26-Deoxycimicifugoside

Periodical of Ocean University of China, 2014 , 44 (11) :74-80.

Cycloartane Triterpenoid Saponins from Cimicifuga foetida and Their Cytotoxic Activity[Reference: WebLink]

METHODS AND RESULTS:
Fifteen cycloartane saponins(1-15)were isolated from EtOAc fraction of EtOH extracts of the C.foetidarhizoma using silicon chromatography methods.And comparison their spectroscopic data with those of literatures allowed these compounds to be identified as 25-anhydrocimigenol-3-O-β-D-xylopyranoside(1),25-O-acetyl-cimigenol-3-O-β-D-xylopyranoside(2),25-O-acetyl-7,8-didehydrocimigenol-3-O-β-D-xylopyranoside(3),25-O-acetyl-cimigenol-3-O-α-L-arabinopyranoside(4),asiaticoside A(5),asiaticoside B(6),isocimipodocarpaside(7),cimicidanol(8),26-Deoxyactein(9),cimigenol-3-O-β-D-xylopyranoside(10),24-O-acetylisodahurinol-3-O-β-D-xylopyranoside(11),23-O-acetylshengmanol-3-O-β-D-xylopyranoside(12),26-Deoxycimicifugoside(13),cimicifugoside H-1(14),and cimicifugoside H-2(15).
CONCLUSIONS:
Compound 6 was isolated from this genus for the first time,and compounds 3,7and 11 were firstly isolated from the species. Additionally,compounds 2-6 showed potent cytotoxicities against the selected HeLa and MCF-7cancer cell lines with IC50 values ranging from 7.25-23.61μM.The present research further enriches chemodiveristy of the traditional medicine of C.foetida,and provides the potential structure activity relationship.

Spectrochim Acta A Mol Biomol Spectrosc. 2012 Jul;93:10-8.

One new and six known triterpene xylosides from Cimicifuga racemosa: FT-IR, Raman and NMR studies and DFT calculations.[Pubmed: 22465763 ]

One new and six known triterpene xylosides were isolated from Cimicifuga racemosa (black cohosh, Actaea racemosa).
METHODS AND RESULTS:
The structure of a new compound, designated as isocimipodocarpaside (1), was established to be (24S)-3β-hydroxy-24,25-oxiirane-16,23-dione-9,10-seco-9,19-cyclolanost-1(10),7(8),9(11)-trien 3-O-β-d-xylopyranoside, by means of (1)H and (13)C NMR, IR and Raman spectroscopies and Mass Spectrometry. The six known compounds are: 23-epi-26-Deoxycimicifugoside (2), 23-epi-26-deoxyactein (3), 25-anhydrocimigenol xyloside (4), 23-O-acetylshengmanol xyloside (5), 25-O-acetylcimigenol xyloside (6) and 3'-O-acetylcimicifugoside H-1 (7). On the basis of NMR data supported by DFT calculations of NMR shielding constants of (2), its structure, previously described as 26-Deoxycimicifugoside was corrected and determined as 23-epi-26-Deoxycimicifugoside.
CONCLUSIONS:
The (13)C CPMAS NMR spectra of the studied compounds (1)-(7) provided data on their solid-state interactions. The IR and Raman spectra in the CO, CC, and CH stretching vibration regions clearly discriminate different triterpenes found in C. racemosa.