactive oxygen species during hyperglycemia: involvement of a cAMP-PKA-dependent signaling pathway,” Free Radical Biology and Medicine, vol. 52, no. 2, pp. 314–327, 2012. View at Publisher · View at Google Scholar · View at Scopus
  83. J. Sonnenbichler and I. Zetl, “Biochemical effects of the flavonolignan silibinin on RNA, protein and DNA synthesis in rat livers,” in Progress in Clinical and Biological Research, V. Cody, E. Middleton, and J. B. Karborne, Eds., vol. 213, pp. 319–331, Alan R. Liss, New York, NY, USA, 1986. View at Google Scholar
  84. Q. He, J. Kim, and R. P. Sharma, “Silymarin protects against liver damage in balb/c mice exposed to fumonisin b1 despite increasing accumulation of free sphingoid bases,” Toxicological Sciences, vol. 80, no. 2, pp. 335–342, 2004. View at Publisher · View at Google Scholar · View at Scopus
  85. R. Saller, R. Meier, and R. Brignoli, “The use of silymarin in the treatment of liver diseases,” Drugs, vol. 61, no. 14, pp. 2035–2063, 2001. View at Google Scholar · View at Scopus
  86. Y. Wu, F. Wang, Q. Zheng et al., “Hepatoprotective effect of total flavonoids from Laggera alata against carbon tetrachloride-induced injury in primary cultured neonatal rat hepatocytes and in rats with hepatic damage,” Journal of Biomedical Science, vol. 13, no. 4, pp. 569–578, 2006. View at Publisher · View at Google Scholar · View at Scopus
  87. J. P. E. Spencer, D. Vauzour, and C. Rendeiro, “Flavonoids and cognition: the molecular mechanisms underlying their behavioural effects,” Archives of Biochemistry and Biophysics, vol. 492, no. 1-2, pp. 1–9, 2009. View at Publisher · View at Google Scholar · View at Scopus
  88. S. M. Kim, K. Kang, E. H. Jho et al., “Hepatoprotective effect of flavonoid glycosides from Lespedeza cuneata against oxidative stress induced by tert-butyl hyperoxide,” Phytotherapy Research, vol. 25, no. 7, pp. 1011–1017, 2011. View at Publisher · View at Google Scholar · View at Scopus
  89. A. Mishra, S. Kumar, A. Bhargava, B. Sharma, and A. K. Pandey, “Studies on in vitro antioxidant and antistaphylococcal activities of some important medicinal plants,” Cellular and Molecular Biology, vol. 57, no. 1, pp. 16–25, 2011. View at Publisher · View at Google Scholar · View at Scopus
  90. A. K. Pandey, A. K. Mishra, A. Mishra, S. Kumar, and A. Chandra, “Therapeutic potential of C. zeylanicum extracts: an antifungal and antioxidant perspective,” International Journal of Biological and Medical Research, vol. 1, pp. 228–233, 2010. View at Google Scholar
  91. T. P. T. Cushnie and A. J. Lamb, “Antimicrobial activity of flavonoids,” International Journal of Antimicrobial Agents, vol. 26, no. 5, pp. 343–356, 2005. View at Publisher · View at Google Scholar · View at Scopus
  92. M. M. Cowan, “Plant products as antimicrobial agents,” Clinical Microbiology Reviews, vol. 12, no. 4, pp. 564–582, 1999. View at Google Scholar · View at Scopus
  93. A. K. Mishra, A. Mishra, H. K. Kehri, B. Sharma, and A. K. Pandey, “Inhibitory activity of Indian spice plant Cinnamomum zeylanicum extracts against Alternaria solani and Curvularia lunata, the pathogenic dematiaceous moulds,” Annals of Clinical Microbiology and Antimicrobials, vol. 8, article 9, 2009. View at Publisher · View at Google Scholar · View at Scopus
  94. R. P. Borris, “Natural products research: perspectives from a major pharmaceutical company,” Journal of Ethnopharmacology, vol. 51, no. 1–3, pp. 29–38, 1996. View at Publisher · View at Google Scholar · View at Scopus
  95. D. E. Moerman, “An analysis of the food plants and drug plants of native North America,” Journal of Ethnopharmacology, vol. 52, no. 1, pp. 1–22, 1996. View at Publisher · View at Google Scholar · View at Scopus
