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.     

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.     

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 of four species of Argemone

The alkaloid compositions of four species of plants of the genusArgemone (A. mexicana L.,A. alba L.,A. platyceras Link et Otto., andA. hybrida) collected in the flowering phase in the Tashkent Botanical Garden have been studied. They have yielded 16 alkaloids. Corydine and isocorydine have been detected in plants of this genus for the first time, and O-methyl-platycerine has been found in nature for the first time.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 204–206, March–April, 1986.     

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.     

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 of Haplophyllum bungei

The alkaloids dictamnine, skimmianine, folimine, robustinine, and 4-methoxy-2-quinolone, found for the first time in plants of the genusHaplophyllum and the new alkaloid haplobungine, for which the structure of 4,7,8-trimethoxy-2-quinolone has been established, have been isolated from the epigeal part of the plantHaplophyllum bungei Trautv. growing in the Moiynkumy desert, Chimkent province, Kazakh SSR.Institute of Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 23–25, January–February, 1989.     

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.     

Alkaloids of Aconitum coreanum. III. 13-Acetyl-14-hydroxy-2-isobutyrylhetisine N-oxide

It has been established by the x-ray structural method that a new alkaloid isolated from the epigeal part ofAconitum coreanum has the structure of 13-acetyl-14-hydroxy-2-isobutyrylhetisine N-oxide. This is the first time that a N-oxide has been isolated among the hetisine alkaloids.Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 378–383, May–June, 1990.     

GC-MS analysis of total diterpene alkaloids from roots of Aconitum septentrionale

For the first time, using a MS 25RF chromato-mass spectrometer with a Carlo Erba 5160 chromatograph and a packed column, the possibility of the partial separation of the mixture of diterpene alkaloids of various types from the roots ofAconitum septentrionale has been shown. From their chromatographic parameters and mass-spectral characteristics 18 bases have been detected, including a new one with M⁺ 407 which was probably deoxydelcorine, while 6-O-methyldelcorine and 6-O-methyleldelidine have been found in plants for the first time.Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodynkh Soedinenii, No. 4, pp. 538–543, July–August, 1989.     

Alkaloids of Rauwolfia species growing in Vietnam

Reserpine, ajmaline, serpentine, ajmalicine, isoreserpiline, and other alkaloids have been isolated from the roots ofRauwolfia cambodiana Pierre ex Pitard,R. verticillata Baill. andR. serpentina Benth.R. vomitoria Afz. was the richest in alkaloids.Leningrad Institute of Pharmaceutical Chemistry. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 813–816, November–December, 1991.     

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.     

Alkaloids of Haplophyllum perforatum

The alkaloid composition of the seeds and roots of the plantHaplophyllum perforatum growing in Tadzhikistan (Karateg range) has been studied for the first time. In addition to the known furoquinoline alkaloids, the new alkaloid haplosine has been isolated and it has been shown to be identical with the product of the hydrogenolysis of haplopine. Among natural compounds, this is the first representative of derivatives of the 3-ethyl-4-methoxy-quinolin-2-one series.Institute of Chemistry of Plant Substances, Uzbekistan Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 249–251, March–April, 1992.     

Berberis alkaloids. XV. Structure of bargustanine

Bargustanine (I), belonging to a new type of isoquinoline alkaloids, has been isolated from the phenolic fraction of the total alkaloids from the roots ofBerberis vulgaris L. Its structure has been established by chemical and spectral methods.Institute of Chemistry of Plant Substances, Uzbekistan Republic Academy of Sciences, Tashkent. Andizhan State Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 44–47, January–February, 1993.     

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.     

Foliosidine acetonide

Summary Foliosidine acetonide has been isolated from the mixture of alkaloids fromH. foliosum.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 724–727, November–December, 1970.     

Umbrofine and 6-acetylumbrofine — New C18-diterpene alkaloids from Aconitum umbrosum

Two new alkaloids — umbrofine and 6-acetylumbrofine — have been isolated fromAconitum umbrosum, and their structures have been established on the basis of spectral characteristics.Institute of Chemistry of Plant Substances, Uzbekistan Republic Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedenini, No. 1, pp. 73–77, January–February, 1993.     

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.     

Alkaloids of the epigeal part of Aconitum talassicum. Structure of actaline

The epigeal part ofAconitum talassicum M. Pop. has yielded, in addition to five alkaloids known previously, kobusine, pseudokobusine, and the new alkaloid actaline. The structure of the latter has been established on the basis of an x-ray structural analysis. Actaline is the first C₂₀ diterpene alkaloid with a lycoctonine skeleton.Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, Vol. 1, pp. 39–44, January–February, 1989.