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Structure type: monomer
Trivial name: actein
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_167188,IEDB_174332

• Article ID: 10768
  Koeda M, Aoki Y, Sakurai N, Nagai M "Studies on the Chinese crude drug ''Shoma'' IX. Three novel cyclolanostanol xylosides, cimicifugosides H-1, H-2 and H-5, from Cimicifuga rhizome" - Chemical and Pharmaceutical Bulletin 43(5) (1995) 771-776
  

  Three new cyclolanostanol xylosides were isolated from a batch of commercial Cimicifuga Rhizome, cimicifugoside H-1 (1), C_<35>H_<52>O_9,mp 260-262℃, [α]_D -43.5°, cimicifugoside H-2 (2), C_<35>H_<54>O_<10>, mp 227-229℃, [α]_D -38.8°, and cimicifugoside H-5 (3), C_<35>H_<52>O_<10>, mp 262-264℃, [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-cyclolanost-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.

  9, cimicifugoside H-1, cimicifugoside H-2, cimicifugoside H-5, Cimicifuga Rhizome, 19-cyclolanostanol, triterpenol glycoside

  NCBI PubMed ID: 7553963
  Publication DOI: 10.1248/cpb.43.771
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Faculty of Phrmaceutical Sciences, Hoshi University, Japan
  Methods: 13C NMR, 1H NMR, EI-MS, IR, FAB-MS, X-ray, TLC, HPLC, UV, enzymatic digestion, CC, acetylation analysis
  
   
  
  Cimicifuga simplex
  CSDB ID 120611 (all data & tools)

Show legend Show as text

Structure type: monomer
Compound class: glycoside
Contained glycoepitopes: IEDB_114701,IEDB_167188,IEDB_174332

• Article ID: 12224
  He K, Zheng B, Kim CH, Rogers L, Zheng Q "Direct analysis and identification of triterpene glycosides by LC/MS in black cohosh, Cimicifuga racemosa, and in several commercially available black cohoch products" - Planta Medica 66(7) (2000) 635-640
  

  A method to directly identify triterpene glycosides using reversed-phase liquid chromatography with positive atmospheric pressure chemical ionization mass spectrometry (LC/(+)APCIMS) was developed. Based on the analysis of the molecular weight, fragment ions, selected ion chromatograms, a number of triterpene glycosides, including actein, 27-deoxyactein, cimicfugoside M, and cimicifugoside, from Cimicifuga racemosa were studied. A chromone, cimifugin, from C. foetida was also identified. Cimicifugoside M and cimifugin can specifically serve as indicators for species identification. The method can, therefore, be used to distinguish black cohosh products from among different plant species for quality control purposes.

  Ranunculaceae, LC/MS, Cimicifuga racemosa, black cohosh, Cimicifuga foetida, APCI, actein, 27-deoxyactein, cimicifugoside M, cimicifugoside, cimifugin

  NCBI PubMed ID: 11105569
  Publication DOI: 10.1055/s-2000-8619
  Journal NLM ID: 0066751
  Publisher: George Thieme
  Institutions: Department of Research & Development, Pure World Botanicals, Inc., South Hackensack, USA
  Methods: 13C NMR, 1H NMR, IR, HPLC, extraction, CC, HPLC-MS, evaporation, sonication, HR-FAB-MS
  
   
  
  Cimicifuga racemosa
  CSDB ID 65715 (all data & tools)