  96. K. Nakahara, S. Kawabata, H. Ono et al., “Inhibitory effect of oolong tea polyphenols on glucosyltransferases of mutans streptococci,” Applied and Environmental Microbiology, vol. 59, no. 4, pp. 968–973, 1993. View at Google Scholar · View at Scopus
  97. A. Mori, C. Nishino, N. Enoki, and S. Tawata, “Antibacterial activity and mode of action of plant flavonoids against Proteus vulgaris and Staphylococcus aureus,” Phytochemistry, vol. 26, no. 8, pp. 2231–2234, 1987. View at Google Scholar · View at Scopus
  98. K. A. Ohemeng, C. F. Schwender, K. P. Fu, and J. F. Barrett, “DNA gyrase inhibitory and antibacterial activity of some flavones(1),” Bioorganic and Medicinal Chemistry Letters, vol. 3, no. 2, pp. 225–230, 1993. View at Publisher · View at Google Scholar · View at Scopus
  99. H. Tsuchiya and M. Iinuma, “Reduction of membrane fluidity by antibacterial sophoraflavanone G isolated from Sophora exigua,” Phytomedicine, vol. 7, no. 2, pp. 161–165, 2000. View at Google Scholar · View at Scopus
  100. H. Haraguchi, K. Tanimoto, Y. Tamura, K. Mizutani, and T. Kinoshita, “Mode of antibacterial action of retrochalcones from Glycyrrhiza inflata,” Phytochemistry, vol. 48, no. 1, pp. 125–129, 1998. View at Publisher · View at Google Scholar · View at Scopus
  101. L. E. Alcaraz, S. E. Blanco, O. N. Puig, F. Tomas, and F. H. Ferretti, “Antibacterial activity of flavonoids against methicillin-resistant Staphylococcus aureus strains,” Journal of Theoretical Biology, vol. 205, no. 2, pp. 231–240, 2000. View at Publisher · View at Google Scholar · View at Scopus
  102. K. Osawa, H. Yasuda, T. Maruyama, H. Morita, K. Takeya, and H. Itokawa, “Isoflavanones from the heartwood of Swartzia polyphylla and their antibacterial activity against cariogenic bacteria,” Chemical and Pharmaceutical Bulletin, vol. 40, no. 11, pp. 2970–2974, 1992. View at Google Scholar · View at Scopus
  103. A. Maurya, P. Chauhan, A. Mishra, and A. K. Pandey, “Surface functionalization of TiO2 with plant extracts and their combined antimicrobial activities against E. faecalis and E. Coli,” Journal of Research Updates in Polymer Science, vol. 1, pp. 43–51, 2012. View at Google Scholar
  104. A. K. Mishra, B. K. Singh, and A. K. Pandey, “In vitro-antibacterial activity and phytochemical profiles of Cinnamomum tamala (Tejpat) leaf extracts and oil,” Reviews in Infection, vol. 1, pp. 134–139, 2010. View at Google Scholar
  105. A. K. Mishra, A. Mishra, A. Bhargava, and A. K. Pandey, “Antimicrobial activity of essential oils from the leaves of Cinnamomum spp.,” National Academy Science Letters, vol. 31, no. 11-12, pp. 341–345, 2008. View at Google Scholar · View at Scopus
  106. M. H. Pan, C. S. Lai, and C. T. Ho, “Anti-inflammatory activity of natural dietary flavonoids,” Food and Function, vol. 1, no. 1, pp. 15–31, 2010. View at Publisher · View at Google Scholar · View at Scopus
  107. E. Middleton and C. Kandaswami, “Effects of flavonoids on immune and inflammatory cell functions,” Biochemical Pharmacology, vol. 43, no. 6, pp. 1167–1179, 1992. View at Publisher · View at Google Scholar · View at Scopus
  108. Y. Nishizuka, “The molecular heterogeneity of protein kinase C and its implications for cellular regulation,” Nature, vol. 334, no. 6184, pp. 661–665, 1988. View at Google Scholar · View at Scopus
  109. T. Hunter, “Protein kinases and phosphatases: the yin and yang of protein phosphorylation and signaling,” Cell, vol. 80, no. 2, pp. 225–236, 1995. View at Google Scholar · View at Scopus
