Alkaloids of the epigeal part ofAconitum karakolicum

The dynamics of the accumulation of alkaloids in the epigeal part ofAconitum karakolicum according to vegetation periods has been studied. It has been established that the highest content of alkaloids is found in the early period. On separating the combined alkaloids, the aporphine alkaloid isoboldine has been isolated from this plant for the first time and a new base has been obtained — napelline N-oxide, the structure of which has been shown on the basis of the results of a study of spectral characteristics and direct transition to napelline.     

Alkaloids ofColchicum luteum

The paper gives a review of the alkaloids ofColchium luteum Baker from various growth sites. The structure of luteidine — one of the main alkaloids of the plant — has been established. In addition, two new alkaloids have been isolated from the plant and the structure of one of them has been established as collutine N-oxide.M. I Kalinin Turkmen Agricultural Institute, Ashkhabad, and V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 810–815, November–December, 1985.     

Structures of nitramine and isonitramine — Alkaloids of a new type from plants of the genusNitraria

The proof of the structures of two isomeric alkaloids — nitramine and isonitramine — from two species of plants of the genusNitraria is given. Their diastereoisomerism with respect to the C₇ asymmetric atom has been established. This is the first time that alkaloids with the structure of 2-azaspiro[5,5]undecan-7-ol have been found.     

2,10-Didemethylcolchicine — A new alkaloid from Merendera robusta

The alkaloid complex ofMerendera robusta Bge. (familyLiliaceae) growing in the Tashkent province of the Uzbek SSR has been investigated. The main alkaloids of this plant are colchicine and colchamine. Eleven tropolone alkaloids and their photochemical isomers have been isolated and identified. A new alkaloid of phenolic nature has been isolated for which the structure of 2,10-didemethylcolchicine has been established.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 67–71, January–February, 1991.     

Alkaloids ofGlaucium corniculatum

The alkaloids from the epigeal part of the wild blackspot horn poppy have been studied. Twelve alkaloids have been isolated of which one — norbracteoline — proved to be new. Its structure has been established. Dehydrocorydine, predicentrine, glaufidine, thalicmidine, reticuline, and stylopine -methohydroxide have been isolated from this plant for the first time.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Pyatigorsk Pharmaceutical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 751–753, November–December, 1983.     

Alkaloids of the epigeal part ofAconitum karakolicum

The dynamics of the accumulation of alkaloids in the epigeal part ofAconitum karakolicum according to vegetation periods has been studied. It has been established that the highest content of alkaloids is found in the early period. On separating the combined alkaloids, the aporphine alkaloid isoboldine has been isolated from this plant for the first time and a new base has been obtained — napelline N-oxide, the structure of which has been shown on the basis of the results of a study of spectral characteristics and direct transition to napelline.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 826–829, November–December, 1979.     

Crystal and molecular structures of the alkaloids nitramine and isonitramine

The spatial structures of two alkaloids — nitramine and isonitramine — in the form of crystalline salts have been determined by x-ray structural analysis. It has been established that these alkaloids are conformers differing by the configuration of the C(7) asymmetric center.     

Alkaloids ofFumaria parviflora

The total alkaloids of the plantFumaria parviflora Lam., collected in Ashkhabad Province (Turkmen SSR), in the flowering and incipient fruit-bearing period have been studied. The methanolic extraction of 10.5 kg of the plant yielded 0.39% of total alkaloids, from which cheilanthifoline, scoulerine, parfumine, norjusiphine, isoboldine, coclaurine, dihydrosanguinarine, stylopine, sanguinarine, oxysanguinarine, adlumine, adlumidine, hydrastine, bicuculline, protopine, cryptopine, adlumidiceine, N-methyladlumine, a base with mp 281–282°C, and a new alkaloid — d-fumaricine — have been isolated from the plant for the first time.     

Alkaloids ofAconitum tuberosum

The new alkaloid tuberanine has been isolated from the roots ofAconitum tuberosum together with the known alkaloids mesaconitine, aconitine, and flaconitine. The structure of tuberanine has been established on the basis of its spectral characteristics and correlations with mesaconitine. It has been shown that the roots of this plant can serve as a source of raw material for obtaining the alkaloid mesaconitine.Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 226–228, March–April, 1999.     

Alkaloids ofGlaucium fimbrilligerum. II

The alkaloids of the epigeal part and roots of the plantGlaucium fimbrilligerum have been studied. A total of 18 alkaloids has been isolated, of which epiglaufidine proved to be new, and its structure has been established. Columbamine has been isolated from the genusGlaucium for the first time, and magnoflorine and stilopine -hydroxymethylate from this species of plant for the first time.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Purkinje University, Brno, Czechoslovakia. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 493–496, July–August, 1983.     

