Triterpene glycosides of Hedera taurica

From the leaves of Crimean ivy we have isolated the previously known glycosides 3-O--L-Ara_p-28-O-[O--L-Rha_p-(14)-O--D-Glc_p-(16)--D-Glc_p]hederagenin, 3-O-[O--L-Rha_p-(12)--L-Ara_p]-28-O-[O--L-Rha_p-(14)-O--D-Glc_p-(16)--D-Glc_p]oleanic acid and -hederagenin, and 3-O-[O--L-Rha_p-(12)--L-Ara_p]-28-O-[O--D-Glc_p-(16)--D-Glc_p]hederagenin and a new one: tauroside H₁ — 3-O-[O--L-Rha_p-(12)-O--L-Ara_p]-28-O-[O--L-Rha_p-(14)-O--D-Glc_p-(16)--D-Glc_p]echinocystic acid.M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 522–528, September–October, 1992.     

Triterpene glycosides of Hedera taurica

Two triterpene glycosides have been isolated from the leaves ofHedera taurica Carr. (Crimean ivy), family Araliaceae — taurosides B and C, for which, on the basis of the results of chemical and physicochemical methods of investigation the following structures are proposed: 3-0--L-arabinopyranosylhederagenin and 3-0-[0--L-rhamnopyranosyl-(1 2)--L-arabinopyranosyl]oleanolic acid.M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 379–382, May–June, 1988.     

Triterpene glycosides of Hedera taurica VII. Structures of taurosides A and D from the leaves of Crimean ivy

A mixture of the -D-glucopyranosides of stigmaterol and -sitosterol, and also the new triterpeneglycoside echinocystic acid 3-O-[O--L-rhamnopyranosyl(12)--L-arabinopyranoside] has been isolated from the leaves of Crimean ivy.M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 686–689, September–October, 1991.     

Triterpene glycosides of Hedera taurica VII. Structures of taurosides A and D from the leaves of Crimean ivy

A mixture of the β-D-glucopyranosides of stigmaterol and β-sitosterol, and also the new triterpeneglycoside echinocystic acid 3-O-[O-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranoside] has been isolated from the leaves of Crimean ivy.     

Triterpene glycosides ofHedera taurica I. Structure of tauroside E from the leaves ofHedera taurica

The structure of taurorisde E — the predominating triterpene glycoside from the leaves of Crimean ivy,Hedera taurica Carr. has been established by¹H and¹³C NMR spectroscopy using nuclear Overhauser effects. It is 3-O-[O--L-rhamnopyranosyl-(12)--L-arabinopyranosyl]hederagenin.M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedenenii, No. 3, pp. 363–366, May–June, 1987.     

Triterpene glycosides of Hedera taurica X. Structures of compounds F4, I,and J from the leaves of Crimean ivy

Echinocystic acid 3-sulfate and new 3-sulfates — of the 28-O-[O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl esters of oleanolic and echinocystic acids have been isolated from the leaves of Crimean ivyHedera taurica Carr. (fam. Araliaceae).     

Triterpene glycosides of Hedera pastuchovii IV. The structure of pastuchoside B

Summary Pastuchoside B has been isolated and shown to be O--D-glycopyranosyl-(1 4)-O--D-glucopyranosyl-(1 3)-hederagenin.N. Narimanov Azerbaidzhan Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 425–429, July–August, 1971.     

Triterpene glycosides of Hedera taurica X. Structures of compounds F4, I, and J from the leaves of Crimean ivy

Echinocystic acid 3-sulfate and new 3-sulfates — of the 28-O-[O--L-rhamnopyranosyl-(14)-O--D-glucopyranosyl-(16)--D-glucopyranosyl esters of oleanolic and echinocystic acids have been isolated from the leaves of Crimean ivyHedera taurica Carr. (fam. Araliaceae).M. P. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 683–686, November–December, 1992.     

