Structure of zangezurine

A new base with []_D +208° (c 0.7; methanol) has been isolated from the combined nonphenolic alkaloids ofPapaver zangezuricum A. D. Mikheev, and has been called zangezurine (I). The acetylation of (I) with acetic anhydride in pyridine yielded O-acetylzangezurine (II). The structure of zangezurine has been established on the basis of the UV, IR, mass, PMR, and¹³C NMR spectra of (I) and (II).Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Pyatigorsk Pharmaceutical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 858–862, November–December, 1987.     

Structure of aerugine from Pseudomonas aeruginosa

A new optically active phenolic alkaloid with the composition C₁₀H₁₁NO₂S, mp 85–88°C, []_D +28° (c 1.0; chloroform) (I) has been isolated from the microorganismPseudomonas aeruginosa (strain 590) and has been called aerugine. The action of diazomethane gave an O-methyl derivative (II). On the basis of the formation of ortho-cresol by the hydrogenolytic desulfuration reaction, a study of the IR, mass, and PMR spectra and (I) and its acetyl derivative (III), and also the¹³C NMR spectrum of (I), the structure of 4-hydroxymethyl-2-(o-hydroxyphenyl)-2-thiazoline has been established for aerugine. The spectral characteristics of the compounds mentioned are given.Institute of the Chemistry of Plant Substances of the Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 553–558, July–August, 1987.     

Phytoecdysteroids of plants of the genus Silene. XVI. Viticosterone E 22-O-benzoate from Silene wallichiana

A new phytoecdysteroid, viticosterone E 22-O-benzoate (I), C₃₆H₅₀O₀, mp 147–149°C (methanol-water), [] _D ²⁰ +63.2° (methanol), has been isolated from the epigeal organs ofSilene wallichiana Klotzsch. The alkaline hydrolysis of (I) led to viticosterone E and benzoic acid. The acetylation of (I) gave the 2,3-diacetate (II), C₄₀H₅₄O₁₁, mp 152–153°C (methanol-water), [] _D ²⁰ +65.5° (methanol). Details of the IR, PMR, and mass spectra of (I) and (II) are given.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 546–549, July–August, 1988.     

The structure of pediculidine

Summary A new alkaloid pediculidine, C₁₀H₉NO, mp 74–75°C, has been isolated from the ethereal fraction of the combined alkaloids ofP. olgae. Structure (I) has been proposed for the new alkaloid on the basis of its UV, IR, NMR, and mass spectra.Order of the Red Banner of Labor Institute of the Chemistry of Plant Substances of the Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 304–306, May–June, 1971.     

An isomer of coronopilin

Conclusions From the racemes ofC. xanthifolia Fresen. have been isolated a sesquiterpene lactone C₁₆H₂₀O₄, the structural (+)-isomer of (–)-coronopilin, which has not been studied previously; structure I has been proposed for it.Khimiya Prirodnykh Soedinenii, Vol. 5, No. 5, pp. 375–377, 1969     

Alkaloids of Stephania hernandifolia VI. Hernandifoline

Summary A new hasubanan alkaloid with the composition C₂₉H₃₃O₉N, mp 128–129°C₉ from ether), [] _D ²⁰ – 25° (c 2; ethanol) containing an ester group has been isolated from the herbStephania hernandifolia and has been called hernandifoline.All-Union Scientific-Research Institute for Medicinal Plants. Translated from Khimiya Prirodynkh Soedinenii, No. 2, pp. 158–164, March, 1971.     

Artenolide — A new disesquiterpenoid fromArtemisia absinthium

A new steroid glycoside — alliospiroside B (I) — has been isolated from the collective fruit ofAllium cepa L. On the basis of chemical transformations and with the aid of physicochemical measurements it has been established that compound (I) has the structure of (25S)spirost-5-ene-1,3-diol 1-O-[O--L-rhamnopyranosyl-(1 2)--D-galactopyranoside. Compound (I) C₃₉H₆₂O₃, mp 200–202°C (from ethanol). [] _D ²⁰ –110.9±2° (c 1.01; pyridine) was obtained by extracting the collective fruit ofA. cepa with ethanol folowed by the column chromatographic separation of the combined glycosides on silica gel. The acid hydrolysis of (I) gave (25S)-ruscogenin (II), C₂₇H₄₂O₄, mp 189–191°C, [] _D ²³ –104.1±2° (c 0.98; pyridine). The¹H and¹³C NMR spectra are given for both compounds and the IR spectrum for compound (I).Institute of the Chemistry of Plant Substances of the Uzbek SSR, Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 589–592, September–October, 1986.     