Macrocyclische Spermidinalkaloide aus Pleurostylia africana LOES. 9. Mitteilung über Celastraceen-Inhaltsstoffe

Macrocyclic Spermidine Alcaloids from Pleurostylia africana LOES . The structure of pleurostyline, a new macrocyclic spermidine alkaloid from Pleurostylia africana (Celastraceae), has been elucidated mainly by ¹H- and ¹³C-NMR.-spectroscopy. Pleurostyline represents a new structure type in which spermidine is incorporated in a 13-membered lactam ring to which an additional cinnamoyl residue is fused to yield a 7-membered ring. The same plant contains also the spermidine alkaloids celacinnine and cellallocinnine of which ¹³C- and high field ¹H-NMR.-measurements have been carried out for the first time. Both alkaloids are interconvertible by UV.-irradiation. In addition the existence of rotational isomerism of one amide group of these alkaloids has been demonstrated by NMR.-spectroscopy.     

14-Methylisotalatisidine — A new alkaloid from Delphinium confusum

The known alkaloids isotalatisidine, nevadensine, delcosine, delsoline, and isobaldine have been isolated form the epigeal part ofDelphinium confusum M. Pop., collected in the flowering period, and also a new alkaloid with the composition C₂₄H₃₉NO₅, mp 136–137°C (acetone), for which the structure of 14-methylisotalatisidine has been established on the basis of spectral characteristics and of passages from condelphine and isotalatisidine. This is the first time that the alkaloids nevadensine, delcosine, delsoline, isobaldine, and 14-methylisotalatisidine have been isolated from this plant.     

Structure of convosine

From the roots of the plantConvolvulus subhirsutum Regel et Schmalh. have been isolated seven known alkaloids and one new one, for which, on the basis of spectral characteristics, a comparative study with known alkaloids of the tropane series, and synthesis, the structure of (+)-N-isopropyl-3α-veratroyloxynortropane has been established.     

Berberis alkaloids XXXVI. Turcomanidine — A new alkaloid fromBerberis turcomanica

The alkaloid composition of the leaves ofBerberis turcomanica has been studied. Together with known 1-benzylisoquinoline alkaloids, we isolated a new one — turcomanidine, the structure of which has been established by chemical transformations and a study of spectral characteristics. Of the known alkaloids, N-methylcorydaldine has been detected in plants of the Berberis genus for the first time.Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 885–888, November–December, 1996. Original article submitted March 4, 1996.     

Alkaloids ofConvolvulus subhirsutus

The total alkaloids of the roots ofConvolvulus subhirsutus collected in the period of vigorous growth close to the village of Dzhilga, Chimkent province, have been studied. From the phenolic fraction of the total alkaloids of this species of plant we have isolated phyllalbine and convolidine for the first time. From the nonphenolic fraction of the combined bases we isolated convolvine, which has been found previously, the new alkaloid confoline, and an unidentified base (III). On the basis of spectral characteristics and some spectral transformations it has been established that confoline has the structure of (+)-N-formylconvolvine. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 672–676, September–October, 1980.     

Berberis alkaloids. XVI. Structure of berpodine

The alkaloid composition of young shoots ofBerberis heteropoda has been studied. Together with known alkaloids, we have isolated the new dimeric base berpodine and have established its structure by a study of spectral characteristics and by chemical transformations. The known alkaloid isotetrandrine has also been isolated from this plant, for the first time.Institute of Chemistry of Plant Substances Uzbekistan Republic Academy of Sciences, Tashkent. Andizhan State Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 264–267, March–April, 1993.     

Baicaline — A new aporphine alkaloid fromThalictrum baicalense

A new aporphine base — baicaline — has been isolated from the epigeal part ofThalictrum baicalense. Its structure has been established as 1,9,10-trimethoxy-2,3-methylenedioxynoraporphine. Magnoflorine and berberine have been isolated from the roots of the plant.     

An NMR study of spatial arrangements in natural alkaloids—I: Indor spectra and conformations of pachycarpine (d-sparteine), lupanine and 13-hydroxylupanine

The INDOR homonuclear PMR spectra of three quinolizidine alkaloids—pachycarpine (d-sparteine), lupanine and 13-hydroxylupanine—have been studied. The molecular conformations including the boat-structure of the ring C have been established.     

Structure and configuration of stenanzine

From the total alkaloids isolated by chloroform extraction of the epigeal part ofRhinopetalum stenantherum a new base has been isolated — stenanzine — with mp 203–205°C, [α]_D-44°, C₂₇H₄₃NO₃. On the basis of a study of the IR, NMR, and mass spectra of stenanzine and its conversion products the configuration and structure of 3β,23α-dihydroxy-5α-veratr-12-enin-6-one have been established for this alkaloid.     

Biosynthesis of alkaloids in Sophora alopecuroides

Summary The interconversions of the alkaloids of Sophora alopecuroides L. have been studied by feeding the plants with tritium-labelled alkaloids ([³H]sophoridine, [³H]pachycarpine, [³H]cytisine, [³H]isosophoridine, [³H]allomatrine, and [³H]N-methylcytisine). It has been established that the conformationally stable isomers of the alkaloids — isosophoridine and allomatrine — do not take part actively in the metabolism of the alkaloids. It has also been shown that the alkaloids of the sparteine group are converted into martrine alkaloids in the development of the plant. The methylation of cytisine to N-methylcytisine and the reverse transition have been shown experimentally in the plant organism.V. I. Lenin Tashkent State University. Institute of Plant Biochemistry, Academy of Sciences of the GDR, Halle. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 244–247, March–April, 1977.