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Planta Med 1997; 63(1): 51-54
DOI: 10.1055/s-2006-957603
Papers
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Hederagenin Glycosides from the Flowers of Cephalaria transsylvanica

Süheyla Kirmizigül1 , Malcolm E. Rose2
  • 1Department of Organic Chemistry, Faculty of Science, Ege University, 35100 Bornova, izmir, Turkey
  • 2Department of Chemistry, The Open University, Walton Hall, Milton Keynes MK7 6AA, U.K.
Further Information

Publication History

1996

1996

Publication Date:
04 January 2007 (online)

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Abstract

Three new triterpenoidal saponins, 3-O-[β-D-glucopyranosyl(1→4)-β-D-glucopyranosyl(1→3) -α-L-rhamnopyranosyl (1→4)-β-D-xylopyranosyl]-hederagenin 28-O-[β-D-glucopyranosyl(1→4)-β-D-glucopyranosyl] ester (1), 3-O-[β-D-glucopyranosyl(1→3)-α-L-rhamnopyranosyl(1 →2)-β-D-xylopyranosyl]-hederagenin 28-O-[β-D-glucopyranosyl(1→4)-β-D-glucopyranosyl] ester (2), and 3-O-[α-L-rhamnopyranosyl(1→4)-β-D-xylopyranosyl]-hederagenin (3) were isolated from the flowers of Cephalaria transsylvanica. Two new prosapogenins, 3-O-[β-D-glucopyranosyl(1→4)-β-D-glucopyranosyl(1→3)-α-L-rhamnopyranosyl(1→4)-β-D-xylopyranosyl]-hederagenin (4) and 3-O-[β-D-glucopyranosyl (1→3)-α-L-rhamnopyranosyl(1→2)-β-D-xylopyranosyl]-hederagenin (5) were also isolated after cleavage of the ester-glycosidic linkage of the bisdesmosidic compounds. Structure elucidation was carried out chemically and spectroscopically.

Key words

Cephalaria transsylvanica - Dipsacaceae - flowers - hederagenin - triterpenoidal saponins