Skip to main content

Interactions Between Flavonoids that Benefit Human Health

  • Chapter
  • First Online:
Book cover Anthocyanins

Abstract

Interactions between anthocyanin pigments and other flavonoids or other phytochemicals accumulating within a plant contribute significantly to the ability of natural plant extracts (ingested as food or pharmaceutical product) to protect human health or mitigate disease damage. Interactions are the rule, rather than the exception, for biologically-active plant-derived components. Given the complex, multi-faceted roles interacting phytochemicals play in the human body, the use of plant cell culture production and research models can contribute novel insights as to competing mechanisms of action, bioavailability, and distribution in situ.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  • Allred, C.D., Ju, Y.H., Allred, K.E., Change, J. and Helferich, W.G. (2001) Dietary genistin stimulates growth of estrogen-dependent breast cancer tumors similar to that observed with genistein. Carcinogenesis 22, 1667–1673

    Article  PubMed  CAS  Google Scholar 

  • Allred, C.D., Allred, K.E., Ju, Y.H., Virant, S.M. and Helferich, W.G. (2004) Dietary genistein results in larger MNU-induced, estrogen-dependent mammary tumors following ovarioectomy of Sprague-Dawley rats. Carcinogenesis 25, 211–218.

    Article  PubMed  CAS  Google Scholar 

  • Aparico-Fernandez, X., Yousef, G., Loarca-Pina, G., de Mejia, E. and Lila, M. (2005) Characterization of polyphenolics in the seed coat of black Jamapa bean (Phaseolus vulgaris. L.). J. Ag. Food Chem. 53, 4615–4622.

    Article  Google Scholar 

  • Aparico-Fernandez, X., Garcia-Gasca, X., Yousef, G., Lila, M., de Mejia, E. and Loarca-Pina, G. (2006) Chemopreventive activity of polyphenolics from black Jamapa bean (Phaseolus vulgaris L.) on HeLa and HaCaT cells. J. Ag. Food Chem. 54, 2118–2122.

    Article  Google Scholar 

  • Aviram, M., Dornfeld, L., Rosenblat, M., Volkova, N., Kaplan, M., Coleman, R., Hayek, T., Presser, D. and Fuhrman, B. (2000) Pomegranate juice consumption reduces oxidative stress, atherogenic modifications to LDL, and platelet aggregation: studies in humans and in atherosclerotic apolipoprotein E-deficient mice. Am. J. Clin. Nutr. 71, 1062–1076.

    PubMed  CAS  Google Scholar 

  • Aviram, M., Dornfeld, L., Kaplan, M., Coleman, R., Gaitini, D., Nitecki, S., Hofman, A., Rosenblat, M., Volkova, N., Presser, D., Attias, J., Hayek, T. and Fuhrman B. (2002) Pomegranate juice flavonoids inhibit low-density lipoprotein oxidation and cardiovascular diseases: Studies in atherosclerotic mice and in humans. Drugs Exp. Clin. Res. 28, 40–62.

    Google Scholar 

  • Boileau, T.W., Liao, Z., Kim, S., Lemeshow, S., Erdman, J.W. Jr., Clinton, D.K. (2003) Prostate carcinogenesis in N-methyl-N-nitrosourea (NMU)-testosterone-treated rats fed tomato powder, lycopene, or energy-restricted diets. J. Nat. Cancer Inst. 95, 1578–1586.

    PubMed  CAS  Google Scholar 

  • Brinker, A., Ma, J., Lipsky, P.E. and Raskin, I. (2007) Medicinal chemistry and pharmacology of genusTripterygium (Celastraceae). Phytochemistry (In Press).

    Google Scholar 

  • Campbell, J., King, J., Harmston, M., Lila, M.A. and Erdman, J.W. Jr. (2006a) Synergistic effects of flavonoids on cell proliferation in Hepa-1c1c7 and LNCap cancer cell lines. J. Food Sci. 71, S358-S363.

