Onekotanogenin — A new triterpene genin from the holothurianPsolus fabricii

The structure of onekotanogenin — a new triterpene genin from the holothurianPsolus fabricii — has been established with the aid of¹H and¹³C NMR spectroscopy and a chemical correlation with the previously known cucumariogenin. Its structure has been determined as 20 (S)-acetoxy-3β, 16-dihydroxylanost-7-en-8-oic acid 18,16-lactone. It has been shown that its 25,26-dihydro derivative is the native genin of psolusoside B — a minor glycoside from the holothurianPsolus fabricii Düben et Koren.     

Glycosides of marine invertebrates. XVI. Cucumariogenin from glycosides of the holothurianCucumaria fraudatrix

A new genin of the holostane series has been isolated by the acid hydrolysis of the glycosidic fraction of the holothurianCucumaria fraudatrix. It has been shown that this genin is the native alycone of glycoside G₁ from the same holothurian. The structure of the genin has been established as 16-acetoxyholosta-7,24-dien-3-ol.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 59–64, January–February, 1983.     

New triterpene aglycon from the holothurian Duasmodactyla kurilenis

Under the conditions of the mild acid hydrolysis of the sum of the triterpene glycosides from the holothurianDuasmodactyla kurilenis a new genin has been obtained the structure of which has been determined as 16,20(S)-diacetoxy-4,4,14-trimethylpregn-9(11)-en-3-ol by IR, UV, and mass spectroscopy, and high-resolution¹³C and¹H NMR.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Branch, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 359–361, May–June, 1989.     

Structure of psolusoside a — The main triterpene glycoside from the holothurianPsolus fabricii

The structure of psolusoside A — the main component of the glycosidic fraction from the holothurianPsolus fabricii Duben et Koren — has been determined as 3-0-[0-(3-0-methyl-6-0-sulfato--D-glucopyranosyl)-(1 3)-0-(6-0-sulfato--D-glucopyranosyl)-(1 4)-0--D-quinovopyranosyl-(1 2)--D-xylopyranosyloxy]holosta-9(11),25-dien-16-one.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 212–217, March–April, 1985.     

Triterpene glycosides ofAstragalus and their genins. XVIII. 3-Dehydrocycloasgenin C fromAstragalus taschkendicus

A new genin — 3-dehydrocycloasgenin C — has been isolated from the roots of the plantAstragalus taschkendicus Bge. (Leguminosae) and its structure has been established on the basis of chemical transformations and spectral characteristics as 6,16,24, 25-tetrahydroxy-24R-cycloartan-3-one.Institute of Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 218–223, March–April, 1985.     

Structure of psolusoside B — A nonholostane triterpene glycoside of the holothurian genus Psolus

The structure of psolusoside B — a minor triterpene oligoglycoside from the holothurianPsolus fabricii and the main glycoside fromPsolus sp. has been determined by the methods of partial acid hydrolysis, methylation,¹³C NMR, and FAB mass spectrometry as 20S-acetoxy-3-{2-O-[O--D-glucopyranosyl-(1 4)-O--D-glucopyranosyl]-4-O-(6-O-sulfato--D-glucopyranosyl)--D-xylo-pyranosyloxy}holosta-7,25-diene-18,16-carbolactone. 3-[O-(3-O-Methyl-6-O-sulfato--D-glucopyranosyl)-(1 3)-O-(6-O-sulfato--D-glucopyranosyl)-(1 4)-O--D-quinovopyranosyl-(12)--D-xylopyranosyloxy]holosta-9(11),25-dien-16-one (psolusoside A), known previously forPsolus fabricii, has been identified in a holothurian —Psolus sp. — from Kraternaya Bay (island of Ushishir).Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Branch, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 361–368, May–June, 1989.     

Triterpene glycosides and their genins fromThalictrum foetidum. IV. Structure of cyclofoetigenin B

A glycoside isolated from the epigeal part ofThalictrum foetidum (Ranunculaceae) has yielded a new genin — cyclofoetigenin B — the structure of which has been established on the basis of chemical transformations and spectral characteristics as 24S-cycloartane-3,16,24,25,30-pentaol.Irkutsk Institute of Organic Chemistry of the Siberian Branch of the Academy of Sciences of the USSR. Institute of the Chemistry of Plant Substances of the Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 312–320, May–June, 1986.     

Glycosides of marine invertebrates. XXVI. Holothurin A from the Pacific Ocean holothurianHolothvria squamifera. Isolation of the native aglycone

The known triterpene tetraoside holothurin A has been isolated from the Pacific Ocean holothurianHolothuria squamifera. By using two independent methods — enzymatic cleavage and two-stage Smith degradation — 22,25-epoxyholost-9(11)-ene-3,12,17-triol, C₃₀H₄₆O₆, which is the native aglycone of holothurin A, was obtained. The structure of the native aglycone has been established on the basis of the results of IR, mass, and PMR spectroscopy.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 448–451, July–August, 1984.     

Triterpene glycosides and their genins fromThalictrum foetidum. II. The structure of cyclofoetigenin A

A glycoside isolated from the epigeal parts ofThalictrum foetidum (Ranunculaceae) has yielded a new genin — cyclofoetigenin A, the structure of which has been established on the basis of chemical transformations and spectral characteristics as 24S-cycloartane-3,16,25,25-tetraol.Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 370–375, May–June, 1985.