ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The hypothetical structure 1 is proposed for opposide (C29H44O11), a new glycoside from the seeds of Acokanthera oppositifolia (LAM.) CODD. Opposide is derived from the new aglycone gratogenin, which is most probably the 1β, 3β, 5β, 11α, 14β-pentahydroxy-card-20:22-enolide (8) (C23H34O7) and which is bound glycosidically through position 3 to the α-pyranosidic form of 6-desoxy-L-talose. The hydrolysis of opposide by HCl in acetone gave an anhydrogenin (C23H32O6) instead of the intact aglycone. In analogy to the reaction sequence observed by VOLPP and TAMM for ouabagenin, the structure of the anhydrogenin is deduced to be that of a 3β, 5β, 14β-trihydroxy-1α, 11α-epoxy-card-20:22-enolide (6). The above mentioned structures are based on the course of acetylation and especially on NMR.-spectra.
Additional Material:
10 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19670500816
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