Document Detail


Bisanthraquinone glycosides of Hypericum perforatum with binding inhibition to CRH-1 receptors.
MedLine Citation:
PMID:  11140529     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Four new bisanthraquinone glycosides, S-(+)-skyrin-6-O-beta-glucopyranoside (1), R-(-)-skyrin-6-O-beta-glucopyranoside (2), S-(+)-skyrin-6-O-beta-xylopyranoside (3) and S-(+)-skyrin-6-O-beta-alpha-arabinofuranoside (4), have been isolated from an ethanol-water (1:1, v/v) dry extract of the aerial parts of Hypericum perforatum L. The structures were elucidated by spectroscopic methods, mainly NMR and mass spectrometry. Circular dichroism was used to determine their axial stereochemistry revealing 1 and 2 to be atropisomers. 1 and 2 inhibited [125I]sauvagine binding to corticotropin releasing hormone (CRH-1) receptors.
Authors:
A Wirz; U Simmen; J Heilmann; I Calis; B Meier; O Sticher
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Phytochemistry     Volume:  55     ISSN:  0031-9422     ISO Abbreviation:  Phytochemistry     Publication Date:  2000 Dec 
Date Detail:
Created Date:  2001-01-03     Completed Date:  2001-03-01     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  0151434     Medline TA:  Phytochemistry     Country:  United States    
Other Details:
Languages:  eng     Pagination:  941-7     Citation Subset:  IM    
Affiliation:
Department of Applied BioSciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology (ETH) Zurich.
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MeSH Terms
Descriptor/Qualifier:
Acetylation
Amphibian Proteins
Binding, Competitive
Drug Interactions
Hypericum / chemistry*
Magnetic Resonance Spectroscopy
Molecular Conformation
Peptide Hormones
Peptides / pharmacology
Plants, Medicinal*
Receptors, Corticotropin-Releasing Hormone / antagonists & inhibitors*,  metabolism
Vasodilator Agents / pharmacology
Chemical
Reg. No./Substance:
0/Amphibian Proteins; 0/CRF receptor type 1; 0/Peptide Hormones; 0/Peptides; 0/Receptors, Corticotropin-Releasing Hormone; 0/Vasodilator Agents; 74434-59-6/sauvagine

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