Triterpene glycosides of Acanthophyllum gypsophiloides III. Structure of the O-glycosidic carbohydrate chain of acanthophyllosides B and C

Summary From an extract of the roots ofAcanthophyllum gypsophiloides we have isolated new triterpene glycosides — acanthophylloside B (a gypsogenin decaoside) and acanthophylloside C (a gypsogenin undecaoside). Acanthophylloside C differs from acanthophylloside B by the presence of glucose, bound to the carboxy group of D-glucuronic acid.On saponification with alkali, acanthophyllosides B (I) and C (II) split off the acyloside carbohydrate chain and form a progenin — a gypsogenin tetraoside (III). The carbohydrate chain of (III) is attached at position 3 and has the structure [O-D-galactopyranosyl-(1 4)-O-L-arabopyranosyl-(1 4)]-[O-D-galactopyranosyl-(1 2)]-D-glucuronopyranose.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 177–183, March–April, 1975.     

Triterpene glycosides ofAcanthophyllum gypsophiloides V. D-quinovose in acanthophyllosides B and C

Summary It has been established that the carbohydrate moiety of acanthophyllosides B and C contain D-quinovose. Corrected structural formulas of acanthophyllosides B and C have been put forward. The hypothesis has been expressed that D-quinovose is present in a number of glycosides isolated from plants of the family Caryophyllaceae.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 806–809, November–December, 1977.