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Cycloartane glycosides from Astragalus campylosema Boiss. ssp. campylosema

Author:
Calis, Ihsan, Donmez, Ali A., Pizza, Cosimo, Piacente, Sonia
Source:
Phytochemistry 2008 v.69 no.14 pp. 2634-2638
ISSN:
0031-9422
Subject:
Astragalus, triterpenoid saponins, glycosides, chemical structure, spectral analysis
Abstract:
Four cycloartane glycosides, 3-O-[α-l-arabinopyranosyl-(1 leads to 2)-β-d-xylopyranosyl]-3β,6α,16β,23α,25-pentahydroxy-20(R),24(S)-epoxycycloartane (1), 3-O-[α-l-arabinopyranosyl-(1 leads to 2)-β-d-xylopyranosyl]-16-O-hydroxyacetoxy-23-O-acetoxy-3β,6α,25-trihydroxy-20(R),24(S)-epoxycycloartane (2), 3-O-[α-l-arabinopyranosyl-(1 leads to 2)-β-d-xylopyranosyl]-3β,6α,23α,25-tetrahydroxy-20(R),24(R)-16β,24;20,24-diepoxycycloartane (3), 3-O-[α-l-arabinopyranosyl-(1 leads to 2)-β-d-xylopyranosyl]-25-O-β-d-glucopyranosyl-3β,6α,16β,25-tetrahydroxy-20(R),24(S)-epoxycycloartane (4), along with three known cycloartane glycosides were isolated from the MeOH extract of the roots of Astragalus campylosema ssp. campylosema. Their structures were established by the extensive use of 1D- and 2D-NMR experiments along with ESIMS and HRMS analysis. The occurrence of the hydroxyl function at position 23 (1-2) and of the ketalic function at C-24 (3) are very unusual findings in the cycloartane class.
Agid:
744233