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.     

Homoaporphine alkaloids fromMerendera robusta

In an investigation of the total alkaloids ofMerendera robusta Bge, family Liliaceae from various growth sites as a promising raw material for obtaining colchamine and colchicine we have isolated for the first time merenderine and the new homoaporphine alkaloids merobustine and merobustinine, the structures of which have been established by chemical and spectral methods as 1,12-dihydroxy-2,10,11-trimethoxyhomoaporphine and 2,11-dihydroxy-1,10,12-trimethoxyhomoaporphine.Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 862–866, November–December, 1993.     

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.     

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.     

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.     

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 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 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.     

Berberis alkaloids. XXIII. Structure of turcberine

Berberine, magnoflorine, palmatine, columbamine, jatrorhizine, epiberberine, berbamine, O-methylisothalicberine, armepavine, corypalline, glaucine, and corydine and the new alkaloid turcberine have been isolated fromBerberis turcomanica Kar., and the structure of turcberine has been established. Apart from berberine, this is the first time that any of these alkaloids have been isolated from this species of barberry, while this is the first time that corydine and armepavine have been isolated from the genusBerberis.Institute of Chemistry of Plant Substances, Uzbekistan Republic Academy of Sciences. Tashkent. Andizhan State Medical Institute. Translated from Khimiya Prirodnykh Soedeninii, No. 1, pp. 77–81, January–February, 1993.     

Alkaloids and flavonoids ofOxytropis muricata

From the epigeal part ofOxytropis muricata growing on Mongolian territory we have isolated the new alkaloid muricatide, the known alkaloids N-benzoyl-2-hydroxyphenethylamine and N-nicotinoyl-2-hydroxyphenethylamine, and the flavonoids robinin and kaempferol. On the basis of spectral characteristics, the structure of muricatide has been established as N-benzoyl-2-acetoxyphenethylamine, and this has been confirmed by partial synthesis. Muricatide was known previously as a synthetic compound but this is the first time that it has been found in Nature.Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 424–427, May–June, 1997.     

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.     

Alkaloids ofHaplophyllum foliosum

The alkaloids skimmianine, dubinidine, foliosidine, graveoline, and compounds (I) and (II) have been isolated from the epigeal part of the plantHaplophyllum foliosum Vved. (family Rutaceae). On the basis of the spectral characteristics of (I) and its 0-isopropylidene derivative it has been established that the compound is the alkaloid edulinine. Substance (II) was identified as ferulic acid by direct comparison with an authentic sample. This is the first time that edulinine and ferulic acid have been detected in plants of the genusHaplophyllum.Institute of the Chemistry of Plant Substances of the Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 803–805, November–December, 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.     

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 ofPapaver orientale

Continuing the separation of the total alkaloids of the plantPapaver orientale L., collected in the flowering phase in the region of Lake Sevan, orientalidine, mecambridine, isothebaine, and bracteoline have been isolated, together with new alkaloids — oreintine, O-methylisothebaine, and orientidine, the structures of which have been established.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 81–83, January–February, 1984.     

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.     

Alkaloids ofNitraria komarovii. XV. Vasicinone and deoxyvasicinone N-oxides

Two new alkaloids have been isolated from the epigeal part ofNitraria komarovii — the N-oxides of vasicinone and of deoxyvasicinone. Their structures have been established on the basis of spectral results and chemical transformations.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 580–582, July–August, 1993.     

Alkaloids ofHaplophyllum foliosum. II.

In addition to the alkaloids known previously from this plant, haplofoline and folifine, from the epigeal part ofHaplophyllum foliosum we have isolated norgraveoline with mp 288–289°C (decomp. from acetone), and myrtopsine with mp 201–202°C (from chloroform), []_D-5° (c 0.05; methanol), which were first obtained fromHaplophyllum dubium andMyrtopsis sellingii, respectively. We have confirmed by the PMR-spectroscopic method the positions of the substituents in the dihydrofuran ring of myrtopsine suggested previously on the basis of biogenetic considerations. In addition, it has been established that the substituents are present in the trans form. This is the first time that myrtopsine has been detected in plants of the genusHaplophyllum.Institute of the Chemistry of Plant Substances of the Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 613–616, September–October, 1981.