Anti-herpes virus type 1 activity of oleanane-type triterpenoids
Anti-herpes virus type 1 activity of oleanane-type triterpenoids
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DOI：
10.1248/bpb.28.1779
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发表时间：
2005-09-01
影响因子：
2
通讯作者：
Uyeda, M
中科院分区：
文献类型：
--
作者：
Ikeda, T;Yokomizo, K;Uyeda, M
本文研究了15个齐墩果型三萜类化合物的抗单纯疱疹病毒Ⅰ型（HSV-1）活性，并对其构效关系进行了讨论。虽然在体内表现出抗HSV-1复制效力的野牡丹苷在体外显示出中等的抗HSV-1活性，但其皂苷元，甘草次酸，显示出比野牡丹苷大10倍的作用。因此，口服给药的依匹林的体内抗HSV-1活性可以合理地归因于肠道细菌水解产生的依匹林次酸。由于大豆皂精醇A的活性小于大豆皂精醇B的活性的1/20，在C-21处的羟基化似乎降低了抗HSV-1活性。由于苦楝子皂甙元醇A、苦楝子皂甙元醇B和C缺乏活性，C-29羟基将消除抗HSV-1活性。另一方面，由于苏木皂草酚B和大黄酸的甲酯表现出更大的作用，在C-20的甲氧基羧基可能增强活性。
The anti-herpes simplex virus type 1 (HSV-1) activity of 15 oleanan-type triterpenoides including glycyrrhizin and its sapogenol was examined and their structure-activity relationships were discussed. Although glycyrrhizin which exhibited in vivo efficacy against HSV-1 replication showed moderate in vitro anti-HSV-1 activity, its sapogenol, glycyrrhetic acid, showed 10 times greater action than glycyrrhizin. Therefore, the in vivo anti-HSV-1 activity of glycyrrhizin administered orally could be reasonably attributed to glycyrrhetic acid generated by hydrolysis by intestinal bacteria. Since the activity of soyasapogenol A was less than 1/20 of that of soyasapogenol B, the hydroxylation at C-21 seemed to reduce anti-HSV-1 activity. Since kudzusapogenol A, abrisapogenols B and C lacked the activity, the C-29 hydroxy group would eliminate anti-HSV-1 activity. On the other hand, since the methylesters of kudzusapogenol B and glycyrrhetic acid exhibited greater action, a methoxy carboxy group at C-20 might enhance activity.