808-19-5Relevant articles and documents
BIOSYNTHESIS OF THE BUTENOLIDE RING OF CARDENOLIDES IN DIGITALIS PURPUREA
Maier, Marta S.,Seldes, Alicia M.,Gros, Eduardo G.
, p. 1327 - 1330 (1986)
Administration of labelled 3β20ξ-dihydroxy-23-norchol-5-enoic acid, 3-oxo-20ξ-hydroxy-23-norchol-4-enoic acid, 3β,20ξ-dihydroxy-23-nor-5β-cholanoic acid, 3β,14β,20ξ-trihydroxy-23-nor-5β-cholanioc acid, 3β-hydroxy-23-norchola-5,20(22)E-dienoic acid, 3-oxo-23-norchola-4,20(22)E-dienoic acid and 3β-hydroxy-23-nor-5β-chol-20(22)E-enoic acid to Digitalis purpurea intact plants produced labelled digitoxin and gitoxin.The incorporation results indicate the existence of an alternative pathway, via norcholanoic acid derivatives, for the biosynthesis of the butenolide ring of cardenolides.Key Word Index - Digitalis purpurea; Scrophulariaceae; foxglove; cardenolide; biosynthesis; digitoxin; gitoxin; norcholanoic acids.
14β-Hydroxy steroids. VI. Synthesis of digitoxigenin
Milkova,Stein,Ponty,et al.
, p. 413 - 414 (1982)
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Digitoxigenin-3-O-β-D-glucopyranoside from the roots of Sapium sebiferum
Bose, Chandana
experimental part, p. 1252 - 1254 (2012/01/13)
The plant Sapium sebiferum is commonly known as Vilayati shisham in Hindi and belongs to natural order Euphorbiaceae. The plant is widely cultivated in India. The ethyl acetate soluble fraction of the concentrated ethyl alcohol soluble part of its roots when subjected to column chromatography yielded a yellow coloured compound, m.f. C29H44O9, m.p. 200-201 °C [α]D -19.3°, M+ = 536, which on various chemical degradations, colour reactions and spectral analysis was identified as digitoxigenin-3-O-β-D-glucopyranoside AC-4.
Does the malonyl-coenzyme A:21-hydroxypregnane 21-hydroxy-malonyltransferase catalyze the first step in the formation of the butenolide ring of cardenolides?
Stuhlemmer,Kreis
, p. 2221 - 2224 (2007/10/03)
An enzyme catalyzing the transfer of the malonyl moiety from malonyl-coenzyme A 1 to the 21-hydroxy group of 3β, 14β, 21-trihydroxy-5β-pregnane-20-one 2 was isolated from Digitalis lanata leaves and characterized. The role of this particular enzyme in cardenolide biosynthesis is discussed.