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