Planta Med 2003; 69(1): 89-91
DOI: 10.1055/s-2003-37022
Letter
© Georg Thieme Verlag Stuttgart · New York

Polymeric Proanthocyanidins from the Bark of Hamamelis virginiana

A. Dauer1 , H. Rimpler2 , A. Hensel1
  • 1Hochschule Wädenswil, University of Applied Sciences, Pharmaceutical Biotechnology, Wädenswil, Switzerland
  • 2University of Freiburg, Institute of Pharmaceutical Biology, Freiburg, Germany
Further Information

Publication History

Received: May 10, 2002

Accepted: July 13, 2002

Publication Date:
04 February 2003 (online)

Abstract

Polymeric proanthocyanidins were isolated from the bark of Hamamelis virginiana L. in yields of about 5 %. Fractionation yielded fractions with similar structures but different molecular weights with DP between 17 - 29 (thiolysis) and 11 - 20 (GPC). Polymers were composed predominantly of epicatechin and epigallocatechin as chain extension units at ratio of about 1.3 : 1. Terminal chain units were catechin (∼ 95 %) and gallocatechin (∼ 5 %). All chain extension units were completely galloylated at position O-3, while chain terminating units were not galloylated. Predominant interflavan linkages were 4 → 8-bonds.

References

  • 1 Erdelmeier C AJ., Cinatl J, Rabenau H, Doerr H W, Biber A, Koch E. Antiviral and antiphlogistic activities of Hamamelis virginiana bark.  Planta Medica. 1996;  62 241-5
  • 2 Dauer A, Metzner P, Schimmer O. Proanthocyanidins from the bark of Hamamelis virginiana exhibit antimutagenic properties against nitroaromatic compounds.  Planta Medica. 1998;  64 324-7
  • 3 Deters A ., Dauer A ., Schnetz E ., Fartasch M ., Hensel A. High molecular compounds (polysaccharides and proanthocyanidins) from Hamamelis virginiana bark: influence on human skin keratinocyte proliferation and differentiation and influence on irritated skin.  Phytochemistry. 2001;  58 949-58
  • 4 Vennat B, Pourrat H, Pouget M P, Gross D, Pourrat A. Tannins from Hamamelis virginiana: identification of procyanidins and hamamelitannin quantification in leaf, bark and stem extracts.  Planta Medica. 1988;  54 454-7
  • 5 Hartisch C, Kolodziej H. Galloylhamameloses and proanthocyanidins from Hamamelis virginiana .  Phytochemistry. 1996;  42 191-8
  • 6 Pallenbach E, Scholz E, König M, Rimpler H. Proanthocyanidins from Quercus petraea bark.  Planta Medica,. 1993;  59 264-8
  • 7 Hör M, Heinrich M, Rimpler H. Proanthocyanidin polymers with antisecretory activity and proanthocyanidin oligomers from Guazuma ulmifolia bark.  Phytochemistry. 1996;  42 102-19
  • 8 Cai Y, Evans J, Roberts M F, Phillipson J D, Zenk M H, Gleba Y Y. Polyphenolic compounds from Croton lechleri .  Phytochemistry. 1991;  30 2033-40
  • 9 Guyot S, Le Guerneve C, Marnet N, Drilleau J F. Methods from determining the degree of polymersiation of condensed tannins. In: Gross et al Plant Polyphenols 2. Kluwer Academic/Plenum Publishers New York; 1999: 211-22
  • 10 Krüger C G, Carter Dopke N, Treichel P M, Folts J, Reed J D. Matrix-assisted laser desorption/ionization time-of-flight mass spectroscopy of polygalloyl polyflavan-3-ols in grape seed extract.  Journal of Agricultural and Food Chemistry. 2000;  48 1663-7

PD Dr. A. Hensel

Hochschule Wädenswil

University of Applied Sciences

Pharmaceutical Biotechnology

Gruental

CH-8820 Wädenswil

Switzerland

Phone: +41-1789 9670

Fax: +41-1789 9950

Email: a.hensel@hswzfh.ch

    >