Facile Synthesis and Antitumor Activities of Timosaponin AIII and Its Analogs
Facile Synthesis and Antitumor Activities of Timosaponin AIII and Its Analogs
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知母皂苷AIII及其类似物的简易合成及其抗肿瘤活性
DOI：
10.1080/07328303.2011.639966
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发表时间：
2012-01-01
影响因子：
1
通讯作者：
Fang, Junqiang
中科院分区：
文献类型：
--
作者：
Fang, Min;Gu, Li;Fang, Junqiang
本论文描述了一种通过一锅法连续糖基化策略高效合成知母皂苷AIII（TAIII）和五种结构修饰的类似物的方法。采用部分保护的D-吡喃半乳糖基硫代糖苷进行区域选择性糖基化，以促进目标合成。采用CCK-8法初步评价了合成皂苷对人宫颈癌细胞（HeLa）的抗肿瘤活性。发现L-鼠李糖类似物对HeLa细胞的抑制活性（IC_（50）3.3 μM）比TAIII（IC_（50）10.7 μM）更强。本文提供了补充材料。去出版商的在线版碳水化合物化学杂志查看免费补充文件。
An efficient synthesis of timosaponin AIII (TAIII) and five structurally modified analogs via a one-pot sequential glycosylation strategy is described. A partially protected D-galactopyranosyl thioglycoside was employed for regioselective glycosylation to facilitate the target synthesis. The antitumor activities of the synthetic saponins against human epithelial cervical cancer cell (HeLa) were preliminarily evaluated by means of CCK-8 assay. An L-rhamnosyl analog was discovered to display stronger inhibitory activity (IC50 3.3 μM) than TAIII (IC50 10.7 μM) to HeLa cell. Supplemental materials are available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the free supplemental file.