  110. M. J. Tunon, M. V. Garcia-Mediavilla, S. Sanchez-Campos, and J. Gonzalez-Gallego, “Potential of flavonoids as anti-inflammatory agents: modulation of pro-inflammatory gene expression and signal transduction pathways,” Current Drug Metabolism, vol. 10, no. 3, pp. 256–271, 2009. View at Publisher · View at Google Scholar · View at Scopus
  111. J. A. Manthey, “Biological properties of flavonoids pertaining to inflammation,” Microcirculation, vol. 7, no. 1, pp. S29–S34, 2000. View at Publisher · View at Google Scholar · View at Scopus
  112. J. C. Cumella, H. Faden, and F. Middleton, “Selective activity of plant flavonoids on neutrophil chemiluminescence (CL),” Journal of Allergy and Clinical Immunology, vol. 77, article 131, 1987. View at Google Scholar
  113. A. Beretz and J. P. Cazenave, “The effect of flavonoids on blood-vessel wall interactions,” in Plant Flavonoids in Biology and Medicine II: Biochemical, Cellular and Medicinal Properties, V. Cody, E. Middleton, J. B. Harborne, and A. Beretz, Eds., pp. 187–200, Alan R. Liss, New York, NY, USA, 1988. View at Google Scholar
  114. E. Corvazier and J. Maclouf, “Interference of some flavonoids and non-steroidal anti-inflammatory drugs with oxidative metabolism of arachidonic acid by human platelets and neutrophils,” Biochimica et Biophysica Acta, vol. 835, no. 2, pp. 315–321, 1985. View at Publisher · View at Google Scholar · View at Scopus
  115. C. T. Ho, T. Osawa, M. T. Huang, and R. T. Rosen, Food Phytochemicals for Cancer Prevention II. Teas, Spices, and Herbs, American Chemical Society, Oxford University Press, 1994.
  116. B. Koen, V. Ruth, V. Guido, and V. S. Johannes, “Induction of cancer cell apoptosis by flavonoids is associated with their ability to inhibit fatty acid synthase activity,” Journal of Biological Chemistry, vol. 280, no. 7, pp. 5636–5645, 2005. View at Publisher · View at Google Scholar · View at Scopus
  117. G. Block, B. Patterson, and A. Subar, “Fruit, vegetables, and cancer prevention: a review of the epidemiological evidence,” Nutrition and Cancer, vol. 18, no. 1, pp. 1–29, 1992. View at Google Scholar · View at Scopus
  118. G. G. Duthie, S. J. Duthie, and J. A. M. Kyle, “Plant polyphenols in cancer and heart disease: implications as nutritional antioxidants,” Nutrition Research Reviews, vol. 13, no. 1, pp. 79–106, 2000. View at Google Scholar · View at Scopus
  119. W. L. Davis and S. B. Matthew, “Antioxidants and cancer III: quercetin,” Alternative Medicine Review, vol. 5, no. 3, pp. 196–208, 2000. View at Google Scholar · View at Scopus
  120. D. R. Ferry, A. Smith, and J. Malkhandi, “Phase I clinical trial of the flavonoid quercetin: pharmacokinetics and evidence for in vivo tyrosine kinase inhibition,” Clinical Cancer Research, vol. 2, no. 4, pp. 659–668, 1996. View at Google Scholar · View at Scopus
  121. K. Brusselmans, E. de Schrijver, W. Heyns, G. Verhoeven, and J. V. Swinnen, “Epigallocatechin-3-gallate is a potent natural inhibitor of fatty acid synthase in intact cells and selectively induces apoptosis in prostate cancer cells,” International Journal of Cancer, vol. 106, no. 6, pp. 856–862, 2003. View at Publisher · View at Google Scholar · View at Scopus
  122. J. V. Swinnen, T. Roskams, S. Joniau et al., “Overexpression of fatty acid synthase is an early and common event in the development of prostate cancer,” International Journal of Cancer, vol. 98, no. 1, pp. 19–22, 2002. View at Publisher · View at Google Scholar · View at Scopus
  123. B. M. Markaverich, R. R. Roberts, M. A. Alejandro, G. A. Johnson, B. S. Middleditch, and J. H. Clark, “Bioflavonoid interaction with rat uterine type II binding sites and cell growth inhibition,” Journal of Steroid Biochemistry, vol. 30, no. 1–6, pp. 71–78, 1988. View at Google Scholar · View at Scopus