A new plant growth regulator of microbial origin

A new plant growth regulator — an inhibitor of the germination of mustard seeds — has been isolated from a culture filtrate of a phytopathogenic fungus of the genusPhoma. The methyl and trimethylsilyl derivatives of this compound have been obtained. Its empirical formula — C₁₆H₂₂O₅ — has been determined. On the basis of the results of IR and NMR spectroscopy and mass spectrometry, the compound isolated has been assigned the structure of 3,5-dihydroxy-2-octanoylphenylacetic acid.All-Union Scientific-Research Institute of Applied Molecular Biology and Genetics. V. I. Lenin Academy of Agricultural Sciences, Moscow. Translated from Khimiya Prirodnykh Soedinenii No. 3, pp. 387–391, May–June, 1985.     

Structures of four new triterpene glycosides from the holothurian Cucumaria japonica

Four new triterpene glycosides of the holostane series have been isolated from an alcoholic extract of the economically important Pacific Ocean holothurianCucumaria japonica: cucumariosides A₁-2 (I), A₂-3 (II), A₂-4 (III), and A₄-2 (IV). The structures of these substances have been established by the methods of carbohydrate chemistry and¹³C NMR spectroscopy.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Branch, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 787–793, November–December, 1990.     

The structure of a sesquiterpene lactone from Artemisia fragrans

Summary From the epigeal part ofArtemisia fragrans Willd. a new sesquiterpene lactone C₁₅H₂₀O₄ has been isolated which has been called alkhanin.It has been shown that alkhanin has the structure (I).V. L. Komarov Institute of Botany, Academy of Sciences of the Azerbaidzhan SSR, Baku. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 75–77, January–February, 1978.     

The structure of karatavic acid

Conclusions Karatavic acid has been isolated from the resin of the roots ofFerula karatavica Rgl. et Schmalh; this is an ether of umbelliferone and a hydroxy acid C₁₅H₂₄O₃ probably having the humulane type of hydrocarbon skeleton. Two possible structural formulas—(I) and (II)—have been proposed for karatavic acid.Khimiya Prirodnykh Soedinenii, Vol. 4, No. 5, pp. 283–287, 1968     

Feropodin-a sesquiterpene lactone from the roots ofFerula oopoda

Conclusions From the resin of the roots ofFerula oopoda (Boiss. et Buhse) Boiss. a new sesquiterpene lactone, feropodin, with the composition C₁₅H₂₀O₂, mp 140–141° C, has been isolated. The alternative hypothetical structures I and II have been proposed for feropodin.Khimiya Prirodnykh Soedinenii, Vol. 5, No. 4, pp. 245–247, 1969     

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.     

Alkaloids of Stephania hernandifolia VIII. Methylhernandine

Summary A new hasubanan alkaloid with the composition C₂₀H₂₇O₆N, mp 152–153°C (ether-methanol) has been isolated from the herbStephania hernandifolia and has been called methylhernandine. The alkaloid has been shown to be identical with the methylamino alcohol obtained in the hydrolysis of hernandifoline.All-Union Scientific Research Institute of Medicinal Plants. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 455–457, July–August.     

Alkaloids of Sophora alopecuroides tricrotonyltetramine

Summary From the fraction of strong bases ofSophora alopecuroides (flowering stage) a base C₁₂H₂₄N₄, mp 101–103°C, has been isolated which has been identified as tricrotonyltetramine. Its stereoconfiguration has been established.All-Union Scientific-Research Institute of Medicinal Plants. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 752–754, November–December, 1974.