    Article  CAS  Google Scholar 

  • Campbell, J., Lila, M.A., Nakamura, M. and Erdman, J. Jr. (2006b). Serum testosterone reduction following short-term phytofluene, lycopene, or tomato powder consumption in F344 rats. J. Nutr. 136, 2813–2819.

    CAS  Google Scholar 

  • Canen-Adams, K., Lindshield, B., Wang, S., Jeffery, E., Clinton, S.K. and Erdman, J.W. Jr. (2007) Combinations of tomato and broccoli enhance antitumor activity in Dunning R3327-H prostate adenocarcinomas. Cancer Res. 67, 836–843.

    Article  Google Scholar 

  • Chan, M., Mattiacci, J., Hwang, H., Shah, A. and Fong, D. (2000) Synergy between ethanol and grape polyphenols, quercetin, and resveratrol, in the inhibition of the inducible nitric oxide synthase pathway. Biochem. Pharmacol. 60, 1539–1548.

    Article  PubMed  CAS  Google Scholar 

  • Chen, L., Yang, X., Jiao, H. and Zhao, B. (2002) Tea catechins protect against lead-induce cytotoxicity, lipid peroxidation, and membrane fluidity in HepG2 cells. Toxicol. Sci. 69, 149–156.

    Article  PubMed  CAS  Google Scholar 

  • Eder, M. and Mehnert, W. (1998) Bedeutung planzlicher begleitstoffe in extrackten. Pharmazie 53, 285–293.

    PubMed  CAS  Google Scholar 

  • Elattar, T. and Virji, A. (1999) The effect of red wine and its components on growth and proliferation of human oral squamous carcinoma cells. Anticancer Res. 19, 5407–5414.

    PubMed  CAS  Google Scholar 

  • Fang, Y., Smith, M.A., Rogers, R. and Pépin, M.-F. (1999) The effects of exogenous methyl jasmonate in elicited anthocyanin-producing cell cultures of ohelo (Vaccinium pahalae). In Vitro Cell. Devel. Biol. Plant 35, 106–113.

    Article  CAS  Google Scholar 

  • Franke, A., Cooney R., Custer L., Mordan, L. and Tanaka, Y. (1998) Inhibition of neoplastic transformation and bioavailability of dietary flavonoid agents Adv. Exp. Med. Biol. 439, 237–248.

    CAS  Google Scholar 

  • Gartner, C., Stahl W. and Sies, H. (1997) Lycopene is more bioavailable from tomato paste than from fresh tomatoes. Am J. Clin. Nutri. 66, 116–122.

    CAS  Google Scholar 

  • Gould, K. (2004) Nature’s Swiss army knife. The diverse protective roles of anthocyanins in leaves. J. Biomed. Biotech. 5, 314–320.

    Article  Google Scholar 

  • Grusak, M., Rogers, R., Yousef, G., Erdman, J. Jr. and Lila, M. (2004) An enclosed-chamber labeling system for the safe14C-enrichment of phytochemicals in plant cell suspension cultures. In Vitro Cell. Devel. Biol. – Plant 40, 80–85.

    Article  CAS  Google Scholar 

  • Honda, K. (1990) Identification of host-plant chemicals stimulating oviposition by swallowtail butterfly,Papilio protenor. J. Chem. Ecol. 16, 325–337.

    Article  CAS  Google Scholar 

  • Honda, K., Nishii, W. and Hayashi, N. (1997) Oviposition stimulants for sulfur butterfly,Colias erate poliographys: cyanoglucosides as synergists involved in host preference. J. Chem. Ecol. 23, 323–331.

    Article  CAS  Google Scholar 

  • Hora, J., Maydew, E., Lansky, E. and Dwivedi C. (2003) Chemopreventive effects of pomegranate seed oil on skin tumor development in CD1 mice. J Med Food 6, 157–161.

