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.     

Biosynthesis of the alkaloids ofAnabasis aphylla

The dynamics of the accumulation of free amino acids and the main alkaloids have been determined, and 15 free amino acids have been detected and identified, 11 having been determined quantitatively. The amounts of the main alkaloids have also been determined. An interrelationship of the amino acid lysine with the alkaloids has been shown. The interconversion of pachycarpine into aphylline and aphyllidine with the formation of a lactam group has been demonstrated experimentally.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 56–60, January–February, 1980.     

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.     

Chromatographic investigation of the alkaloids of the opium poppy and their acetyl derivatives

The composition of the alkaloids in narcotic agents of domestic production (khanke) has been investigated by thin-layer and gas chromatographies. The retention times in GLC and the retention indices in TLC of the initial alkaloids and their acetylated derivatives have been determined. The rates of acetylation of the alkaloids have been evaluated with the aid of the GLC method.V. I. Nikitin Institute of Chemistry, Tadzhikistan Republic Academy of Sciences, Dushanbe. Translated from Khimiya Prirodnykh Soedeninii, No. 1, pp. 109–111, January–February, 1993.     

Investigation of the lability of the conformations of some alkaloids of the quinolizidine series

Summary The IR and NMR spectra of lupinine, epilupinine, and a series of other alkaloids of the quinolizidine series have been studied.It has been shown that the inhibition of the inversion processes in the molecules of the alkaloids in the solid phase is revealed in a change in the nature of the absorption in the 500–1200 cm^2–1 region.V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 49–54, January, 1971.     

Berberis alkaloids. XXII. Interbrinine and intebrimine — New alkaloids from Berberis integerrima

The known alkaloids reticuline, isoboldine, isocorydine, glaucine, armepavine, oxyacanthine, and heliamine and the new alkaloids intebrinine and intebrimine have been isolated from the total alkaloids of the leaves ofBerberis integerrima, and structures have been proposed for the latter two on the basis of spectral characteristics and independent synthesis.Andizhan State Medical Institute. Institute of the Chemistry of Plant Substances, Uzbekistan Republic Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedeninii, No. 1, pp. 70–73, January–February, 1993.     

Alkaloids ofRhinopetalum stenantherum. Structure of stenanzidine

Three new alkaloids have been isolated from the combined alkaloids of the epigeal part ofRhinopetalum stenantherum: stenanzidine, stenanzidinine, and stenanzamine.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 341–344, May–June, 1984.     

The electrochemical extraction of alkaloids of the pyrrolizidine series from plant raw material. I

Summary 1. Alkaloids of the pyrrolizidine series (platyphylline and seneciphylline) have been isolated by an electrochemical method from the herbSenecio platyphylloides. The amount of alkaloids extracted into the catholyte depends on the current strength and the time of electrodialysis.2. It has been established that the N-oxide forms of the alkaloids are reduced during the dialysis process.Zaporozh'e Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 831–834, November–December, 1977.     

The separation of the alkaloids of Anabasis aphylla

Summary 1. The optimum conditions for the extraction of the high-boiling alkaloids from technical anabasine sulfate by dilution with water and at various pH values of the medium have been established.2. A method for removing anabasine and lupinine from a mixture of the high-boiling alkaloids ofAnabasis aphylla has been developed which is based on the formation of the carbonates of the strong bases.V. I. Lenin Tashkent State University. Dzerzhinskii Chimkent Pharmaceutical Chemicals Factory. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 468–472, July–August, 1974.     

Alkaloids of Aconitum talassicum

Three new C-20 diterpene alkaloids (talassamine (I), talassimidine (II), and talassimine (III)) and the known alkaloid lappaconitine have been isolated from the epigeal part ofAconitum talassicum (Ranunculaceae). The structures of the new alkaloids proposed on the basis of spectral characteristics and chemical transformations have been confirmed by an x-ray structural analysis of talassimine.Institute of Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 93–98, January–February, 1991.     

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.     

