Zentralbl Bakteriol Orig A. 1976 Mar;234(2):159-69.
Oxidation of the o-diphenolic compounds, catechol, protocatechuic acid, caffeic acid, and chlorogenic acid by o-diphenol oxidase (EC 1.10.3.1) resulted in compounds with antiviral activity against herpes simplex virus types 1 and 2. In the system HSV-1/rabbit kidney primary cells, a 90 per cent plaque reduction was obtained by the oxidation product from 1 mug caffeic acid, 9 mug catechol, 13 mug chlorogenic acid, or 20 mug protocatechuic acid (per ml), respectively. In comparision to the basic compounds or those oxidized in the presence of bovine serum albumin, the inhibitory effect of oxidized o-diphenolic compounds free from albumin was higher. From the basic o-diphenolic compounds, only catechol and caffeic acid showed remarkable antiviral activities in the system investigated. Although there have not experiments on the mechanism of action yet been the compounds are supposed to act during the earliest phases of the HSV-multiplication, because o-diphenolic compounds had been found to be present in the virus-cell system only 90 minutes after infection. In this respect the substances were similar to those of humic acids which also inhibit the adsorption phase of herpes simplex virus. There were no essential differences between herpes simplex virus type 1 and type 2 in respect of their sensitivity to enzymatically oxidized o-diphenolic compounds.
邻二酚氧化酶(EC 1.10.3.1)对邻二酚类化合物(儿茶酚、原儿茶酸、咖啡酸和绿原酸)的氧化产生了对1型和2型单纯疱疹病毒具有抗病毒活性的化合物。在HSV-1/兔肾原代细胞体系中,1微克咖啡酸、9微克儿茶酚、13微克绿原酸或20微克原儿茶酸(每毫升)的氧化产物分别使空斑减少90%。与碱性化合物或在牛血清白蛋白存在下氧化的化合物相比,不含白蛋白的氧化邻二酚类化合物的抑制作用更高。在所研究的体系中,从碱性邻二酚类化合物中,只有儿茶酚和咖啡酸表现出显著的抗病毒活性。尽管尚未对这些化合物的作用机制进行实验,但它们被认为在HSV增殖的最早阶段起作用,因为发现邻二酚类化合物在感染后仅90分钟就存在于病毒-细胞体系中。在这方面,这些物质与腐殖酸类似,腐殖酸也抑制单纯疱疹病毒的吸附阶段。1型和2型单纯疱疹病毒对酶促氧化的邻二酚类化合物的敏感性没有本质区别。