Biological evaluation of proanthocyanidin dimers and related polyphenols

Citation
T. De Bruyne et al., Biological evaluation of proanthocyanidin dimers and related polyphenols, J NAT PROD, 62(7), 1999, pp. 954-958
Citations number
22
Categorie Soggetti
Agricultural Chemistry","Pharmacology & Toxicology
Journal title
JOURNAL OF NATURAL PRODUCTS
ISSN journal
01633864 → ACNP
Volume
62
Issue
7
Year of publication
1999
Pages
954 - 958
Database
ISI
SICI code
0163-3864(199907)62:7<954:BEOPDA>2.0.ZU;2-6
Abstract
A series of dimeric procyanidins (1-9) and some related polyphenols (10-15) were chosen as model compounds in a comparative investigation for various biological activities in order to obtain structure-activity relationships. Antiviral [herpes simplex virus (HSV) and human immunodeficiency virus (HIV )], antibacterial, superoxide radical-scavenging, and complement-modulating properties were assessed. In general, more pronounced activities were seen with epicatechin-containing dimers for anti-HSV, anti-HIV, and radical-sca venging effects, while the presence of ortho-trihydroxyl groups in the B-ri ng was important in compounds exhibiting anti-HSV and radical-scavenging ef fects and complement classical pathway inhibition. Double interflavan linka ges gave rise to interesting antiviral effects (HSV and HIV) and complement inhibition. The influence of the degree of polymerization or the type of i nterflavan linkage (4-->6 or 4-->8) differed in the different biological sy stems evaluated. Only minor or moderate antibacterial effects were observed for the compounds under investigation.