De Bruyne T, Pieters L, Witvrouw M, De Clercq E, Vanden Berghe D, Vlietinck A J
Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, B-2610 Antwerp.
J Nat Prod. 1999 Jul;62(7):954-8. doi: 10.1021/np980481o.
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-scavenging effects, while the presence of ortho-trihydroxyl groups in the B-ring was important in compounds exhibiting anti-HSV and radical-scavenging effects and complement classical pathway inhibition. Double interflavan linkages gave rise to interesting antiviral effects (HSV and HIV) and complement inhibition. The influence of the degree of polymerization or the type of interflavan linkage (4-->6 or 4-->8) differed in the different biological systems evaluated. Only minor or moderate antibacterial effects were observed for the compounds under investigation.
为了获得构效关系，选择了一系列二聚体原花青素（1-9）和一些相关的多酚（10-15）作为模型化合物，对其各种生物活性进行比较研究。评估了抗病毒[单纯疱疹病毒（HSV）和人类免疫缺陷病毒（HIV）]、抗菌、超氧自由基清除和补体调节特性。一般来说，含表儿茶素的二聚体在抗HSV、抗HIV和自由基清除作用方面表现出更显著的活性，而B环中邻三羟基的存在对于表现出抗HSV、自由基清除作用和补体经典途径抑制的化合物很重要。双黄烷间键产生了有趣的抗病毒作用（HSV和HIV）和补体抑制作用。在评估的不同生物系统中，聚合度或黄烷间键类型（4→6或4→8）的影响有所不同。所研究的化合物仅观察到轻微或中等的抗菌作用。
