Abstract
Condensed tannins or proanthocyanidins constitute an important group of secondary plant metabolites and are in many cases the active compounds of the medicinal plants from which they are isolated. Reports of several in vitro assays demonstrate potentially significant interactions with biological systems, such as antiviral, antibacterial, molluscicidal, enzyme-inhibiting, antioxidant, and radical scavenging properties.1 Their anticipated interference with biological systems is, at least in part, due to their characteristic ability to form complexes with macromolecules, combined with their polyphenolic skeleton.1,2
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
De Bruyne, T.; Pieters L.; Deelstra H.; Vlietinck A. Condensed vegetable tannins: biodiversity in structure and biological activities. Biochem. Sys. Ecol. 27:445–459 (1999).
Haslam, E. Natural polyphenols (vegetable tannins) as drugs: possible modes of action J. Nat. Prod., 59:205–215 (1996).
De Bruyne, T.; Pieters, L.; Dommisse, R.; Kolodziej, H.; Wray, V.; Domke, T.; Vlietinck, A. Unambiguous assignments for free dimeric proanthocyanidin phenols from 2D NMR, Phytochemistry, 43 (1):265–272 (1996).
De Bruyne, T.; Pieters L.; Witvrouw M.; De Clercq, E.; Vanden Berghe, D.; Vlietinck A. Biological evaluation of proanthocyanidin dimers and related polyphenols J. Nat. Prod. 62 (7): 954–958 (1999).
De Bruyne, T.; Pieters, L.; Dommisse, R.; Kolodziej, H.; Wray, V.; Vlietinck, A. Comparative investigation of proanthocyanidins. Part I. NMR characterization of proanthocyanidin dimers. J. Nat. Prod. (submitted).
De Bruyne, T.; Cimanga K.; Pieters L.; Claeys M.; Dommisse R.; Vlietinck A. Gallocatechin-(4′→O→7)-epigallocatechin, a new biflavonoid isolated from Bridelia ferruginea. Nat. Prod. Lett. 11:47–52 (1997).
Van Loo, P.; De Bruyne, A.; Budesinsky M. Reinvestigation of the structural assignment of signals in the 1H and 13C spectra of the flavone apigenin. Magn. Res. Chem. 24:879 (1986).
De Bruyne, T.; Van Driessen, G.; Van Poel, B.; Laekeman G.; Vlietinck A. Inhibiting properties of (+)-taxifolin on complement classical pathway. Life Sci. Adv. 11:63–66 (1992).
Lasure A.; Van Poel, B.; Cimanga K.; Pieters L.; Vanden Berghe, D.; Vlietinck A. Modulation of the complement system by flavonoids. Pharm. Pharmacol. Lett. 4:32–35 (1994).
Huang Y.; De Bruyne, T.; Apers S.; Ma Y.; Claeys M.; Vanden Berghe, D.; Pieters L.; Vlietinck A. Complement-inhibiting cucurbitacin glycosides from Picria fel-terrae. J. Nat. Prod. 61:757–761 (1998).
Hu J.; Calomme M.; Lasure A.; De Bruyne, T.; Pieters L.; Vlietinck A.; Vanden Berghe, D. Structure-activity relationship of flavonoids with Superoxide scavenging activity. Biol. Trace Elem. Res. 47:327–331 (1995).
Cos P.; Ying L.; Calomme M.; Hu J.; Cimanga K.; Van Poel, B.; Pieters L.; Vlietinck A.; Vanden Berghe, D. Structure-activity relationship and classification of flavonoids as inhibitors of xanthine oxidase and Superoxide scavengers. J. Nat. Prod. 61 (1): 71–76 (1998).
Ricardo da Silva J.; Darmon N.; Fernandez Y.; Mitjavila S. Oxygen free radical scavenger capacity in aqueous models of different procyanidins from grape seeds. J. Agric. Food Chem. 39:1549–1552 (1991).
Baldé, A.M.; Van Hoof, L.; Pieters L.; Vanden Berghe, D.; Vlietinck A. Plant antiviral agents. VII. Antiviral and antibacterial procyanidins from the bark of Pavetta owariensis. Phytotherapy Res. 4 (5): 82–188 (1990).
Vanden Berghe, D.; Vlietinck, A. Screening methods for antibacterial and antiviral agents from higher plants. In: Dey, P.M.; Harborne, J.B. (eds.) Methods in plant biochemistry, Vol. 6: Assays for bioactivity, Academic Press, London, pp. 47–69 (1991).
Pauwels R.; Balzarini J.; Baba M.; Snoeck R.; Schols D.; Herdewijn P.; Desmyter J.; De Clercq, E. Rapid and automated tetrazolium-based colorimetric assay for the detection of anti-HIV compounds. J. Virol Meth. 16:171–185 (1987).
Pauwels, R. Development of new agents against the human immunodeficiency virus (HIV). Evaluation methods, structure-activity relationships and mechanism of action. Ph. D. Thesis, Louvain (1990).
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
De Bruyne, T. et al. (1999). NMR Characterization and Biological Evaluation of Proanthocyanidins: A Systematic Approach. 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_10
Download citation
DOI: https://doi.org/10.1007/978-1-4615-4139-4_10
Publisher Name: Springer, Boston, MA
Print ISBN: 978-0-306-46218-4
Online ISBN: 978-1-4615-4139-4
eBook Packages: Springer Book Archive