Phenylethyl glycosides from Globularia alypum growing in Turkey

KIRMIZIBEKMEZ H., Bassarello C., Piacente S., ÇALIŞ İ.

HELVETICA CHIMICA ACTA, vol.91, no.8, pp.1525-1532, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 91 Issue: 8
  • Publication Date: 2008
  • Doi Number: 10.1002/hlca.200890166
  • Journal Name: HELVETICA CHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1525-1532
  • Hacettepe University Affiliated: Yes

Abstract

From the leaves of Globularia alypum, three new phenylethyl glycoside, namely galypumosides A (=2-(3,4-dihydroxyphenyl)ethyl O-alpha-rhamnopyranosyl-(1 -> 3)-4-O-[(E)-caffeoyl]-6-O-[(E)-p-coumaroyl]-beta-glucopyranoside; 1), B (=2-(3,4-dihydroxyphenyl)ethyl O-alpha-rhamnopyranosyl-(1 -> 3)-4-O-[(E)-caffeoyl]-6-O-[(E)-feruloyl]-beta-glucopyranoside; 2), and C (=2-(3,4-dihydroxyphenyl)ethyl O-alpha-rhamnopyranosyl-(1 -> 3)-4-O-[(E)-caffeoyl]-6-O-menthiafoloyl-beta-glucopyranoside; 3), were isolated, together with two known phenylethyl glycisides, calceolariside A and verbascoside. Eight iridoid glusoside, catapol, globularicisin, globularin, globularinin, globularimin, lytanthosalin, and alpinoside, a flavon glyciside, 6-hydroxyluteolin 7-O-sophoroside, a lignan glycoside, syringaresinol 4'-O-beta-glucopyranoside, and a phenylpropanoid glycisode, syringin, were also obtaines and characterized. The structures of the isolates were elucidated on the basis of ID- and 2D-NMR experiments as well as HR-MALDI-MS.