Structure and absolute configuration of collutine

Summary A new base with the composition C₂₁H₂₅O₅N, mp 192–194°C, []_D -182°C, which has been called collutine, has been isolated from the epigeal parts ofColchicum luteum Baker.On the basis of UV, IR, NMR, and mass spectra and chemical reactions, the structure of 4-hydroxy-2,3, 6-trimethoxyhomomorphinandienone has been proposed for collutine.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 758–761, November–December, 1975.     

The structure of karakoline

Summary We have isolated from the tubers ofAconitum karakolicum collected in the Kirghiz SSR, Kungei Alatau range, songorine, napelline, a base with mp 159–160°C, and the new alkaloids karakoline and a base with mp 222–224°C.The results of a study of the chemical reactions and spectral characteristics of karakoline have shown that it consists of a lycoctonine skeleton with N-ethyl and C₄-methyl groups, hydroxyls at C₁, C₈, and C₁₀ and a methoxy group at C₁₅.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 199–205, March–April, 1973.     

Alkaloids ofPetilium raddeana. V. Structure of petisidinone

From the epigeal part ofPetilium raddeana have been isolated the known alkaloids edpetiline and edpetine and the new base petisidinone with mp 217–219°C, []_D 0° (c 0.169; chloroform), C₂₇H₃₉NO₃ (I). When the known alkaloid petisidine was oxidized, a product identical with petisidinone (I) was obtained. Thus, the structure of (I) has been established as 26,23-nitrilocholestane-3,6,22-trione. Details of the IR, PMR, and mass spectra of (I) are given.Institute of the Chemistry of Plant Substances of the Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh soedinenii, NO. 5, pp. 620–622, September–October, 1986.     

Structure of korselimine

The new base korselidine with mp 272–274°C (methanol), []_D-75°, C₂₇H₄₃NO₂ (I), (ethanol), composition C₂₇H₄₃NO₂, has been isolated from the total alkaloids of the epigeal part ofKorolkowia sewerzowii Regel. As a result of the study of the chemical properties of the alkaloid itself and of its products of its transformation, the structure and partial configuration of korselamine have been established as (1,3,-dihydroxy-^8,14)-cevanene.Institute of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 44–46, January–February, 1989.     

Alkaloids of Stephania hernandifolia VII. Hernandine

Summary The epigeal part ofStephania hernandifolia has given a new hasubanan alkaloid with the composition C₁₉H₂₅O₆N, mp 197–199°C (ethanol), [] _D ²⁰ -33° (c 1.8; ethanol), which has been called hernandine, and for which a partial structure has been proposed.All-Union Scientific-Research Institute for Medicinal Plants. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 180–184, March, 1971.     

Alkaloids of Vinca major

Summary 1. From the epigeal part ofVinca major have been isolated the known bases akuammicine, vincamajine, vincamajoridine, and ervine, and the new alkaloid majorinine with the composition C₂₂H₂₄N₂O₄, mp 195–196°C.2. On the basis of chemical transformations and IR, UV, mass, and PMR spectra using the methods of double resonance collapse and INDOR the structure of 21-hydroxy-10-methoxyvinorine and the stereochemistry (I) have been established for majorinine.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 382–387, May–June, 1977.     

Alkaloids of Aconitum rubricundum

The known alkaloids isolappaconitine (I), 9-deoxylappaconotine (II), lycaconitine (III), puberaconitine (IV), lycoctonine (V), ranaconitine (VI), ajacine (VII), and septentriodine (VII), and an unidentified alkaloid with mp 203–205°C have been isolated from the epigeal part of the Far-Eastern plantAconitum rubricundum. Institute of Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 403–407, May–June, 1991.     

Mass spectra of tetrahydroquinazoline and tetrahydroquinazolin-4-one derivatives

Summary 1. From the combined alkaloids of the epigeal part ofKorolkowia sewertsovii Rgl. collected at Saryagach we have isolated sevkorine, korseveriline, korseveridine, korseverinine, a base with mp 212–214°C, and the new alkaloid severtizidine.2. On the basis of a study of the chemical and physical characteristics of the alkaloids itself and the products of its transformations, the most probable structure and configuration of severtzidine has been established as 3,6,14-trihydroxycevanine.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 367–371, May–June, 1976.     

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.     

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.     

Alkaloids ofRhinopetalum bucharicum. The structure of rhinolinine

The combined alkaloids of the epigeal part ofRhinopetalum bucharicum have yielded solanidine, rhinoline, imperialine, a base with mp 272–274°C, and the new alkaloid rhinolinine with mp 301–302°C (methanol), []_D — 36.5° (c 1.7, ethanol), C₄₀H₆₇NO₁₂. On the basis of a study of IR and NMR spectra, and also passage to the known alkaloids rhinoline and rhinolidine, the structure of rhinolidine 3-O-[O--D-glucopyranosyl-(14)--D-glucopyranoside] has been established for rhinolinine.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 350–353, May–June, 1979.     

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.     

Alkaloids ofAconitum coreanum. I. Structure of acorine

Two C₂₀-diterpene alkaloids have been isolated from the epigeal part ofAconitum coreanum (Levl.) Rapaics: the known 14-hydroxy-2-isobutyrylhetesine (I) (Guan-Fu base Z) and a new one — acorine (II), C₂₂H₂₉NO₅, mp 214–215°C (from acetone), _D ²⁰ +9° (c 0.01; methanol), for which the structure of 2-acetyl-14-hydroxy-hetesine has been established. Details of the IR, mass, and¹³C NMR spectrum of (I) and (II) and of the PMR spectrum of (II) are given.Institute of the Chemisry of Plant Substances of the Uzbek Academy of Sciences, Tashkent. All Union Scientific-Research Institute of Medicinal Plants. Translated from Khimiya Prirodnykh Soedenenii, No. 5, pp. 690–692, September–October, 1987.     

The structure of vinerine and vineridine

Summary 1. The epigeal part ofV. erecta gathered in the Tashkent Oblast in the early vegetation period contains a mixture of alkaloids (2.7%). Separation of the total alkaloids gave vincanine, vincanidine, vinervine, akuammine, kopsinine, pseudokopsinine, and the new bases vinerine and vineridine.2. The structure of vinerine has been established by a study of the IR, NMR, and mass spectra. Vineridine is isomeric with vinerine at C₃ and C₇.3. A new base, hydroxyindole reserpinine, has been obtained from reserpinine.Khimiya Prirodnykh Soedinenii, Vol. 2, No. 4, pp. 260–265, 1966     

A sesquiterpene lactone badkhysinin from the roots ofFerula oopoda

Summary A sesquiterpene lactone with the composition C₂₀H₂₄O₅, mp 104°–105° C, []_D –212.4° C (alcohol) has been isolated from the roots ofFerula oopoda Boiss. and has been called badkhysinin. Badkhysinin is an ester of angelic acid and an epoxyhydroxylactone C₁₅H₁₈O₄ with mp 185°–186° C apparently related to guaianolide with a hydrocarbon skeleton of irregular structure. A number of possible structural formulas for badkhysinin are given.Khimiya Prirodnykh Soedinenii, Vol. 2, No. 2, pp. 93–99, 1966