Triterpene glycosides of Hedera taurica. III. Structures of hederosides A3, B,E2 and F from the berries of Crimean ivy

Four triterpene glycosides — hederoside A₃, B, E₂, and F — have been isolated from the berries ofHedera taurica Carr. (Crimean ivy), family Araliaceae. On the basis of the results of acid hydrolysis and physiochemical methods of investigation the following structures have been suggested: A₃ — 3-O-(-L-arabinopyranosyl)hederagenin; B — 3-O-(-D-glucopyranosyl)hederagenin; E₂ — 3-O-[O--D-glucopyranosyl-(1 2)--D-glucopyranosyl]oleanolic acid; and F — 3-O-[O--D-glucopyranosyl-(1 2)--D-glucopuranosyl]hederagenin. Hederoside E₂ is a new glycoside of oleanolic aid.M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 721–726, September–October, 1988.     

Triterpene glycosides of Hedera taurica VI. Structures of hederosides G,H1, H2, and I from the berries of Crimean ivy

We have isolated from Crimean ivy berries in addition previously known triterpene glycosides — 3-O-α-L-arabinopyranosyl-28-O-[O-α-L-rhamnopyranosyl-(1 → 4)-O-β-D-glycopyranosyl-(1 → 6)-β-D-glucopyranosyl]hederagenin, 3-O-[O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl]-28-O-[O-α-L-rhamnopyranosyl-(1 → 4)-O-β-D-glucopyranosyl-(1 → 6)-β-D-glycopyranosyl]hederagenin, the new triterpene glycosides hederoside H₂-3-O-[O-β-D-glycopyranosyl-(1 → 2)-β-D-glycopyranosyl-(1 → 2)-β-D-glucopyranosyl]-28-O-[O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]oleanolic acid- and hederoside I-3-O-[O-β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]-28-O-[O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]hederagenin. Details of their¹³C NMR spectra are given. M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 779–783, November–December, 1990.     

Triterpene glycosides of Hedera taurica. IV. Structure of hederosides A1, A2, D1, and D2 from the berries of Crimean ivy

New triterpene glycosides have been isolated from the berries of Crimean ivyHedera taurica Carr. (family Araliaceae) — hederoside A₁ (methyl ester of 3-O--D-glucopyranosylhederagenin) and hederoside D₁ 3-O-[O--D-glucopyranosyl]-(12)--D-glucopyranosyl]hederagenin and also the known glycosides 3-O--D-glucopyranosyloleanolic acid and 3-O-[O--D-glucopyranosyl-(12)--L-arabinopyranosyl]hederagenin. The structures of these compounds were established on the basis of the results of chemical methods and¹H and¹³C NMR spectroscopy.M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 228–230, March–April, 1990.     

Triterpene glycosies of Hedera taurica VIII. Taurosides F1, F2, and F3 and a triterpenoid sulfate

M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 860–861, November–December, 1991.     

Triterpene glycosides of Hedera taurica VI. Structures of hederosides G, H1, H2, and I from the berries of Crimean ivy

We have isolated from Crimean ivy berries in addition previously known triterpene glycosides — 3-O--L-arabinopyranosyl-28-O-[O--L-rhamnopyranosyl-(1 4)-O--D-glycopyranosyl-(1 6)--D-glucopyranosyl]hederagenin, 3-O-[O--L-rhamnopyranosyl-(1 2)--L-arabinopyranosyl]-28-O-[O--L-rhamnopyranosyl-(1 4)-O--D-glucopyranosyl-(1 6)--D-glycopyranosyl]hederagenin, the new triterpene glycosides hederoside H₂-3-O-[O--D-glycopyranosyl-(1 2)--D-glycopyranosyl-(1 2)--D-glucopyranosyl]-28-O-[O--D-glucopyranosyl-(1 6)--D-glucopyranosyl]oleanolic acid- and hederoside I-3-O-[O--D-glucopyranosyl-(1 2)--D-glucopyranosyl]-28-O-[O--D-glucopyranosyl-(1 6)--D-glucopyranosyl]hederagenin. Details of their¹³C NMR spectra are given.M. V. Frunze Simferopol' State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 779–783, November–December, 1990.     

Aromatic monoterpenoid glycosides from Cruciata taurica

Two new aromatic monoterpenoid glycosides, cruciaside A (2,5-O-beta-D-diglucopyranosyl-3-hydroxy-p-cymene) (1) and cruciaside B (5-O-beta-D-glucopyranosyl-2,3-dihydroxy-p-cymene) (2), were isolated from aerial parts of Cruciata taurica. The structures of the new compounds were determined by spectral and chemical methods. The new compounds seem to be promising as taxonomic markers for C. taurica.