Lipids of the seeds of Cynoglossum officinale

The compositions of the lipids and fatty acids of the seeds ofCynoglossum officinale, familyBoraginaceae have been established. The bulk of the lipids consisted of netural compounds (95.2%), while the amounts of glycolipids and phospholipids were 3.1 and 1.7%, respectively. Among the fatty acids, in addition to the usual components, acids characteristic for theBoraginaceae family have been found: 18:3 (6, 9, 12), 18:3 (9, 12, 15), 18:4 (6, 9, 12, 15), 20:1 (11), 22:1 (13), and 24:1 (15).Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent. South Urals Reservation, Bashkir. Institute of Chemistry, Bashkir Scientific-Center, Urals Branch, Russian Academy of Sciences, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 758–762, November–December, 1991.     

Hydroxy acids of the reserve lipids of Galeopsis bifida

The structures of fatty monohydroxy acids of the lipids of the seeds ofGaleopsis bifida Boenn. have been studied by the methods of chromatographic, spectral, and chemical analysis. (31) Acids with chain lengths of from 14 to 20 carbon atoms, with from 0 to 3 double bonds, and with the hydrolyls in positions characteristic for the products of the direct hydroxylation and the lipoxygenase and photosensitized oxidation of unsaturated fatty acids were detected. Of them, the 13-OH-9Z, 11E-17:2, the 15-OH-9, 12-18:2, the 16-OH-9, 12-18:2, and 17-OH-11, 14-20:2 acids were new, while this is the first time that the 15-OH-9Z, 12Z, 16E-18:3 acid has been described as a natural compound. The behavior of the TMS derivatives of the hydroxy acids on a polyester phase in GLC is discussed.Institute of the Chemistry of Plant Substances, Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 744–753, November–December, 1991.     

Neutral lipids of the seeds of Eremostachys moluccelloides

Summary From the sum of the neutral lipids of the seeds ofE. moluccelloides we have isolated the natural di-and monoglycerides, have determined their structure, and have established that these classes of lipids contain a higher amount of saturated acids in the position than the triglycerides of the seeds.It has also been established that in the hydrolysis of natural diglycerides with the nonspecific lipase of the fungusO. lactis synthetic triglycerides are formed that differ from natural triglycerides by an increased amount of saturated acids.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Microbiology Division of the Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 44–48, January–February, 1978.     

Lipids of the seeds of Cynoglossum officinale

The compositions of the lipids and fatty acids of the seeds ofCynoglossum officinale, familyBoraginaceae have been established. The bulk of the lipids consisted of netural compounds (95.2%), while the amounts of glycolipids and phospholipids were 3.1 and 1.7%, respectively. Among the fatty acids, in addition to the usual components, acids characteristic for theBoraginaceae family have been found: 18:3 (6, 9, 12), 18:3 (9, 12, 15), 18:4 (6, 9, 12, 15), 20:1 (11), 22:1 (13), and 24:1 (15). Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent. South Urals Reservation, Bashkir. Institute of Chemistry, Bashkir Scientific-Center, Urals Branch, Russian Academy of Sciences, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 758–762, November–December, 1991.     

Hydroxy acids of the reserve lipids of Galeopsis bifida

The structures of fatty monohydroxy acids of the lipids of the seeds ofGaleopsis bifida Boenn. have been studied by the methods of chromatographic, spectral, and chemical analysis. (31) Acids with chain lengths of from 14 to 20 carbon atoms, with from 0 to 3 double bonds, and with the hydrolyls in positions characteristic for the products of the direct hydroxylation and the lipoxygenase and photosensitized oxidation of unsaturated fatty acids were detected. Of them, the 13-OH-9Z, 11E-17:2, the 15-OH-9, 12-18:2, the 16-OH-9, 12-18:2, and 17-OH-11, 14-20:2 acids were new, while this is the first time that the 15-OH-9Z, 12Z, 16E-18:3 acid has been described as a natural compound. The behavior of the TMS derivatives of the hydroxy acids on a polyester phase in GLC is discussed.     

