Bisanthraquinone glycosides of Hypericum perforatum with binding inhibition to CRH-1 receptors

Wirz A., Simmen U., Heilmann J., Çalis I., Meier B., Sticher O.

Phytochemistry, cilt.55, sa.8, ss.941-947, 2000 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 55 Sayı: 8
  • Basım Tarihi: 2000
  • Doi Numarası: 10.1016/s0031-9422(00)00305-8
  • Dergi Adı: Phytochemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.941-947
  • Anahtar Kelimeler: Bisanthraquinone glycosides, CRH-1 receptor, Hypericaceae, Hypericum perforatum, R-(-)-skyrin-6-O-β-glucopyran oside, S-(+)-skyrin-6-O-α-arabinofuranosid e, S-(+)-skyrin-6-O-β-glucopyranoside, S-(+)-skyrin-6-O-β-xylopyranoside
  • Ankara Üniversitesi Adresli: Hayır

Özet

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. (C) 2000 Elsevier Science Ltd.