摘要
为了评价黄芩甙中糖的存在和糖的种类对抗ＨＩＶ活性的影响，由天然黄芩甙出发制备了黄芩甙元和５，６Ｏ二苄基黄芩甙元，并合成了５羟基６Ｏ苄基黄酮７βＤ葡萄糖甙（１２），５羟基６Ｏ苄基黄酮７βＤ半乳糖甙（１３），５羟基６Ｏ苄基黄酮７αＤ甘露糖甙（１４），５羟基６Ｏ苄基黄酮７αＤ阿拉伯糖甙（１５）。以上化合物及部分中间体的生物活性试验表明：黄芩甙及黄芩甙元均抑制免疫缺陷病毒逆转录酶（ＨＩＶ１ＲＴ）及在细胞培养中抑制ＨＩＶ１；黄芩甙及黄芩甙元的６位羟基被遮蔽则丧失抑制ＨＩＶ１ＲＴ活性，说明６羟基为抑制ＨＩＶＲＴ活性所必需；黄芩甙元抑制ＨＩＶ１活性及细胞毒性均强于黄芩甙，两种化合物治疗指数相近。
The aglycone baicalien(1) and the key intermediate 5,6Odibenzylbaicalien(3) were prepared from baicalin in order to evaluate the influence of different glycosyloxies linked to baicalien on antiHIV activity. Four new flavoneglycosides namely 5hydroxyl6Obenzylflavone7βDglucoside(12), 5hydroxyl6Obenzylflavone7βDgalactoside(13), 5hydroxyl6Obenzylflavone7αDmannoside(14) and 5hydroxyl6Obenzylflavone7αDarabinoside(15) were synthesized by condensation of the corresponding protected glycosyl bromides with (3). Biological activity test showed that (a) both baicalin and baicalien inhibited HIV1 RT; (b) the 6hydroxyl substitution of baicalin and baicalien is necessary for their inhibitory activity on HIV1 RT; (c) the HIV1 inhibitory activity and cytotoxicity of baicalien were higher than those of baicalin, the two compounds were found to have almost identical therapeutic index.
出处
《药学学报》
CAS
CSCD
北大核心
1998年第1期22-27,共6页
Acta Pharmaceutica Sinica
基金
国家自然科学基金
关键词
黄芩甙
黄芩甙元
艾滋病
Baicalin
Baicalien
Glycoside derivative
AntiHIV1
