Extraction of the total alkaloids from the epigeal part of Aconitum orientale

The process of extracting the total alkaloids fromAconitum orientale with aqueous solutions of a number of electrolytes has been investigated. It has been established that it is most desirable to use 2% solutions of H₂SO₄ and 5% solutions of CH₃COOH. The optimum parameters of the process have been found, under which the degree of extraction of the total alkaloids averages 96%.I. G. Kutateladze Institute of Pharmacochemistry, Georgian Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 816–821, November–December, 1991.     

The polybuffer separation of the alkaloids of Vinca erecta

Summary By separating the total alkaloids ofV.erecta according to their basicities in an APS, in addition to bases known previously we have isolated ervincidine, apovincamine, (+)-quebrachamine, dl-eburnamine, (–)-1,2-dehydroaspidospermidine, and kopsanone. This is the first time that these alkaloids have been obtained from this plant. Thin-layer chromatography showed the presence of another 10–12 uncharacterized alkaloids.The region of the passage into the buffer solutions of some alkaloids has also been established.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 713–717, November–December, 1970.     

Alkaloids of Merendera iolantae

Summary The alkaloids ofMerendera iolantae E. Czerniak have been studied for the first time. The total alkaloids consist of tropolone compounds and bases without a tropolone ring. From this plant we isolated the known alkaloids colchicine, colchamine, -lumicolchicine, colchameine, and 2-demethylcolchiceine, and four new, nontropolone, bases — MI-1 (iolantamine), MI-2, MI-3, and MI-4. The presence of colchiceine, 3-demethylcolchamine, and two unknown bases with R _f 0.49 and 0.53 was shown by chromatographic methods.A developed formula has been put forward for iolantamine on the basis of its spectral characteristics.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 487–493, July–August, 1972.     

Chromatopolarographic determination of the alkaloids from the seeds ofHaplophyllum perforatum

Summary 1. The polarographic behavior of haploperine, haplopine, haplophyllidine, and perforine in Britton-Robinson buffer solutions and in (C₂H₅)₄NOH solutions has been studied. Optimum conditions for their quantitative determination in solutions within the range of concentrations from 5×10^–4 to 1×10^–2 M have been found.2. A method for the separate quantitative determination of the alkaloids in the seeds ofH. perforatum has been developed.Khimiya Prirodnykh Soedinenii, Vol. 2, No. 5, pp. 333–337, 1966     

The biosynthesis of the alkaloids of Goebelia pachycarpa

Summary 1. Qualitative and quantitative compositions of the main alkaloids in five development phases of theGoebelia pachycarpa C. A. Mey. have been determined.2. The radioactivities of the alkaloids isolated after feeding the plant with assumed precursors -[2-¹⁴C] lysine and [1,5-¹⁴C] cadaverine — show that vigorous synthesis of alkaloids takes place in the flowering and budding periods.3. The results of an investigation of the oxidation products and of the alkaloids introduced and isolated after the feeding of plants with labelled matrine and labelled sophocarpine show that the alkaloids undergo interconversion without intramolecular changes.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh, Soedinenii, No. 4, pp. 549–552, July–August, 1977.     

Investigation of Aconite alkaloids

Summary The composition of the alkaloids in plants of the genus Aconitum —A. kirinense,A. altaicum, A. coreanum, andA. nemorosum — has been studied. Four new alkaloids of composition C₂₆H₄₁O₈N·HNO₃, C₃₅H₄₁O₁₀N·HBr, C₂₀H₂₅O₃N, and C₂₃H₂₉O₆N have been isolated.Khimiya Prirodnykh Soedinenii, Vol. 1, No. 2, pp. 113–116, 1965.     

Biosyntheis of the alkaloids of Ammodendron karelinii

Summary The biosynthesis of the alkaloids ofAmmodendron karelinii Fisch. et Mey has been studied by feeding the plant with labelled [1,5-¹⁴C]cadaverine. It has been shown that cadaverine is a precursor of anagyrine, pachycarpine, ammodendrine, N-methylcytisine, and cytisine. Possible routes of interconversions have been considered by feeding the plant with the tritium-labelled [³H]pachycarpine, [³H]lupanine, [³H]anagyrine, and [³H]ammodendrine.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. 247–250, March–April, 1977.     

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.     

