Steroid saponins and sapogenins ofAllium IX. The structure of aginoside

Summary From a methanolic extract of the skins of the bulbs ofAllium giganteum Rgl, a new steroid glycoside has been isolated — aginoside, which is (25R)-5-spirostan-2, 3, 6-triol 3-0-{[0--D-xylopyranosyl-(13)-]-[0--D-glucopyranosyl-(12)]-0--D-glucopyranosyl-(14)-0--D-galactopyranoside}.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 480–486, July–August, 1976.     

Steroid saponins and sapogenins ofAllium. XVI. Turoside C fromAllium turcomanicum

From a methanolic extract of the bulbs ofAllium turcomanicum Rgl. we have isolated a new furostanol glycoside, turoside C (I). An acid hydrolysate was found to contain the aglycone — neoagigenin (II) — and the sugars D-xylose, D-glucose, and D-galactose in a ratio of 1:4:1. The structure of the furostanol (I) has been established by methylation, enzymatic hydrolysis, and oxidative cleavage, and also by the oxidative cleavage of (II), as (25S)-5-furostan-2,3,6,22,26-pentaol 26-O--D-glucopyranoside 3-O-{[O--D-xylopyranosyl-(13)]-[O--D-glucopyranosyl-(12)-O--D-glucopyranosyl-(12)]-O--D-glucopyranosyl-(14)--D-galacto-pyranoside}.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 514–522, July–August, 1979.     

Steroid saponins and sapogenins ofAllium XI. Neoalliogenin fromAllium turcomanicum

Summary In addition to the known spirostans neoagigenin and alliogenin, we have isolated from the skins of the bulbs ofAllium turcomanicum Rgl. a new steroid sapogenin — neoalliogenin, which is (25S)-5-spirostan-2, 3, 5, 6-tetraol.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 823–826, November–December, 1977.     

Steroid saponins and sapogenins ofAllium. XV. Eruboside B fromAllium erubescens

A new steroid glycoside of the spirostan series — eruboside B (I) — has been isolated from an ethanolic extract of the bulbs ofAllium erubescens C. Koh. In an acid hydrolysate, the aglycone -chlorogenin (II) and the sugars D-glucose and D-galactose in a ratio of 3:1 have been found. By methylation, partial hydrolysis, and oxidation the structure of the spirostanol (I) has been established as (25R)-5-spirostan-3,6-diol 3-O-{[O--D-glucopyranosyl-(13)]-[O--D-glucopyranosyl-(12)]-O--D-glucopyranosyl-(14)--D-galactopyranoside}.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Tbilisi State Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 509–514, July–August, 1979.     

Steroid saponins and sapogenins ofAllium. XVII. The structure of karatavioside C

A new furostanol glycoside — karatavioside C (I) has been isolated from a methanolic extract of the inflorescences ofAllium karataviense Rgl. (family Liliaceae). By the complete acid hydrolysis, enzymatic hydrolysis, methylation, and reduction of compound (I), and also by the reduction of yuccagenin (II), the structure of the glycoside (I) has been established as 25(R)-furost-5-ene-2, 3, 22, 26-tetrao] 26-0--D-glucopyranoside 3-0-{[0--D-glucopyranosyl-(12)][0--D-xylopyranoside-(13)]-0--D-glucopyranosyl-(14)--D-galactopyranoside.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 355–359, May–June, 1980.     

Steroid saponins and sapogenins ofAllium IX. The structure of aginoside

From a methanolic extract of the skins of the bulbs ofAllium giganteum Rgl, a new steroid glycoside has been isolated — aginoside, which is (25R)-5α-spirostan-2α, 3β, 6β-triol 3-0-{[0-β-D-xylopyranosyl-(1→3)-]-[0-β-D-glucopyranosyl-(1→2)]-0-β-D-glucopyranosyl-(1→4)-0-β-D-galactopyranoside}.     

Steroid saponins and sapogenins ofAllium XIV. The structure of karatavoiside A

Summary From a methanolic extract of the inflorescences ofAllium karataviense Rgl. we have isolated a new steroid glycoside of the spirostan series - karatavioside A, which is (25R)-spirost-5-ene-2,3-diol 3-0-{[0--D-xylopyranosyl-(13)-][O--D-glucopyranosyl-(12)-]-0--D-glucopyranosyl-(l4)--D-galactopyranoside}.Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 740–746, November-December, 1978. Original article submitted June 30, 1978.     

Steroid saponins and sapogenins ofAllium. XVI. Turoside C fromAllium turcomanicum

From a methanolic extract of the bulbs ofAllium turcomanicum Rgl. we have isolated a new furostanol glycoside, turoside C (I). An acid hydrolysate was found to contain the aglycone — neoagigenin (II) — and the sugars D-xylose, D-glucose, and D-galactose in a ratio of 1:4:1. The structure of the furostanol (I) has been established by methylation, enzymatic hydrolysis, and oxidative cleavage, and also by the oxidative cleavage of (II), as (25S)-5α-furostan-2α,3β,6β,22α,26-pentaol 26-O-β-D-glucopyranoside 3-O-{[O-β-D-xylopyranosyl-(1→3)]-[O-β-D-glucopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)]-O-β-D-glucopyranosyl-(1→4)-β-D-galacto-pyranoside}.     

Steroid saponins. XIII. The structure of alliumosides D and E fromAllium narcissiflorum

Summary Two new steroid glycosides of the furostanol series have been isolated fromAllium narcissiflorum Wills., and their structures have been shown.Institute of Chemistry, Academy of Sciences of the Moldavian SSR, Kishinev. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 184–188, March–April, 1976.     

Steroid saponins and sapogenins ofAllium XII. Turoside a fromAllium turcomanicum

Summary A methanolic extract of the bulbs ofAllium turcomanicum Rgl. has yielded a new steroid glycoside — turoside A — which is 3-[0--D-xylopyranosyl-(1 3)-0--D-glucopyranosyl-(1 2)-0--D-glucopyranosyl-(1 4)--D-galactopyranosyloxy-(25S)-5-spirostan-2,6-diol.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 355–360, May–June, 1978.