    Article  PubMed  CAS  Google Scholar 

  • Janle, E., Lila, M., Wood, L., Higgins, A., Yousef, G, Rogers, R., Kim, H., Jackson, G. and Weaver, C. (2007) Kinetics and tissue distribution of14C labeled grape polyphenol fractions. FASEB J. 21, A1070-a-.

    Google Scholar 

  • Jo, J.Y. (2005) Characterization, interaction, and chemoprevention of potent constituents from grape cell culture. PhD thesis dissertation, University of Illinois.

    Google Scholar 

  • Jo, J.Y., de Mejia, E. and Lila, M.A. (2005) Effects of grape cell culture extracts on human topoisomerase II catalytic activity and characterization of active fractions. J. Agric. Food Chem. 53, 2489–2498.

    Article  PubMed  CAS  Google Scholar 

  • Jo, J.Y., de Mejia, E. and Lila, M. (2006a). Catalytic inhibition of human DNA topoisomerase II by interactions of grape cell culture polyphenols. J. Agric. Food Chem. 54, 2083–2087.

    Article  CAS  Google Scholar 

  • Jo, J.Y., de Mejia, E. and Lila, M. (2006b) Cytotoxicity of bioactive polymeric fractions from grape cell culture on human hepatocellular carcinoma, murine leukemia, and non-cancerous PK15 kidney cells. Food Chem. Toxicol. 44, 1758–1767.

    Article  CAS  Google Scholar 

  • Joseph, J., Shukitt-Hale, B., Denisova, N., Bielinski, D., Martin, A., McEwen, J. and Bickford, P. (1999) Reversals of age-related declines in neuronal signal transduction, cognitive, and motor behavioral deficits with blueberry, spinach, or strawberry dietary supplementation. J. Neurosci. 19, 8114–8121.

    PubMed  CAS  Google Scholar 

  • Kraft, T.F.B., Schmidt, B., Knight, C., Cuendet, M., Kang, Y-H., Pezzuto, J., Seigler, D. and Lila, M. (2005) Chemopreventive potential of wild blueberry fruits in multiple stages of carcinogenesis. J. Food Sci. 70, S159–S166.

    Article  CAS  Google Scholar 

  • Krisa, S., Waffo Téguo, P., Decendit, A., Deffleux, G., Vercauteren, J. and Mérillon, J. (1999) Production of13C-labeled anthocyanins byVitis viniferacell suspension cultures. Phytochemistry 51, 651–656.

    Article  PubMed  CAS  Google Scholar 

  • Kroon, P., Clifford, M., Crozier, A., Day, A., Donovan, J., Manach, C. and Williamson, G. (2004) How should we assess the effects of exposure to dietary polyphenols in vitro? Am. J. Clin. Nutr. 80, 15–21.

    PubMed  CAS  Google Scholar 

  • Lansky E., Jiang, W., Mo, H., Bravo, L., Froom, P., Yu, W., Harris, N., Neeman, I. and Campbell, M. (2005) Possible synergistic prostate cancer suppression by anatomically discrete pomegranate fractions. Investigational New Drugs 23, 11–20.

    Article  PubMed  CAS  Google Scholar 

  • Lila, M.A. (2004) Anthocyanins and human health: anin vitro investigative approach. J. Biomed. Biotech. 5, 306–313.

    Article  Google Scholar 

  • Lila, M., Yousef, G., Jiang, Y. and Weaver, C. (2005) Sorting out bioactivity in flavonoid mixtures. J. Nutr. 135, 1231–1235.

    PubMed  CAS  Google Scholar 

  • Lila, M.A. and Raskin, I. (2005) Health-related interactions of phytochemicals. J. Food Sci. 7, R20–R27.

    Article  Google Scholar 

  • Liu, R. (2003) Health benefits of fruit and vegetables are from additive and synergistic combinations of phytochemicals. Am. J. Clin. Nutr. 78, 517S–520S.