NMR study of alkaloids. V.13C NMR spectra and reconsideration of the structures of 11- and 10-hydroxypleiocarpamines and the structures of new alkaloids fromVinca erecta

The structures of phenolic alkaloids isolated previously fromVinca erecta Rgl. et Schmalh. have been reconsidered on the basis of the results of a study of their¹³C NMR spectra, and it has been shown that a base with mp 228–229° has the structure of 11-hydroxystrictamine and an amorphous base of the same composition isomeric with it is 10-hydroxystrictamine. The structures of two new indolenine alkaloids — ercinamine and ercinaminine — have been determined from an analysis of¹³C NMR spectra, and also on the basis of PMR and IR spectra and chemical transformations.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 483–488, July–August, 1983.     

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.     

Alkaloids of Oxytropis. I

From the epigeal parts of two species ofOxytropis growing in Mongolia we have isolated the new alkaloids (+)-N-benzoyl-2-hydroxy-2-phenylethylamine and (–)-N-nicotinoyl-2-hydroxy-2-phenylethylamine, and also N-benzoyl-2-phenylethylamine, this being the first time this substance has been found in nature. The structures of the alkaloids were established on the basis of a comparative analysis of their spectral characteristics. Features of the mass-spectrometric behavior of this compound have been studied.Institute of Chemistry, Academy of Sciences of the Mongolian Peoples' Republic. Institute of Chemistry of Plant Substances, Uzbekistan Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, Nos. 3,4, pp. 388–393, May–August, 1992.     

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.     

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.     

Characteristic features of the NMR spectra of hydroxyindole alkaloids of the epiallo and allo series

Summary On the basis of an analysis and generalization of the characteristics of the NMR spectra of the pentacyclic hydroxyindole alkaloids of the epiallo and allo series, criteria have been found for distinguishing between the CSs and SSCCs of a number of protons which permit unambiguous stereochemical identification on such alkaloids.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 345–349, May–June, 1976.     

Alkaloids ofLiriodendron tulipifera

The alkaloids of the tulip treeLiriodendron tulipifera L., family Magnoliaceae, are considered. More then 20 alkaloids have been isolated during different vegetation periods from various organs of the plant growing in Uzbekistan, and these have been assigned to the aporphine alkaloids and their dehydro, oxo, and 7-hydroxy derivatives; only two alkaloids proved to be derivatives of proaphorphine and of tetrahydroberberine. On the basis of the results of a comparative study of the NMR spectra of aporphines unsubstituted in ring D and some chemical transformations, the structure and configuration of the (R)-3-hydroxy-1,2-dimethoxyaporphine have been proposed for the new alkaloid lirinine. The absolute configurations, possible biogenetic interconnections, and mutual transitions of the alkaloids ofL. tylipifera that are derivatives of aporphine, oxoaporphine, and dehydroaporphine are discussed. A summery table is given which includes 41 alkaloids found in this plant.Institute of the Chemistry of Plant Substances of the Uzbek SSR, Academy of Sciences, Tashkent. Tashkent Agricultural Institute. Translated from Khimiya Prirodnykh Soedenii, No. 5, pp. 628–638, September–October, 1987.     

Alkaloids of the epigeal part ofAconitum karakolicum structure of karasamine and of 1-benzoylkarasamine

The known alkaloids phenyl--naphthylamine, karakoline, neoline, delsosine, monticamine, songorine, napelline acetylnapelline, napelline-n-oxide, and isoboldine and two new alkaloids, which have been called karasamine (I) and 1-benzoylkarasamine (II), have been isolated from the epigeal part ofAconitum karakolicum Rapaics. The structure of the new alkaloids have been shown by the preparation of the mono- and triacetates (IV) and (VI) of karasamine and its carbinolamine derivative (V), and also by the direct passage from karakoline (III) to karasamine (I) and 1-bezoylkarasamine (II) and by a study of their spectral characteristics.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 207–210, March–April, 1986.     

The connection of the Rf values of alkaloids with their pH1/2 values

Summary 1. A correlation between the pH_1/2 and R_f values (on TLC) has been found for the 13 alkaloids studied.2. For the case of kopsinine, as an example, methods of using the correlation for the separation and isolation of alkaloids from mixtures of them have been shown.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 28–30, January–February, 1975.