Phytoecdysones ofSilene praemixta. I. Silenosterone

In addition to known ecdysteroids (2-deoxy--ecdysone and 2-deoxyecdysterone) fromSilene praemixta (Caryophyllaceae) we have isolated new ones — premixisterone and selenosterone (I), C₂₇H₄₂O₇, mp 115–117°C (from MeOH), [] _D ²⁸ +86.9 ± 2° (c 0.92, MeOH), yield 0.003%. The acetylation of (I) with (CH₃CO)₂O in Py gave 22-acetyl-selenosterone (II), C₂₉H₄₄O₆, mp 210–212°C (MeOH-C₆H₁₄), [] _D ²⁷ +45.5 ± 3° (c 0.16; MeOH). On the basis of physiocochemical and spectral characteristics it has been established that (I) has the structure of 14,22R,25-trihydroxy-5-cholest-7-ene-3,6-dione. The IR, PMR, and mass spectra of (I) and (II) are presented.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 793–797, November–December, 1979.     

Phytoecdysones ofSilene praemixta. II. Premixisterone

The structure of premixisterone (I) — a new ecdysteroid fromS. praemixta M. Pop. (Caryophyllaceae) — has been established. Compound (I) has the composition C₂₇H₄₄O₅, mp 110–112°C (from C₂H₅OH + H₂O), [α] _D ²⁴ 0 ± 4° (c 0.85; MeOH), \(\lambda _{\max }^{{\text{C}}_{\text{2}} {\text{H}}_{\text{5}} {\text{OH}}}\) 202 nm (log ? 3.35), ν _max ^KBr 3415 cm^?1 (OH), 1710 cm^?1 (C=0), and does not contain the δ⁷-6-keto grouping that is characteristic of natural ecdysteroids. The acetylation of (I) with (CH₃CO)₂ in Py gave the amorphous 3,22-diacetylpremixisterone (II), C₂₁H₄₈O₇. Compound (I) has the structure of 3β,14α,22R,25-tetrahydroxy-5β-cholest-8-en-6-one. The IR, PMR, and mass spectra of (I) and (II) are given.     

Phytoecdysteroids ofSilene nutans. III. Nusilsterone

A new ecdysteroid — nusilsterone — has been insolated from the whole plantSilene nutans L. It has been shown that it is 1,2,3,14,20R,22R,24,25-octahydroxy-5--cholest-7-en-6-one.Institute of Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii. No. 4, pp. 522–525, July–August, 1985.     

Phytoecdysones ofRhaponticum integrifolium II. Integristerone A

Summary A new phytoecdysone — integristerone A — has been isolated from the flower heads ofRhaponticum integrifolium. It has been shown that it is 1,2,3,14,20R,22R,25-heptahydroxy-5-cholest-7-en-6-one.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 813–819, November–December, 1977.     

II. Anorganische substanzen

Ohne Zusammenfassung     

Alkaloids ofBuxus balearica. II

Conclusions 1. Alkaloid C has been shown to be identical with buxamideine K, and alkaloid F with cyclomicrophylline B.2. Two possible structural formulas have been proposed for alkaloid A.Khimiya Prirodnykh Soedinenii, Vol. 5, No. 5, pp. 406–409, 1969     

Glycosides ofPatrinia sibirica. II

Conclusions It has been established that two trisaccharide chains are present in sibiroside C, one combined with the 3-hydroxyl and the other with the 28-carboxyl of hederagenin.The first trisaccharide is -D-glucopyranoside-(1–4)--L-arabopyranosido-(1–4)--D-glucopyranose, while the second is D-glycopyranosido-(1–4)-D-glucopyranosido-(1–4)--L-arabopyranose.Khimiya Prirodnykh Soedinenii, Vol. 6, No. 1, pp. 64–69, 1970     

Lucidin primeveroside fromRubia iberica. II

Conclusions A new anthraglycoside with the composition C₂₆H₂₈O₁₄ and mp 210–212°C, lucidin primeveroside, has been isolated from the roots ofRubia iberica C. Koch.Khimiya Prirodnykh Soedinenii, Vol. 4, No. 5, pp. 273–277, 1968     

Evonoloside from the seeds ofEuonymus europaeus. II

Summary The chemical structure of a new cardiac glycoside, evonoloside, obtained from the seeds ofE. europaeus L. has been established. Evonoloside is cannogenol 3--L-rhamnopyranoside.Khimiya Prirodnykh Soedinenii, Vol. 3, No. 4, pp. 241–244, 1967