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1. (Article ID: 12832)
 
Wirz A, Simmen U, Heilmann J, Calis I, Meier B, Sticher O
Bisanthraquinone glycosides of Hypericum perforatum with binding inhibition to CRH-1 receptors
Phytochemistry 55(8) (2000) 941-947
 

Four new bisanthraquinone glycosides, S-(+)-skyrin-6-O-β-glucopyranoside (1), R-(−)-skyrin-6-O-β-glucopyranoside (2), S-(+)-skyrin-6-O-β-xylopyranoside (3) and S-(+)-skyrin-6-O-β-α-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 [125 I]sauvagine binding to corticotropin releasing hormone (CRH-1) receptors.

Hypericum perforatum, Hypericaceae, bisanthraquinone glycosides, S-(+)-skyrin-6-O-β-glucopyranoside, R-(−)-skyrin-6-O-β-glucopyranoside, S-(+)-skyrin-6-O-β-xylopyranoside, S-(+)-skyrin-6-O-α-arabinofuranoside, CRH-1 receptor

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