New oxo acids of the seed oil ofGaleopsis bifida

Oxoacylglycerols have been isolated from the lipids of the seeds ofG. bifida that contain in any of the three positions of the molecule a set of the 9(10)-oxo-18:0, 12-oxo-9-18:1, 9(10)-oxo-10(8)-18:1, 9-oxo-10,12-18:2, and 12(13)-oxo-9,13,15-(9,11,15)-18:3 acids.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 286–291, May–June, 1984.     

Fatty acid composition of the lipids of the seeds ofHelleborus abchasicus

The main class — the free fatty acids — of the lipids of the seeds of the second vegetation phase ofHelleborus abchasicus A. Br. has been studied. The analysis of the composition and structure of the fatty acids in the lipids of the seeds showed the presence of a set of known but rarely encountered acids: 20:0; ¹¹-20:1; ^11,14-20:2; and ^11,14,17-20:3.I. G. Kutateladze Institute of Pharmacochemistry, Academy of Sciences of the Georgian SSR, Tbilisi. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 565–568, September–October, 1983.     

Phosphates and amidophosphites based α-D-methylglucoside

Conclusions Reaction of-D-methylglucoside with triethyl and tris(N-diethylamido) phosphites yielded 10-hydroxy-8-methoxy-9-diethoxyphosphinoxy- and 8-methoxy-9,10-bis(diethoxyphosphinoxy)-3-ethoxy-2,4, 7-trioxa.-3-phosphabicyclo [4.4.0]decanes (IIa.) and (IIIa.) and also 10-hydroxy-8-methoxy-9-(N-diethylamidophosphinoxy)-and 8-methoxy-9,10-bis(N-diethylamidophosphinoxy)-3-N-diethylamido-2,4, 7-trioxa-3-phosphabicyclo[4.4.0] decanes (IIb) and (IIIb).Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1624–1625, July, 1969.     

Composition of the neutral lipids of Chlorella vulgaris

Summary The qualitative and quantitative compositions of the neutral lipids and the fatty-acid composition of the individual classes of neutral lipids isolated from fresh, freeze-dried, and air-dry cells of the algaChlorella vulgaris have been investigated.The presence of natural fatty acid methyl esters in the lipid extract of the fresh and air-dry chlorella cells has been established.It has been shown that the fatty acid methyl ester fraction is enriched with palmitic acid as compared with the triglyceride and free fatty acid fractions.The main unsaturated acids of the chlorella lipids contain the first double bond in the ⁹ position.Division of Microbiology of the Academy of Sciences of the Uzbek SSR, Tashkent. Institute of the Chemistry of Plant Substances, Academy of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 49–53, January–February, 1978.     

Alkaloids of Ziziphus jujuba the structure of juziphine and juzirine

Summary Six bases have been isolated from the leaves of the plantZiziphus jujuba Mill. family Rhamnaceae, cultivated in Tashkent: coclaurine, which has been isolated previously, and isoboldine, norisoboldine, asimilobine, which have been isolated for the first time, and the new juziphine and juzirine. It has been established that juziphine has the structure of 8-hydroxy-1R-(4-hydroxybenzyl)-7-methoxytetrahydroisoquinoline, and juzirine that of 7-hydroxy-1-(4-hydroxybenzyl)-6-methoxyisoquinoline.Juziphine has also been isolated from the epigeal part ofCorydalis gortschakovii.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 239–243, March–April, 1977.     

A new ornithine-containing lipid from Actinomyces no. 660-15

Summary From the sum of the cell lipids ofActinomyces No. 660-15 we have isolated a new ornithine-containing lipid the molecule of which is constructed of residues of L- and L--hydroxy fatty acids and L-ornithine.M. M. Shemyakin Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 145–153, March–April, 1972.     

