Re-investigation of the cardenolide glycosides from Gomphocarpus sinaicus

Nine cardenolide glycosides and one aglycone, including five new compounds, were isolated from the aerial parts of the milkweed, Gomphocarpus sinaicus. The elucidation of the structures and stereochemistry of the new glycosides was accomplished using FAB mass spectrometry, 1H NMR, 13C NMR, 1H 1H CO...

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Published inPhytochemistry (Oxford) Vol. 42; no. 2; pp. 523 - 529
Main Authors Abdel-Azim, Nahla S., Hammouda, Faiza M., Hunkler, Dieter, Rimpler, Horst
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.05.1996
Elsevier
Subjects
Biochemistry & Molecular Biology
Biological and medical sciences
Chemical constitution
Fundamental and applied biological sciences. Psychology
Life Sciences & Biomedicine
Plant physiology and development
Plant Sciences
Science & Technology
aerial parts
cardenolide glycoside
Δ 5-cardenolides
Δ 7-cardenolides
Gomphocarpus sinaicus
Asclepiadaceae
ASCLEPIAS-CURASSAVICA
Delta-cardenolides
Cardenolide
Molecular structure
Dicotyledones
Angiospermae
Aglycone
Isolation
Above ground plant part
Spermatophyta
Glycoside
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Summary:Nine cardenolide glycosides and one aglycone, including five new compounds, were isolated from the aerial parts of the milkweed, Gomphocarpus sinaicus. The elucidation of the structures and stereochemistry of the new glycosides was accomplished using FAB mass spectrometry, 1H NMR, 13C NMR, 1H 1H COSY, 1H 13C COSY, NOE and NOESY. The new compounds were identified as 7,8-dehydrocalotropin, 17α-hydroxy-7,8-dehydrocalotropin, 19-acetylglucocoroglaucigenin, 19-acetylglucofrugoside and humistratagenin. Some of these results differ from those reported in three recent publications on the cardenolides of the same plant species.
ISSN:0031-9422
1873-3700
DOI:10.1016/0031-9422(95)00940-X