    PubMed  CAS  Google Scholar 

  • Matito, C., Mastorakou, F., Centelles, J., Torres, J. and Cascante, M. (2003) Antiproliferative effect of antioxidant polyphenols from grape in murine Hepa-1c1c7. Eur. J. Nutr. 42, 43–49.

    Article  PubMed  CAS  Google Scholar 

  • Mertens-Talcott S., Bomser, J., Romero, C., Talcott, S. and Percival S. (2005) Ellagic acid potentiates the effect of quercetin on p21waf1 / cip1 , p53, and MAP-kinanses without affecting intracellular generation of reactive oxygen species in vitro. J Nutr. 135, 609–614.

    PubMed  CAS  Google Scholar 

  • Mertens-Talcott S., Talcott, S. and Percival S. (2003) Low concentrations of quercetin and ellagic acid synergistically influence proliferation, cytotoxicity and apoptosis in MOLT-4 human leukemia cells. J. Nutr. 133, 2669–2674.

    PubMed  CAS  Google Scholar 

  • Meyer, J., Pépin, M.-F. and Smith, M. (2002) Anthocyanin production fromVaccinium pahalae: limitations of the physical microenvironment. J. Biotech. 93, 45–57.

    Article  CAS  Google Scholar 

  • Miller, E., Biovannucci, E., Erdman Jr., J., Bahnson, R., Schwartz, S. and Clinton, S. (2002) Tomato products, lycopene, and prostate cancer risk. Urol. Clin. North Am. 29, 83–93.

    Article  PubMed  Google Scholar 

  • Mouria, M., Gukovskaya, A., Jung. Y., Buechler, P., Hines, O., Reber, H. and Pandol, S. (2002) Food-derived polyphenols inhibit pancreatic cancer growth through mitochondrial cytochrome C release and apoptosis. Int. J. Cancer 98, 761–769.

    Article  PubMed  CAS  Google Scholar 

  • Mullen, W., Graf, B., Caldwell, S., Hartley, R., Duthie, G., Edwards, C., Lean, M. and Crozier, A. (2002) Determination of flavonol metabolites in plasma and tissue of rats by HPLC radiocounting and tandem mass spectroscopy following oral ingestion of [2-14C] quercetin-4’-glucoside. J. Ag Food Chem. 50, 6902–6909.

    Article  CAS  Google Scholar 

  • Nishida, R., Ohsugi, T. and Fukami, H. (1990) Oviposition stimulant activity of tryptamine analogs on a Rutaceae-feeding swallowtail butterfly,Papilio xuthus. Agric. Biol. Chem. 54, 1853–1855.

    CAS  Google Scholar 

  • Nishida, S. and Satoh, H. (2004) Comparative vasodilating actions amoung terpenoids and flavonoids contained inGinkgo biloba. Clinica Chimica Acta 339, 129–133.

    Article  CAS  Google Scholar 

  • Pignatelli, P., Pulcinelli, F., Celestini, A., Lenti, L., Ghiselli, A., Gazzaniga, P. and Viola, F. (2000) The flavonoids quercetin and catechin synergistically inhibit platelet function by antagonizing the intracellular production of hydrogen peroxide. Am J. Clin. Nutr. 72, 1150–1155.

    PubMed  CAS  Google Scholar 

  • Reyes-Carmona, J., Yousef, G., Martínez-Peniche, R. and Lila, M. (2005) Antioxidant capacity of fruit extracts of blackberry (Rubus sp.) produced in different climatic regions. J. Food Sci. 70, S497-S503.

    Article  CAS  Google Scholar 

  • Schmidt, B., Howell, A., McEniry, B., Knight, C., Seigler, D., Erdman Jr., J. and Lila, M. (2004) Effective isolation of potent antiproliferation and antiadhesion components from wild blueberry (Vaccinium angustifolium Ait.) fruits. J. Ag. Food Chem. 52, 6433–6442.

    Article  CAS  Google Scholar 

  • Schmidt, B., Erdman Jr., J. and Lila, M.A. (2005) Effects of food processing on blueberry antiproliferative and antioxidant activity. J. Food Sci. 70, S389–S394.

