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Structure type: monomer
Compound class: sesquiterpenoid glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 11816
  Passreiter CM, De Carlo M, Steigel A "Sesquiterpene lactone glycosides from Arnica longifolia" - Planta Medica 65(2) (1999) 153-156
  

  Flowers of Arnica longifolia were investigated for the occurrence of sesquiterpene lactone glycosides. A mixture containing the two isomeric 11α,13-dihydro- and 11β,13-dihydro-4H-tomentosin glucosides, previously isolated from A. amplexicaulis and A. mollis, together with the two isomeric 11α,13-dihydro- and 11β,13-dihydro-4H-carabrone glucosides were found in A. longifolia. All carbon and proton shifts of the glycosides could be assigned by their 2D-COSY and 2D-HETCOR spectra and spectroscopy of their respective aglycones, obtained via enzymatic hydrolysis.

  Asteraceae, sesquiterpene lactones, sesquiterpene lactone glycosides, Arnica longifolia, xanthanolides, xanthanolide glucosides, carabrone glucosides

  NCBI PubMed ID: 17260246
  Publication DOI: 10.1055/s-1999-13978
  Journal NLM ID: 0066751
  Publisher: George Thieme
  Correspondence: Passreiter CM
  Institutions: Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität, Düsseldorf, Germany, Institut für Organische und Makromolekulare Chemie, Heinrich-Heine-Universität, Düsseldorf, Germany
  Methods: 13C NMR, 1H NMR, EI-MS, TLC, enzymatic hydrolysis, GC, DCI-MS, COSY, HCl hydrolysis, HETCOR
  
   
  
  Arnica amplexicaulis, Arnica mollis
  CSDB ID 63103 (all data & tools)
• Article ID: 11819
  Passreiter CM, Merfort I, Bestendonk C, Willuhn G, Steigel A "11α,13- and 11β,13-dihydro-4H-xanthalongin 4-O-β-glucopyranosides: new sesquiterpene lactone glycosides from flowers of Arnica amplexicaulis and A. mollis" - Planta Medica 62(1) (1996) 39-41
  

  The flowers of A. amplexicaulis afforded, in addition to xanthalongin (1), 11β,13-dihydroxanthalongin (2), its 11-epimer (3), and 11α,13-dihydro-4H-xanthalongin (4), the new xanthanolide glycosides 11α,13-dihydro-4H-xanthalongin 4-O-β-D-glucopyranoside (5) and its 11-epimer (6). The glycosides were also isolated from the flowers of A. mollis. The structures were elucidated by NMR spectroscopy 1H-NMR, COSY, 13C-NMR, HETCOR, DEPT), MS (EI, FAB, FD), and enzymatic hydrolysis of the glycosides. The chemo-taxonomic importance is discussed.

  chemotaxonomy, Asteraceae, sesquiterpene lactones, Arnica amplexicaulis, A. mollis, xanthanolides and xanthanolide glucosides

  NCBI PubMed ID: 17252406
  Publication DOI: 10.1055/s-2006-957793
  Journal NLM ID: 0066751
  Publisher: George Thieme
  Institutions: Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität Düsseldorf, Geb. 26.23, Universitätsstr. 1, D-40225 Düsseldorf, Germany, Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, D-40225 Düsseldorf, Germany
  Methods: 13C NMR, 1H NMR, IR, FAB-MS, GC-MS, TLC, enzymatic hydrolysis, acid hydrolysis, MS, DEPT, HETCOR
  
   
  
  Arnica amplexicaulis, Arnica mollis
  CSDB ID 63112 (all data & tools)