Saikosaponin A (SSa) and D (SSd) are typical oleanane-type saponins featuring a unique 13,28-epoxy-ether moiety at D ring of the aglycones, which exhibit a wide range of biological and pharmacological activities. Herein, we report the first synthesis of saikosaponin A/D (1–2) and their natural congeners, including prosaikosaponin F (3), G (4), saikosaponin Y (5), prosaikogenin (6), and clinoposaponin I (7). The present synthesis features ready preparation of the aglycones of high oxidation state from oleanolic acid, regioselective glycosylation to construct the β-(1→3)-linked disaccharide fragment, and efficient gold(I)-catalyzed glycosylation to install the glycans on to the aglycones.

中文翻译：

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皂苷皂苷的简便合成

皂苷A（SSa）和皂苷D（SSd）是典型的齐墩果烷型皂苷，在糖苷配基的D环上具有独特的13,28-环氧醚部分，具有广泛的生物学和药理活性。此，我们报告的柴胡皂苷A / d的第一合成（1 - 2）和它们的天然同源物，包括prosaikosaponin F（3），G（4），柴胡皂苷Y（5），prosaikogenin（6），和clinoposaponin I（7）。本合成方法具有以下特点：从齐墩果酸制备高氧化态糖苷，区域选择性糖基化以构建β-（1→3）连接的二糖片段，以及有效的金（I）催化糖基化以将聚糖安装在糖基上。糖苷配基。