Determination of the position of the acyl groups and the nature of some amino alcohols in native ester alkaloids of the genusVeratrum

Conclusions 1. On the basis of literature data on the structure of theVeratrum alkaloids, a definite law for the arrangement of the acyl radicals in these ester alkaloids and an interrelationship between the melting point and the structure of the substituent in the C₇ position, and between the melting point and the types of amino alcohols upon which the ester alkaloids are based, has been found.2. The features mentioned may be used in studying the structure of theVeratrum ester alkaloids according to a scheme which we propose.Khimiya Prirodnykh Soedinenii, Vol. 6, No. 4, pp. 440–443, 1970     

Alkaloids ofStephania hernandifolia. III

Summary 1. A new alkaloid hernandoline with the composition C₂₀H₂₅O₅N has been isolated from the herbStephania herandifolia Walp.2. The Hofmann degradation of the methiodide of the O-methyl ether of hernandoline has given a des base acetolysis of which led to the formation of a dimethoxydiacetoxyphenanthrene.3. It has been suggested that hernandoline is similar to alkaloids related to sinomenine and hasubanonine.Khimiya Prirodnykh Soedinenii, Vol. 3, No. 2, pp. 106–108, 1967     

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.     

The structure of sophorbenzamine

Summary A new base with the composition C₂₂H₂₆N₂O has been isolated fromG. pachycarpa and has been called sophorbenzamine.On the basis of UV, IR, mass, and CMR spectra, and also the results of a chemical investigation, sophorbenzamine has been assigned to the quinolizidine alkaloids of the matrine series and a most probable formula has been proposed for it.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 71–74, January–February, 1976.     

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     

Alkaloids of Papaver fugax

Papaver fugax growing on the shore of Lake Kazenoi Am in the Checheno-Ingushskii ASSR at the boundary with the Dagestan ASSR has yielded 0.39% of alkaloids. Seven alkaloids have been isolated, of which cheilanthifoline, scoulerine, and reticuline have been detected in this species for the first time, while it is the first time that d-remeroline has been found in a plant of thePapaver genus.Pyatigorsk Pharmaceutical Institute. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 559–562, July–August, 1988.     

Alkaloids ofNuphar luteum

Summary 1. The dry rhizomes ofNuphar luteum L. have yielded three sulfur-containing alkaloids: two — thiobinupharidine and neothiobinupharidine — were known substances, the third with composition C₃₀H₄₂O₄N₂S being new and having been given the name of nuphleine.2. A possible structure has been proposed for nuphleine.Khimiya Prirodnykh Soedinenii, Vol. 3, No. 2, pp. 178–182, 1967     

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 ofAndrachne rotundifolia

Summary 1. The content of total alkaloids in the hypogeal parts ofAndrachne rotundifolia C. A. Mey. (family Euphorbicease) is 0.2–0.3% and in the epigeal parts 0.06–0.08%.The total alkaloids in both the hypogeal and the epigeal parts ofAndrachne rotundifolia consist of five or six non-phenolic bases.2. Three individual substances have been isolated: andrachnine C₁₁H₁₇NO₂, which is a new alkaloid; base (II), giving a perchlorate with mp 139°–140° C; and base (III) with mp 135°–136° C.Khimiya Prirodnykh Soedinenii, Vol. 2, No. 4, pp. 257–260, 1966     

Alkaloids of Gentiana olivieri

Summary The separation of the chloroform fraction of the combined alkaloids ofG. olivieri according to basicities (pH 6.0 and 4.0) has yielded gentioflavine, gentiananine, and the new base oliveramine, C₂₀H₂₀N₂O₄. On the basis of its UV, IR, NMR, and mass spectra structure (I) has been put forward as the most probable for it.Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 64–67, January–February, 1973.     

Berberis alkaloids. XVII. Investigation of the alkaloids of Berberis heteropoda

The alkaloid composition of young shoots and leaves ofBerberis heteropoda Schrenk has been studied. In addition to known alkaloids, two new ones have been isolated — N-methyldihydroberberine and 8-oxoberberrubine, the structures of which were established by chemical transformations and a study of spectral properties. Of known alkaloids, berbamunine, aromoline, glaucine, thalicmidine, isocorydine, and reticuline have been found in this plant for the first time. Pseudopalmitine and laudanosine have been found for the first time in plants of the genusBerberis.Andizhan State Medical Institute. Institute of the Chemistry of Plant Substances of Uzbek Republic Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 53–59, January–February, 1993.