Quantitative composition of the resin acids produced by the coniferous species of the USSR

Conclusions 1. The chemical composition of mixtures of resin acids isolated from the balsams of native conifer species, Scotch, Crimean, and Siberian pines andP. hamota andP. pityusa, Norway spruce, and Siberian larch, has been studied by the GLC method.2. The following resin acids are present in the balsams: pimaric, sandaracopimaric, levopimaric, palustric, isopimaric, abietic, dehydro- and dihydroabietic, neoabietic, four acids of undetermined chemical structure, and fatty acids. The balsams differ in the quantitative composition of the resin acids that they contain.Institute of Physical Organic Chemistry, Academy of Sciences of the Belorussian SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 539–541, September–October, 1970.     

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.     

Investigation of the biological properties of Central Asian sea buckthorn growing in the province of Kansu (China)

The Central Asian sea buckthorn growing in the province of Kansu in China (Hippophaë rhamnoides L.,subsp. turkestanica Rousi) [1] has been studied for the presence of biochemical substances: amino acids, microelements, proteins, carbohydrates, lipids, free fatty acids, vitamins A and C, and flavonoids. A comparison of it with Chinese sea buckthorn in relation to a number of biochemical components has been made.Analytical and Experimental Center, Kansu Province, Lan-chow, China. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 135–137, January–February, 1991.     

Oxygenated acids of the reserve lipids of Rumex paulsenianus

The composition of the fatty mono- and dihydroxy acids of the fruit ofRumex paulsenianus Rech. fil. (familyPolygonaceae) has been determined by a combination of IRS, UVS, GLC, and mass-spectrometric methods. (22) Monohydroxy acids of the C₁₄–C₂₀ series, including isomers and isologues, and four dihydroxy acids from C₁₈ to C₂₀, including a new isomeric 9-OH-10, 12–17:2 acid have been detected.Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 762–765, November–December, 1991.     

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.     

Phospholipids of the seeds of two species of Erysimum

Summary The phospholipid complexes of the seeds ofErysimum diffusum andE. sylvestris have been investigated. It has been found that the amount of phospholipids in the seeds ofE. diffusum is lower than in those ofE. sylvestris, but their qualitative compositions are similar. The fatty-acid compositions of the triglycerides and of the total phospholipids of the two plants investigated have been studied. It has been established that the total phospholipids of the species ofErysimum under consideration and individual fractions of them differ by the degree of saturation and the qualitative and quantitative composition of the acids that they contain and, consequently, the phospholipids present in greatest amount differ in their molecular compositions.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 623–627, September–October, 1977.     

Neutral diterpenoids of oleoresins of five species of conifers of Transcarpathia

The compositions of the neutral diterpenoids of the oleoresins of five species of conifers growing in the Transcarpathia have been studied. It has been found that the oleoresins ofAbies alba M.,Larix decidua M., andPicea excelsa L. contain more than 50% of neutral diterpenoids. The group and qualitative compositions of the oxygen-containing diterpenoids have been determined. In the oleoresins ofAbies alba,Picea excelsa, andPicea abies tertiary alcohols — cis-abienol and isocembrol — predominate, while inLarix decidua the main component is the hydroxy ester larixyl acetate. Primary alcohols related to the resin acids have been found in all the oleoresins investigated. Features of the distribution of diterpenoids according to the species of conifers have been revealed. The results obtained are necessary for the chemotaxonomy of conifers of the family Pinceae.Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Translated from Khimiya Prirodynkh Soedinenii, No. 6, pp. 812–816, November–December, 1988.     

Phytochemical study of Centaurea cyanus

Flavonoid aglycons (quercetin, kaempferol, isorhamnetin, apigenin, luteolin, hispidulin) and their glycosides, and caffeic, chlorogenic, neochlorogenic, and isochlorogenic acids have been isolated from the epigeal part of theCentaurea cyanus L. and have been identified, and ten amino acids have also been identified.Kursk State Medical Institute. Translated from Khimiya Prirodynkh Soedinenii, No. 6, pp. 792–795, November–December, 1988.     

