Abstract
Although the physiological roles of tannins and related polyphenols in plants have not yet been clarified, their ability to form complexes with proteins or related biopolymers has been correlated with some protection of the plants from predators such as animals, insects, and microbes.1 Similarly, commercial uses of tannins, especially in the leather and brewing industries, are also based on their binding with proteins.2 Pharmacological properties of tannins have been investigated based on recent advances in the structural study of tannins in medicinal plants, and various actions of tannins including antitumor and antiviral effects have been revealed.3 These effects are attributed to interactions with certain biomolecules in organisms, too.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Schultz, J.C.; Hunter, M.D.; Appel, M. Antimicrobial activity of polyphenols mediates plantherbivore interactions. In: Hemingway, R.W., Laks, P.E. (eds.). Plant polyphenols—synthesis, properties, significance. Plenum Press, New York, p. 621 (1992).
Haslam, E. Practical polyphenolics: from structure to molecular recognition and physiological action. Cambridge University Press, Cambridge (1998).
Okuda T.; Yoshida T.; Hatano T. Hydrolyzable tannins and related polyphenols. Fortschr. Chem. Org. Naturst. 66:1 (1995).
Steynberg J.P.; Vincent Brandt, E.; Ferreira D.; Helfer C.A.; Mattice L.; Gornik D.; Hemingway R.W. Conformational analysis of oligomeric flavanoids 2._Methyl ether acetate derivatives of profisetinidins. Magn. Res. Chem. 33:611 (1995).
Haslam E. Symmetry and promiscuity in proanthocyanidin biochemisry. Phytochemistry 16:1625 (1977).
Botha, J.J.; Ferreira, D.; Roux, D.G. Synthesis of condensed tannins. Part 4. A direct biomimetic approach to [4,6]-and [4,8]-biflavanoids. J. Chem. Soc. Perkin Trans. 1:1235 (1981).
PCPMR Spectral Simulation Program, Version 1. Serena Software, Bloomington, IN.
Tobiason F.L.; Kelley S.; Midland M.M.; Hemingway R.W. Temperature dependence of (+)-catechin pyran ring proton coupling constants as measured by NMR and modeled using GMMX search methodology. Tetrahedron Letts. 38 (6): 985 (1997).
Ziegler, P. A practical guide to 1-D and 2-D experiments for AC/AM Systems, Bruker Instruments, Billerica, MA (1991).
Hatano, T.; Hemingway, R.W. Conformational isomerism of phenolic procyanidins: preferred conformations in organic solvents and water. J. Chem. Soc., Perkin Trans. 2.:1035 (1997).
Hagerman A.; Butler L.G. The specificity of proanthocyanidin-protein interactions. J. Biol. Chem. 256:4494 (1981).
Murray N.J.; Williamson M.P.; Lilley T.H.; Haslam E. Study of the interaction between salivary proline-rich proteins and a polyphenol by 1H-NMR spectroscopy. Eur. J. Biochem. 219:923 (1994).
Bate-Smith E.C. Haemanalysis of tannins: The concept of relative astringency. Phytochemistry 12:907 (1973).
Tilstra, L.F.; Cho, D.; Bergmann, W.R.; Mattice, W.L. Interaction of condensed tannins with biopolymers. In: Hemingway, R.W.; Karchesy, J.J. (eds.). Chemistry and significance of condensed tannins. Plenum Press, New York, p. 335 (1989).
Denys L.; Bothner-By A.A.; Fisher G.H.; Ryan J.W. Conformational diversity of bradykinin in aqueous solution. Biochemistry 21:6531 (1982).
Young J.K.; Hicks R.P. NMR and molecular modeling investigations of the neuropeptide bradykinin in three different solvent systems: DMSO, 9:1 dioxane/water, and in the presence of 7.4 mM lyso phosphatidylcholine micelles. Biopolymers 34:611 (1994).
Cann J.R.; Liu Z.; Stewart J.M.; Gera L.; Kotovych G. A CD and an NMR study of multiple bradykinin conformations in aqueous trifluoroethanol solutions. Biopolymers. 34:869 (1994).
Haslam E. Natural polyphenols (vegetable tannins) as drugs: possible modes of action. J. Nat. Prod. 59:205 (1996).
Callebaut C.; Krust B.; Jacotot E.; Hovamessian A.G. T cell activation antigen, CD26, as a cofactor for entry of HIV in CD4+ cells. Science 262:2045 (1993).
Hatano, T.; Hemingway, R.W. Association of (+)-catechin and catechin-(4α→8)-catechin with oligopeptides containing proline residues. J. Chem. Soc., Chem. Commun.:2537 (1996).
Das T.K.; Mazumdar S.; Mitra S. Heme CD as a probe for monitoring local structural changes in heme-proteins: alkaline transition in hemeproteins. Proc. Indian Acad. Sci. 107:497 (1995).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1999 Kluwer Academic / Plenum Publishers, New York
About this chapter
Cite this chapter
Hatano, T., Yoshida, T., Hemingway, R.W. (1999). Interaction of Flavanoids with Peptides and Proteins and Conformations of Dimeric Flavanoids in Solution. In: Gross, G.G., Hemingway, R.W., Yoshida, T., Branham, S.J. (eds) Plant Polyphenols 2. Basic Life Sciences, vol 66. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-4139-4_28
Download citation
DOI: https://doi.org/10.1007/978-1-4615-4139-4_28
Publisher Name: Springer, Boston, MA
Print ISBN: 978-0-306-46218-4
Online ISBN: 978-1-4615-4139-4
eBook Packages: Springer Book Archive