Triterpene glycosides of Acanthophyllum gypsophiloides IV. The structure of acanthophyllosides B and C

Summary Alternative structures for the acyloside chain of acanthophylloside B and C have been established.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 728–734, November–December, 1975.     

Triterpene glycosides ofLeontice eversmannii. I

Summary Triterpene glycosides, which we have called leontosides A, B, C, D, and E, have been isolated from the tubers ofLeontice eversmannii Bge. The monosaccharide composition and the approximate quantitative ratio of the sugars in the carbohydrate moiety of each leontoside have been established. In leontosides A, B, and C, the carbohydrate moiety is bound only to the alcoholic group of hederagenin, while in leontosides D and E there is also an O-acyl glycosidic bond to the carboxy group.Khimiya Prirodnykh Soedinenii, Vol. 2, No. 6, pp. 421–426, 1966     

Triterpene glycosides ofLeontice eversmannii

Conclusions The structure of leontoside E has been established as a hexaoside of hederagenin. Its O-glycosidic moiety is branched and consists of O--D-glucopyranosido(1 » 4)-O--D-glucopyranosido(1 » 3)-O--L-arabopyranose and its O-acyl glycosidic moiety is O--L-rhamnopyranosido(1 » 4)-O--D-glucopyranosido(1 » 6)-O--D-glucopyranose.Khimiya Prirodnykh Soedinenii, Vol. 4, No. 4, pp. 216–221, 1968     

Triterpene glycosides ofAcanthophyllum gypsophiloides

Chemistry of Natural Compounds -     

The cyclization of vicinal 1-amino-2-acylvinylated derivatives of aromatic amines

A general method for the synthesis of substituted fused polycyclic compounds containing a 4-alkylamino or 4-dialkylaminopyridine cycle has been proposed. The method includes the addition of primary or secondary amines to vicinal (acylethynyl)arylamines followed by the cyclization of the adducts under acidic or basic catalysis conditions. Various aminonaphthoquinolinediones and aminoquinolines have been prepared in high yields by this method.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1423–1429, August, 1993.     

Triterpene glycosides ofLeontice eversmannii

Conclusions The structure of leontoside D-a hederagenin pentaoside-has been established. The O-glycosidic moiety of leontoside D is O--D-glucopyranosido-(1 4)-O--L-arabopyranose, and the O-acyl moiety is O--L-rhamnopyranosido-(1 4)-O--D-glucopyranosido-(1 6)-O--D-glucopyranose.Khimiya Prirodnykh Soedinenii, Vol. 4, No. 3, pp. 153–158, 1968     

Triterpene glycosides ofScabiosa soongorica III. The structure of songorosides M and O

Summary The structures of songorosides M and O — a hexaoside and heptaoside of oleanolic acid, respectively — have been established. Both glycosides contain gentiobiose in the acyloside moiety. The glycosidic carbohydrate chains of songorosides M and G attached to the C₃ hydroxyl are identical. The O-glycosidic sugar components of songorosides O and I are also identical.Institute of Physiology and Experimental Pathology, High-Mountain Regions of the Academy of Sciences of the Kirgiz SSR, Frunze. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodynkh Soedinenii, No. 4, pp. 476–479, July–August, 1976.     

Triterpene glycosides ofScabiosa soongorica II. The structure of songorosides C, G, and I

Summary By chromatography in a thin layer of silica gel, a methanolic extract of the roots ofScabiosa soongorica Schrenk. has been found to contain 17 triterpene glycosides, which have been called songorosides. Songorosides C, G, I, M, and O have been isolated in the individual state. The structures of songorosides C, G, and I have been established — they are di-, tetra-, and pentaosides of oleanolic acid.The sugar chain in the glycosides mentioned is attached to the hydroxy group at C₃ of oleanolic acid and has a linear structure. The sugars are attached by 1 3 bond, and in songoroside I they appear in the following sequence: aglycone-D-xylose-L-rhamnose-D-xylose-D-xylose-D-xylose. The bioside (songoroside C) and the tetraoside (songoroside G) can be considered as biochemical precursors of songoroside I. Songoroside A is oleanolic acid D-xylopyranoside, and songoroside E is the trioside intermediate between songorosides C and G.Institute of Physiology and Experimental Pathology, High-Mountain Regions of the Academy of Sciences of the Kirghiz SSR, Frunze. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 472–476, July–August, 1976.