- Studies on the Chinese crude drug 'shoma'. IX. Three novel cycloanostanol xylosides, cimicifugosides H-1, H-2 and H-5, from Cimicifuga Rhizome
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Three new cyclolanostanol xylosides were isolated from a batch of commercial Cimicifuga Rhizome, cimicifugoside H-1 (1), C35H52O9, mp 260-262°C, [α](D) -43.5°, cimicifugoside H-2 (2), C35H54O10, mp 227-229°C, [α](D) -38.8°, and cimicifugoside H-5 (3), C35H52O10, mp 262-264°C, [α](D) -22.9°, together with known glycosides, actein and 27-deoxyactein. Their structures were determined on the basis of chemical and spectrometric evidence including an X-ray crystallographic analysis. The structure of cimicifugoside H-1 (1) was established as (20R,24R)-24,25-epoxy-11β-hydroxy-3-β-(β-D-xylopyranosyloxy)-9,19-c yclolanost-7-ene-16,23-dione. Cimicifugoside H-5 (3) is the 15-hydroxylated derivative of 1. Since 1 changed into cimicifugoside H-2 (2) on treatment with p-toluenesulfonic acid, 2 has a 24R,25-diol structure derived from 1 by opening its epoxy ring.
- Koeda,Aoki,Sakurai,Nagai
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p. 771 - 776
(2007/10/02)
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