  124. R. L. Singhal, Y. A. Yeh, N. Prajda, E. Olah, G. W. Sledge, and G. Weber, “Quercetin down-regulates signal transduction in human breast carcinoma cells,” Biochemical and Biophysical Research Communications, vol. 208, no. 1, pp. 425–431, 1995. View at Publisher · View at Google Scholar · View at Scopus
  125. S. Barnes, “Effect of genistein on in vitro and in vivo models of cancer,” Journal of Nutrition, vol. 125, no. 3, pp. 777S–783S, 1995. View at Google Scholar · View at Scopus
  126. C. A. Lamartiniere, J. Moore, M. Holland, and S. Barnes, “Neonatal genistein chemoprevents mammary cancer,” Proceedings of the Society for Experimental Biology and Medicine, vol. 208, no. 1, pp. 120–123, 1995. View at Google Scholar · View at Scopus
  127. W. Ren, Z. Qiao, H. Wang, L. Zhu, and L. Zhang, “Flavonoids: promising anticancer agents,” Medicinal Research Reviews, vol. 23, no. 4, pp. 519–534, 2003. View at Publisher · View at Google Scholar · View at Scopus
  128. K. K. Carroll, N. Guthrie, F. V. So, and A. F. Chambers, “Anticancer properties of flavonoids with emphasis on citrus flavonoids,” in Flavonoids in Health and Disease, C. A. Rice-Evans and L. Packer, Eds., pp. 437–446, Marcel Dekker, New York, NY, USA, 1998. View at Google Scholar
  129. R. Edenharder, I. P. Von, and R. Rauscher, “Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and other heterocyclic amine mutagens from cooked food,” Mutation Research, vol. 287, no. 2, pp. 261–274, 1993. View at Publisher · View at Google Scholar · View at Scopus
  130. L. L. Thomsen, L. M. Ching, L. Zhuang, J. B. Gavin, and B. C. Baguley, “Tumordependent increased plasma nitrate concentrations as an indication of the antitumor effect of flavone-8-acetic acid and analogues in mice,” Cancer Research, vol. 51, no. 1, pp. 77–81, 1991. View at Google Scholar · View at Scopus
  131. R. L. Chang, M. T. Huang, A. W. Wood et al., “Effect of ellagic acid and hydroxylated flavonoids on the tumorigenicity of benzo[a]pyrene and (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene on mouse skin and in the newborn mouse,” Carcinogenesis, vol. 6, no. 8, pp. 1127–1133, 1985. View at Google Scholar · View at Scopus
  132. M. H. Siess, A. M. Le Bon, M. C. Canivenc-Lavier et al., “Flavonoids of honey and propolis: characterization and effects on hepatic drug-metabolizing enzymes and benzo[a]pyrene-DNA binding in rats,” Journal of Agricultural and Food Chemistry, vol. 44, no. 8, pp. 2297–2301, 1996. View at Google Scholar · View at Scopus
  133. S. Kumar, G. Chashoo, A. K. Saxena, and A. K. Pandey, “Parthenium hysterophorus: a probable source of anticancer, antioxidant and anti-HIV agents,” BioMed Research International, vol. 2013, Article ID 810734, 11 pages, 2013. View at Publisher · View at Google Scholar
  134. T. Sawa, M. Nakao, T. Akaike, K. Ono, and H. Maeda, “Alkylperoxyl radical-scavenging activity of various flavonoids and other phenolic compounds: implications for the anti-tumor-promoter effect of vegetables,” Journal of Agricultural and Food Chemistry, vol. 47, no. 2, pp. 397–402, 1999. View at Publisher · View at Google Scholar · View at Scopus
  135. B. Gerdin and E. Srensso, “Inhibitory effect of the flavonoid on increased microvascular permeability induced by various agents in rat skin,” International Journal of Microcirculation, Clinical and Experimental, vol. 2, no. 1, pp. 39–46, 1983. View at Google Scholar · View at Scopus
  136. T. P. T. Cushnie and A. J. Lamb, “Antimicrobial activity of flavonoids,” International Journal of Antimicrobial Agents, vol. 26, no. 5, pp. 343–356, 2005. View at Publisher · View at Google Scholar · View at Scopus
