Neocimicigenosides A and B, cycloartane glycosides from the rhizomes of Cimicifuga racemosa and their effects on CRF-stimulated ACTH secretion from AtT-20 cells

Yoshihiro Mimaki; Isao Nadaoka; Masaaki Yasue; Yasuyuki Ohtake; Mitsuo Ikeda; Kazuki Watanabe; Yutaka Sashida

doi:10.1021/np058127v

Neocimicigenosides A and B, cycloartane glycosides from the rhizomes of Cimicifuga racemosa and their effects on CRF-stimulated ACTH secretion from AtT-20 cells

J Nat Prod. 2006 May;69(5):829-32. doi: 10.1021/np058127v.

Authors

Yoshihiro Mimaki¹, Isao Nadaoka, Masaaki Yasue, Yasuyuki Ohtake, Mitsuo Ikeda, Kazuki Watanabe, Yutaka Sashida

Affiliation

¹ Laboratory of Medicinal Pharmacognosy, Tokyo University of Pharmacy and Life Sciences, School of Pharmacy, Hachioji, Tokyo 192-0392, Japan. mimakiy@ps.toyaku.ac.jp

PMID: 16724852
DOI: 10.1021/np058127v

Abstract

Two new cycloartane glycosides, named neocimicigenosides A (1) and B (2), were isolated from the rhizomes of Cimicifuga racemosa. The structures of 1 and 2 were determined on the basis of extensive spectroscopic analysis and enzymatic hydrolysis followed by chromatographic and spectroscopic analyses to be (16S,23R,24S)-24-acetoxy-16,23:16,25-diepoxy-15alpha-hydroxycycloartan-3beta-yl alpha-L-arabinopyranoside (1) and (16S,23R,24S)-24-acetoxy-16,23:16,25-diepoxy-15alpha-hydroxycycloartan-3beta-yl beta-D-xylopyranoside (2), respectively. Neocimicigenosides A and B enhanced CRF-stimulated ACTH secretion from AtT-20 cells.

MeSH terms

Adrenocorticotropic Hormone / drug effects
Adrenocorticotropic Hormone / metabolism
Animals
Cimicifuga / chemistry*
Corticotropin-Releasing Hormone / pharmacology
Drug Screening Assays, Antitumor
Glycosides* / chemistry
Glycosides* / isolation & purification
Glycosides* / pharmacology
Mice
Pituitary Gland / cytology
Pituitary Gland / drug effects
Plants, Medicinal / chemistry*
Rhizome / chemistry
Triterpenes* / chemistry
Triterpenes* / isolation & purification
Triterpenes* / pharmacology
Tumor Cells, Cultured

Substances

Glycosides
Triterpenes
neocimicigenoside A
Adrenocorticotropic Hormone
Corticotropin-Releasing Hormone
neocimicigenoside B