    Article  CAS  Google Scholar 

  • Schmidt, B.M, Erdman Jr., J. and Lila, M. (2006) Differential effects of blueberry proanthocyanidins on androgen sensitive and insensitive human prostate cancer cell lines. Cancer Lett. 231, 240–246.

    Article  PubMed  CAS  Google Scholar 

  • Seeram, N.P., Adams, L.S., Hardy, M.I. and Heber, D. (2004) Total cranberry extract versus its phytochemical constituents: antiproliferative and synergistic effects against human tumor cell lines. J. Agric. Food Chem. 52, 2512–2517.

    Article  PubMed  CAS  Google Scholar 

  • Shanmuganayagam, D., Beahm, M., Osman, H., Krueger, C., Reed, J. and Folts, J. (2002) Grape seed and grape skin extracts elicit a greater antiplatelet effect when used in combination than when used individually in dogs and humans. J. Nutr. 132, 3592–3598.

    PubMed  CAS  Google Scholar 

  • Sueiro, L, Yousef, G., Seigler, D., de Mejia, E., Grace, M. and Lila, M.A. (2006) Chemopreventive potential of flavonoid extracts from plantation-bred and wildAronia melanocarpa (Black chokeberry) fruits. J. Food Sci. 71, C480-C488.

    Article  CAS  Google Scholar 

  • Thole, J., Kraft, T., Sueiro, L., Kang, Y.-H., Gills, J., Cuendet, M., Pezzuto, J., Seigler, D. and Lila, M.A. (2006) A comparative evaluation of the anticancer properties of European and American elderberry fruits. J. Med. Food 9, 498–504.

    Article  PubMed  CAS  Google Scholar 

  • Vitrac, X.; Desmouliere, A.; Brouillaud, B.; Krisa, S.; Deffieux, G.; Barthe, N.; Rosenbaum, J.; Mérillon, J. M. (2003) Distribution of [C-14] - trans-resveratrol, a cancer chemopreventive polyphenol, in mouse tissues after oral administration. Life Sci. 72, 2219–2233.

    Article  PubMed  CAS  Google Scholar 

  • Vitrac, X., Krisa, S., Decendit, A., Vercauteren, J., Nührich, A., Monti, J.-P., Deffieux, G. and Mérillon, J.-M. (2002) Carbon-14 biolabelling of wine polyphenols inVitis vinifera cell suspension cultures. J. Biotech. 95, 49–56.

    Article  CAS  Google Scholar 

  • Ye, X., Krohn, R., Liu, W., Joshi, S., Kuszynski, C., McGinn, T., Bagchi, M., Preuss, H., Stohs, S. and Bagchi, D. (1999) The cytotoxic effects of a novel IH636 grape seed proanthocyanidin extract on cultured human cancer cells. Mol. Cell. Biochem. 196, 99–108.

    Article  PubMed  CAS  Google Scholar 

  • Yousef, G., Seigler, D., Grusak, M., Rogers, R., Knight, C., Kraft, T., Erdman Jr., J.and Lila, M. (2004) Biosynthesis and characterization of14C-enriched flavonoid fractions from plant cell suspension cultures. J. Agric. Food Chem. 52, 1138–1145.

    Article  PubMed  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the National Center for Complementary and Alternative Medicine-sponsored Purdue-UAB Botanicals Center for Dietary Supplement Research (P50 AT-00477) and the USDA/IFAFS grant #00-52101-9695.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Mary Ann Lila .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2008 Springer Science+Business Media, LLC

About this chapter

Cite this chapter

Lila, M.A. (2008). Interactions Between Flavonoids that Benefit Human Health. In: Winefield, C., Davies, K., Gould, K. (eds) Anthocyanins. Springer, New York, NY. https://doi.org/10.1007/978-0-387-77335-3_10

Download citation

Publish with us

Policies and ethics