  137. B. Q. Li, T. Fu, Y. Dongyan, J. A. Mikovits, F. W. Ruscetti, and J. M. Wang, “Flavonoid baicalin inhibits HIV-1 infection at the level of viral entry,” Biochemical and Biophysical Research Communications, vol. 276, no. 2, pp. 534–538, 2000. View at Publisher · View at Google Scholar · View at Scopus
  138. J. W. Critchfield, S. T. Butera, and T. M. Folks, “Inhibition of HIV activation in latently infected cells by flavonoid compounds,” AIDS Research and Human Retroviruses, vol. 12, no. 1, pp. 39–46, 1996. View at Google Scholar · View at Scopus
  139. K. Zandi, B. T. Teoh, S. S. Sam, P. F. Wong, M. R. Mustafa, and S. Abubakar, “Antiviral activity of four types of bioflavonoid against dengue virus type-2,” Virology Journal, vol. 8, article 560, 2011. View at Publisher · View at Google Scholar · View at Scopus
  140. B. W. Shirley, “Flavonoid biosynthesis: “new” functions for an “old” pathway,” Trends in Plant Science, vol. 1, no. 11, pp. 377–382, 1996. View at Publisher · View at Google Scholar · View at Scopus
  141. G. Agati, E. Azzarello, S. Pollastri, and M. Tattini, “Flavonoids as antioxidants in plants: location and functional significance,” Plant Science, vol. 196, pp. 67–76, 2012. View at Google Scholar
  142. G. Agati and M. Tattini, “Multiple functional roles of flavonoids in photoprotection,” New Phytologist, vol. 186, no. 4, pp. 786–793, 2010. View at Publisher · View at Google Scholar · View at Scopus
  143. J. Zhao and R. A. Dixon, “The “ins” and “outs” of flavonoid transport,” Trends in Plant Science, vol. 15, no. 2, pp. 72–80, 2010. View at Publisher · View at Google Scholar · View at Scopus
  144. M. R. Pérez-Gregorio, J. Regueiro, C. G. Barreiro, R. R. Otero, and J. S. Gándara, “Changes in antioxidant flavonoids during freeze-drying of red onions and subsequent storage,” Food Control, vol. 22, no. 7, pp. 1108–1113, 2011. View at Publisher · View at Google Scholar · View at Scopus
  145. M. D. Ferdinando, C. Brunetti, A. Fini, and M. Tattini, “Flavonoids as antioxidants in plants under abiotic stresses,” in Abiotic Stress Responses in Plants: Metabolism, Productivity and Sustainability, P. Ahmad and M. N. V. Prasad, Eds., pp. 159–179, Springer, New York, NY, USA, 2012. View at Google Scholar
  146. J. H. B. Hatier and K. S. Gould, “Foliar anthocyanins as modulators of stress signals,” Journal of Theoretical Biology, vol. 253, no. 3, pp. 625–627, 2008. View at Publisher · View at Google Scholar · View at Scopus
  147. P. M. Mullineaux and S. Karpinski, “Signal transduction in response to excess light: getting out of the chloroplast,” Current Opinion in Plant Biology, vol. 5, no. 1, pp. 43–48, 2002. View at Publisher · View at Google Scholar · View at Scopus
  148. M. Tattini, C. Galardi, P. Pinelli, R. Massai, D. Remorini, and G. Agati, “Differential accumulation of flavonoids and hydroxycinnamates in leaves of Ligustrum vulgare under excess light and drought stress,” The New Phytologist, vol. 163, no. 3, pp. 547–561, 2004. View at Publisher · View at Google Scholar · View at Scopus
  149. A. G. Erlejman, S. V. Verstraeten, C. G. Fraga, and P. I. Oteiza, “The interaction of flavonoids with membranes: potential determinant of flavonoid antioxidant effects,” Free Radical Research, vol. 38, no. 12, pp. 1311–1320, 2004. View at Publisher · View at Google Scholar · View at Scopus
  150. L. P. Taylor and E. Grotewold, “Flavonoids as developmental regulators,” Current Opinion in Plant Biology, vol. 8, no. 3, pp. 317–323, 2005. View at Publisher · View at Google Scholar · View at Scopus
  151. M. A. K. Jansen, “Ultraviolet-B radiation effects on plants: induction of morphogenic responses,” Physiologia Plantarum, vol. 116, no. 3, pp. 423–429, 2002. View at Publisher · View at Google Scholar · View at Scopus