Lipids of the seeds ofPaliurus spina-christi

The composition of the unsaturated and oxidized fatty acids and steroids of the lipids of the seeds ofPaliurus spina-christi has been determined. Among the unsaturated acids the 20:1 (11) was detected, while the 18:1 and 18:2 acids predominate. The oxidized acids are represented by the sum of the 9,10(12,13)-epoxy-12(9)-18:1, the 9,10-epoxy-18:0, the oxo-18:1, the oxo-18:2, the 12-hydroxy-9-18:1, and the 9-hydroxy-10,11-18:2 acids. The main component of the sterols is -sitosterol. It has been found that the composition of the acylglycerols of the lipids of the seeds ofP. spina-christi gathered in different years is variable.I. G. Kutateladze Institute of Pharmatochemistry, Academy of Sciences of the Georgian SSR, Tbilisi. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 322–326, May–June, 1985.     

The synthesis of amino acids by reaction of an electrophilic glycine cation equivalent with carbon nucleophiles

Acetate 1, a glycine cation equivalent, is reacted with organocopper reagents to yield products 2, which can readily be converted to the higher amino acids. This method provides access to aryl-substituted amino acids as well as amino acids containing a β-tertiary carbon.     

Synthesis and Electrochemical Reduction of Nitro-Alkanephosphonates

Abstract

As a continuation of our research program [l, 2], directed to the synthesis of aminoalkanephosphonates, we present here the synthesis of 1-amino-nitroalkanephosphonid acids 5, prepared according to eq. 1. The electrochemical reduction of amino acids 5 to the derivatives 6 and 7 (eq. 2) have been investigated.     

Synthesis of Amimoalkaejediphosphonic Acids

Abstract

Recently we have reported the application of N-diisobutylaluminoimines, generated in situ from nitriles and diisobutylaluminium hydride (Dibal-H), for the synthesis of 1-aminoalkanephosphonic acids [l]. In this paper we would like to present our results on the synthesis of 1-aminoalkanediphosphonic acids. Thus, starting from halogenonit-riles 1 (X = F, C1, Br), and following the procedure presented schematically by eqns. 1 and 2, 1^?amino-halogenoalkanephosphonic acids 3A and 1-aminoalkanediphosphonic acids 4A have been obtained in moderate to good yields.     

A Simple and Mild Procedure for the Preparation of Bile Acid Methyl Esters

Bile acid ester are useful intermediates in reaction schemes yielding bile alcohols^2–5 and other acid derivatives. Reported methods for the preparation of bi le acid methyl or ethyl esters consist of dissolving the bile acid in a large excess of absolute alcohol (ei ther methanol or ethanol) containing a catalytic amount of concentrated mineral acid (either hydrochloric or sul furic). Alternately bile acid methyl esters have been prepared using diazomethane thus avoid the use of strong mineral acids. This very simple methods, presented howe ver several drawbacks. In the former method, the use of strong mineral acids, expecially hydrochloric acid, on polyhydroxy steroids, such as bile acids, can often cau se the formation of undesirable side products.     

Determination of glycuronic acids by high-performance anion chromatography with pulsed amperometric detection

Summary Acid hydrolysis (0.25M H₂SO₄) coupled with enzyme catalysis (pectolyase and β-D-glucuronidase) were employed to extract galacturonic and glucuronic acids from microbial polysaccharides, plant residues, animal wastes, sewage sludge and soil. The glycuronic acids were separated by high-performance anion chromatography (HPAC) on a strong anion-exchange column using 0.1M sodium hydroxide with 0.25M sodium acetate as the mobile phase and determined by pulsed amperometric detection (PAD). HPAC-PAD was found to be superior to high-performance liquid chromatography with ultra-violet (UV) detection in terms of resolution and sensitivity of glycuronic acids. HPAC-PAD was not subject to interferences present with low UV detection (210 nm) and was highly selective for glycuronic acids. Enzymatic hydrolysis after treatment with mild acid (0.25M H₂SO₄) released galacturonic acids from orange peel and pectin, while glucuronic acid was released from Acacia powder. Large amounts of glycuronic acids were also extracted from plant materials. Low levels of uronic acids were detected in poultry manure, sewage sludge and organic-amended soils.     