Investigation of the fatty oil of the seeds ofPrangos pabularia Lindl

Summary The seeds of the resin-bearing plantPrangos pabularia Lindl. contain 17–19% of a complex mixture of substances extractable with petroleum ether, including 6.54% of fatty oil. The following saturated acids have been found in the oil: behenic, arachidic, stearic, and palmitic; and the following unsaturated acids: linoleic, oleic, and petroselinic, which is characteristic for the family Umbelliferae.The non-glyceride complex of the oil has been shown to contain -carotene and another pigment of undetermined structure, the hydrocarbon n-nonacosane, and, two coumarin derivatives, osthol and another with mp 109°, the structure of the latter not having been established.Khimiya Prirodnykh Soedinenii, Vol. 1, No. 3, pp. 202–208, 1965     

Lipids ofGlycyrrhiza glabra roots

A petroleum ether extract ofGlycyrrhiza glabra L. roots was investigated. The extract contains 70% neutral lipids and 30% polar lipids. Hydrocarbons, sterols esters, triacylglycerols, free fatty acids, free sterols, and diacylglycerols were identified. The fatty acid contents of all of the acyl-containing lipids were determined. Fourteen fatty acids were identified; the 18 2 fatty acid prevails among the unsaturated acids, and the 16 0 acid prevails among the saturated acids.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 367–370, February, 1995.     

A new acid from the oil of the seeds of Sambucus nigra

Summary A new keto hydroxy acid (I) C₁₈H₃₀O₆ has been isolated from the fatty oil of the seeds ofSambucus nigra in an amount of 2% of the total fatty acids. A study of its chemical properties and spectral characteristics has shown that it is probably 11-hydroxy-9,15,16-trioxooctadeconoic acid, and that it consists of a keto-enol mixture containing about 30% of the two equiprobable tautomers (II and III); it has been given the name of caprifolonic acid.Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 3–8, January–February, 1972.     

Lipids ofCalendula officinalis

The lipids of the seeds and of extracts of the leaves and flowers ofCalendula officinalis L., fam. Asteraceae, have been analyzed. The amount of neutral lipids in the seeds was 15.7%, that of phospholipids 0.6%, and that of glycolipids 0.9%. Among the fatty acids of the neutral lipids of the seeds, in addition to the usual components, we found the 183 (trans-8, trans-10, cis-12) acid that is characteristic for the Calendulae tribe.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (3712) 40 64 75. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 298–301, May–June, 1998.     

Seed oils of four species of the family Caprifoliaceae

Summary The fatty-acid and triglyceride compositions of the oils of the seeds of four species of Central Asian representatives of the family Caprifoliaceae have been studied. A great diversity of the fatty acids in the oil ofSambucus nigra has been established; this differs from the other oils studied by a high content of linolenic acid (more than 30%). It has been shown that the distribution of the acyl radicals in the triglycerides corresponds to the law of random distribution. All the oils contain about 1–2% of hydroxy keto acids occupying the -position in the triglycerides.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 435–439, July–August, 1974.     

Lipids of <Emphasis Type="Italic">Thermopsis alterniflora</Emphasis> bean seeds and shells

The lipid groups and fatty-acid composition of Thermopsis alterniflora (Leguminosae) bean seeds and shells were established. It was shown that shell lipids have a greater content of unsaponified substances, galactolipids, and esterfied unsaturated 18:1, 18:2, and 18:3 acids (75% total) than seed lipids.Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 438–440, November–December, 2004.This revised version was published online in April 2005 with a corrected cover date.     

The seed oil of Rindera oblongifolia

Summary The oil of the seeds ofRindera oblongifolia, family Boraginaceae, growing in Central Asia, has been studied for the first time. Among the acids of the triglycerides of the oil five types of monoenoic acid differing by the length of the carbon chain but having the same length of the terminal carbon chain — 18:1⁹, 20:1¹¹, 22:1¹³, 24:1¹⁵, and 26:1¹⁷ — have been detected for the first time. This is the first time that the last of these acids has been found in a seed oil of this family.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 26–29, January–February, 1976.     

Coumarin composition of the roots, stems, and fruit of Prangos lophoptera

Summary The coumarin composition of the roots, stems, and fruit ofPrangos lophoptera has been studied; in addition to known coumarin derivatives two new compounds have been isolated and have been calledisogosferol (XIII) andlophopterol (XIV).On the basis of a study of the IR, mass, and NMR spectra, and chemical properties of the latter, the most probable structure of 6-(3-hydroxy-1,2-ethoxyisopentyl)-7-methoxycoumarin has been proposed for it.Leningrad Sanitary-Hygienic Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 708–710, November–December, 1974.