  152. B. H. Kuhn, M. Geisler, L. Bigler, and C. Ringli, “Flavonols accumulate asymmetrically and affect auxin transport in Arabidopsi,” Plant Physiology, vol. 156, no. 2, pp. 585–595, 2011. View at Publisher · View at Google Scholar · View at Scopus
  153. U. Mathesius, “Flavonoids induced in cells undergoing nodule organogenesis in white clover are regulators of auxin breakdown by peroxidase,” Journal of Experimental Botany, vol. 52, pp. 419–426, 2001. View at Google Scholar · View at Scopus
  154. D. E. Saslowsky, U. Warek, and B. S. J. Winkel, “Nuclear localization of flavonoid enzymes in Arabidopsis,” Journal of Biological Chemistry, vol. 280, no. 25, pp. 23735–23740, 2005. View at Publisher · View at Google Scholar · View at Scopus
  155. M. Naoumkina and R. A. Dixon, “Subcellular localization of flavonoid natural products,” Plant Signaling and Behavior, vol. 3, no. 8, pp. 573–575, 2008. View at Google Scholar · View at Scopus
  156. Y. Wang, S. Chen, and O. Yu, “Metabolic engineering of flavonoids in plants and microorganisms,” Applied Microbiology and Biotechnology, vol. 91, no. 4, pp. 949–956, 2011. View at Publisher · View at Google Scholar · View at Scopus
  157. S. R. Park, J. A. Yoon, J. H. Paik et al., “Engineering of plant-specific phenylpropanoids biosynthesis in Streptomyces venezuelae,” Journal of Biotechnology, vol. 141, no. 3-4, pp. 181–188, 2009. View at Publisher · View at Google Scholar · View at Scopus
  158. A. Wang, F. Zhang, L. Huang et al., “New progress in biocatalysis and biotransformation of flavonoids,” Journal of Medicinal Plant Research, vol. 4, no. 10, pp. 847–856, 2010. View at Google Scholar · View at Scopus
  159. E. I. Hwang, M. Kaneko, Y. Ohnishi, and S. Horinouchi, “Production of plant-specific flavanones by Escherichia coli containing an artificial gene cluster,” Applied and Environmental Microbiology, vol. 69, no. 5, pp. 2699–2706, 2003. View at Publisher · View at Google Scholar · View at Scopus
  160. M. B. Austin and J. P. Noel, “The chalcone synthase superfamily of type III polyketide synthases,” Natural Product Reports, vol. 20, no. 1, pp. 79–110, 2003. View at Publisher · View at Google Scholar · View at Scopus
  161. E. Leonard and M. A. G. Koffas, “Engineering of artificial plant cytochrome P450 enzymes for synthesis of isoflavones by Escherichia coli,” Applied and Environmental Microbiology, vol. 73, no. 22, pp. 7246–7251, 2007. View at Publisher · View at Google Scholar · View at Scopus
  162. E. Leonard, Y. Yan, Z. L. Fowler et al., “Strain improvement of recombinant Escherichia coli for efficient production of plant flavonoids,” Molecular Pharmaceutics, vol. 5, no. 2, pp. 257–265, 2008. View at Publisher · View at Google Scholar · View at Scopus
  163. S. Horinouchi, “Combinatorial biosynthesis of non-bacterial and unnatural flavonoids, stilbenoids and curcuminoids by microorganisms,” Journal of Antibiotics, vol. 61, no. 12, pp. 709–728, 2008. View at Publisher · View at Google Scholar · View at Scopus
  164. E. G. W. M. Schijlen, C. H. R. de Vos, A. J. van Tunen, and A. G. Bovy, “Modification of flavonoid biosynthesis in crop plants,” Phytochemistry, vol. 65, no. 19, pp. 2631–2648, 2004. View at Publisher · View at Google Scholar · View at Scopus
  165. C. N. S. Santos, M. Koffas, and G. Stephanopoulos, “Optimization of a heterologous pathway for the production of flavonoids from glucose,” Metabolic Engineering, vol. 13, no. 4, pp. 392–400, 2011. View at Publisher · View at Google Scholar · View at Scopus
  166. K. Frank, B. Jules, C. Barbara et al., “De novo production of the flavonoid naringenin in engineered Saccharomyces cerevisiae,” Microbial Cell Factories, vol. 11, article 155, 2012. View at Publisher · View at Google Scholar