SULFONATION OF 9-ALKYLANTHRACENES

Abstract

The reaction of anthracene, 9-phenylanthracene and some 9-alkylanthracenes with dioxan-SO₃ has been studied. Anthracene yields the 1-, 2- and 9-sulfonic acid in a ratio of 24 : 6 : 70. 9-Phenyl- and 9-neopentyl-anthracene both yield a mixture of the 4- and 10-sulfonic acids in a ratio of 33 : 67 and 15 : 85 respectively. Unexpectedly, 9-methylanthracene yields, in a more rapid reaction, exclusively 9-anthrylmethanesulfonic acid (1, R[dbnd]H) 9-Alkylanthracenes of which the alkyl group contains at least one α-H yield as main product (s) the α-sulfonic acids 1 and/or (depending on the further structure of the alkyl group) the sulfonic acids 2–4.     

Aspects of tautomerism. Part 16. Influence of the y-keto function on the reactions of sulphonic acids

Reaction of sodium 2-formylbenzenesulphonate (1) with thionyl chloride or phosphorous pentachloride gives a mixture of pseudo (2) and normal (3) sulphonyl chlorides. Whereas ammonium 2-carboxybenzenesulphonate (6) gives only the normal sulphonyl chloride (7) on reaction with thionyl chloride, a mixture of normal (7) and pseudo (8) isomers are formed on reaction with phosphorous pentachloride. Sodium 2-benzoylbenzenesulphonate (15), on the other hand, gives the corresponding normal sulphonyl chloride (16) on reaction with both of the reagents mentioned above. Based on these observations it is concluded that γ-keto sulphonic acids are amenable to the influence of γ-carbonyl group as in the case of γ-keto carboxylic acids but to a lesser extent.     

Polysaccharides of brown algae

Conclusions A sulfated peptidoglycuronoglycan, pelvecyan, has been isolated from the brown algaP. wrightii. Its carbohydrate moiety contains D-galactose, D-mannose, D-xylose, L-fucose, and hexuronic acid residues. The polypeptide component consists of 16 amino acids and may be bound to the polysaccharide moiety by ionic bonds.Pelvecyan is similar in nature and properties to sargassan, which was isolated from the brown algaSargassum pallidum.Khimiya Prirodnykh Soedinenii, Vol. 6, No. 4, pp. 400–402, 1970     

Lipopolysaccharides of marine blue-green algae

The lipopolysaccharides (LPSs) have been isolated from two blue-green algae,Oscillatoria hilderbrandtii andNostoc sp. by the method of phenol-water extraction. The LPSs contain polysaccharide and lipid components. The polysaccharide fraction fromO. hildebrandtii consists predominantly of 1,3-bound rhamnose residues with a substituent in the second position. The rhamnose residues in the polysaccharide fraction ofNostoc are connected by 1,3- and 1,2-glycosidic bonds. The lipid components of the LPSs fromO. hilderbrandtii andNostoc consist of palmitic and steric acids, with glucosamine and glucose.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 493–496, July–August, 1985.     

Oil of the seeds of Hibiscus syriacus

Summary The physical and chemical properties and the fatty acid and triglyceride compositions of the oil ofHibiscus syriacus L. have been investigated. The oil was found to contain 16.87% of the cyclopropenoid acids malvalic and sterculic acids.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 719–722, November–December, 1973.     

Separation of Orthophthalaldehyde/Ethanethiol Derivatives of Taurine and Closely Eluting Amino Acids by High Performance Liquid Chromatography

Abstract

In studies of the reverse phase, HPLC analysis of amino acids employing precolumn derivatization with o-phthalaldehyde and ethanethiol, it was shown that α-amino-n-butyric acid, β-amino-isobutyric acid and taurine coeluted in the acetonitrile/aqueous phosphate solvent system. By using a ternary solvent system of acetonitrile/tetrahydrofuran/aqueous phosphate buffer and efficient 5- and 10-μm octadecylsilane packings, the co-elution problem has been resolved. This modified chromatographic system is now being used to quantitatively determine taurine and other closely eluting amino acids in a variety of physiological fluids in order to clarify the role of taurine in human development.