Triterpene Glycosides from Cimicifuga racemosa

Yu Shao; Amanda Harris; Mingfu Wang; Hongjie Zhang; Geoffrey A. Cordell; Mika Bowman; Ed Lemmo

doi:10.1021/np000047y

Triterpene Glycosides from Cimicifuga racemosa

Yu Shao^*, Amanda Harris, Mingfu Wang, Hongjie Zhang, Geoffrey A. Cordell, Mika Bowman, Ed Lemmo

^*Corresponding author for this work

Chinese Medicine - Teaching and Research Division

Research output: Contribution to journal › Journal article › peer-review

109 Citations (Scopus)

Abstract

Eight new triterpene glycosides named cimiracemosides A-H, respectively, and eight known triterpene glycosides were isolated from the rhizome extracts of black cohosh (Cimicifuga racemosa). The new compounds were determined by spectral data to be 21-hydroxycimigenol-3-O-α-L-arabinopyranoside (1), 21-hydroxycimigenol-3-O-β-D-xylopyranoside (2), cimigenol-3-O-α-L-arabinopyranoside (3), 12β-acetoxy-cimigenol-3-O-α-L-arabinopyranoside (4), 24-acetyhsodahurinol-3-O-β-D-xylopyranoside (5), 20(S),22(R),23(S),24(R)-16β:23:22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-19,19-cycloanost-7-ene-3-O-β-xylopyranoside (6), 20(S),22(R),23(S),24(R)-16β:23,22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-9,19-cycloanost-7-en-3-O-α-L-arabinopyranoside (7), and 20(S),22(R),23(S),24(R)-16β:23;22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-9,19-cycloanostane-3-O-β-D-xylopyranoside (8).

Original language	English
Pages (from-to)	905-910
Number of pages	6
Journal	Journal of Natural Products
Volume	63
Issue number	7
Early online date	23 Jun 2000
DOIs	https://doi.org/10.1021/np000047y
Publication status	Published - 1 Jul 2000

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10.1021/np000047y

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@article{8d5fc89e3cdd483194850ebd42fad3ff,

title = "Triterpene Glycosides from Cimicifuga racemosa",

abstract = "Eight new triterpene glycosides named cimiracemosides A-H, respectively, and eight known triterpene glycosides were isolated from the rhizome extracts of black cohosh (Cimicifuga racemosa). The new compounds were determined by spectral data to be 21-hydroxycimigenol-3-O-α-L-arabinopyranoside (1), 21-hydroxycimigenol-3-O-β-D-xylopyranoside (2), cimigenol-3-O-α-L-arabinopyranoside (3), 12β-acetoxy-cimigenol-3-O-α-L-arabinopyranoside (4), 24-acetyhsodahurinol-3-O-β-D-xylopyranoside (5), 20(S),22(R),23(S),24(R)-16β:23:22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-19,19-cycloanost-7-ene-3-O-β-xylopyranoside (6), 20(S),22(R),23(S),24(R)-16β:23,22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-9,19-cycloanost-7-en-3-O-α-L-arabinopyranoside (7), and 20(S),22(R),23(S),24(R)-16β:23;22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-9,19-cycloanostane-3-O-β-D-xylopyranoside (8).",

author = "Yu Shao and Amanda Harris and Mingfu Wang and Hongjie Zhang and Cordell, {Geoffrey A.} and Mika Bowman and Ed Lemmo",

note = "Publisher copyright: {\textcopyright} 2000 American Chemical Society and American Society of Pharmacognosy",

year = "2000",

month = jul,

day = "1",

doi = "10.1021/np000047y",

language = "English",

volume = "63",

pages = "905--910",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Triterpene Glycosides from Cimicifuga racemosa

AU - Shao, Yu

AU - Harris, Amanda

AU - Wang, Mingfu

AU - Zhang, Hongjie

AU - Cordell, Geoffrey A.

AU - Bowman, Mika

AU - Lemmo, Ed

PY - 2000/7/1

Y1 - 2000/7/1

N2 - Eight new triterpene glycosides named cimiracemosides A-H, respectively, and eight known triterpene glycosides were isolated from the rhizome extracts of black cohosh (Cimicifuga racemosa). The new compounds were determined by spectral data to be 21-hydroxycimigenol-3-O-α-L-arabinopyranoside (1), 21-hydroxycimigenol-3-O-β-D-xylopyranoside (2), cimigenol-3-O-α-L-arabinopyranoside (3), 12β-acetoxy-cimigenol-3-O-α-L-arabinopyranoside (4), 24-acetyhsodahurinol-3-O-β-D-xylopyranoside (5), 20(S),22(R),23(S),24(R)-16β:23:22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-19,19-cycloanost-7-ene-3-O-β-xylopyranoside (6), 20(S),22(R),23(S),24(R)-16β:23,22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-9,19-cycloanost-7-en-3-O-α-L-arabinopyranoside (7), and 20(S),22(R),23(S),24(R)-16β:23;22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-9,19-cycloanostane-3-O-β-D-xylopyranoside (8).

AB - Eight new triterpene glycosides named cimiracemosides A-H, respectively, and eight known triterpene glycosides were isolated from the rhizome extracts of black cohosh (Cimicifuga racemosa). The new compounds were determined by spectral data to be 21-hydroxycimigenol-3-O-α-L-arabinopyranoside (1), 21-hydroxycimigenol-3-O-β-D-xylopyranoside (2), cimigenol-3-O-α-L-arabinopyranoside (3), 12β-acetoxy-cimigenol-3-O-α-L-arabinopyranoside (4), 24-acetyhsodahurinol-3-O-β-D-xylopyranoside (5), 20(S),22(R),23(S),24(R)-16β:23:22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-19,19-cycloanost-7-ene-3-O-β-xylopyranoside (6), 20(S),22(R),23(S),24(R)-16β:23,22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-9,19-cycloanost-7-en-3-O-α-L-arabinopyranoside (7), and 20(S),22(R),23(S),24(R)-16β:23;22:25-diepoxy-12β-acetoxy-3β,23 ,24-trihydroxy-9,19-cycloanostane-3-O-β-D-xylopyranoside (8).

UR - http://www.scopus.com/inward/record.url?scp=0033860549&partnerID=8YFLogxK

U2 - 10.1021/np000047y

DO - 10.1021/np000047y

M3 - Journal article

C2 - 10924163

AN - SCOPUS:0033860549

SN - 0163-3864

VL - 63

SP - 905

EP - 910

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 7

ER -

Triterpene Glycosides from Cimicifuga racemosa

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