Sakurai N, Nagai M
Faculty of Pharmaceutical Sciences, Hoshi University, Tokyo, Japan.
Yakugaku Zasshi. 1996 Nov;116(11):850-65. doi: 10.1248/yakushi1947.116.11_850.
Cimicifugae Rhizoma have been used as an anti-inflammatory, analgesic and antipyretic remedy in the traditional Chinese medicines. Many 9,19-cyclolanostane glycosides have been isolated from Cimicifuga and related genera. Two biogenetically key compounds, acetylshengmanol xyloside and cimicifugoside H-1, were isolated and their chemical structures were elucidated by our group. The former compound seems to be the parent component of the other glycosides such as cimigenol xyloside from C. dahurica, C. iaponica and C. acerina. The latter glycoside, cimicifugoside H-1 was isolated together with cimicifugosides H-2-H-6 from commercial Cimicifugae Rhizoma. They are novel glycosides having a hydroxyl group ay C-11, and cimicifugosides H-3, H-4 and H-6 were trinor-triterpenol glycosides. Cimicifugoside H-1 changed into H-2, H-3 and H-4 under acidic or alkaline conditions. In this review, the structure elucidation of the above glycosides and their chemical transformation into other Cimicifuga glycosides are described.
升麻根茎在传统中药中一直被用作抗炎、镇痛和解热药物。从升麻及其相关属中已分离出许多9,19-环羊毛甾烷糖苷。我们小组分离出了两种生物合成关键化合物,乙酰升麻醇木糖苷和升麻糖苷H-1,并阐明了它们的化学结构。前一种化合物似乎是其他糖苷的母体成分,如来自兴安升麻、日本升麻和 Acerina升麻的升麻吉醇木糖苷。后一种糖苷,升麻糖苷H-1与升麻糖苷H-2 - H-6从市售升麻根茎中一起分离得到。它们是在C-11位具有羟基的新型糖苷,升麻糖苷H-3、H-4和H-6是三降三萜醇糖苷。升麻糖苷H-1在酸性或碱性条件下会转化为H-2、H-3和H-4。在这篇综述中,描述了上述糖苷的结构阐明及其向其他升麻糖苷的化学转化。