Triacylglycerols of the seeds and fruit flesh ofMandragora turcomanica

The triacylglycerols (TAGs) of the seeds and fruit flesh ofManagora turcomanica have been investigated for the first time using the methods of mass spectrometry and enzymolysis. It has been found that in the TAGs of the seeds the 182 acids undergo specific esterification in the sn-2 position, while in the TAGs of the flesh this position is acylated by 181 and 182 acids. For both parts of the fruit the main TAG species is sn-1(3)-oleoyldilinoleate, and the main types are represented by triunsaturated and monounsaturated-diunsaturated glycerides.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. 2, pp. 322–326, May–June, 1999.     

A chemical study of plants of the Mongolian flora lariside — A new scopoletin glycoside fromSalsola laricifolia

A new coumarin glycoside lariside — C₂₁H₂₆O₁₃, mp 155–156°C (from methanol) — has been isolated from the epigeal part ofSalsola laricifolia Turcz. et Litw. On the basis of acid hydrolysis and spectral characteristics the structure of lariside has been established as 7-[O--D-apiofuranosyl-(1 2)--D-glucopyranosyloxy]-6-methoxy-2H-1-benzopyran-2-one.Institute of Chemistry, Academy of Sciences of the Mongolian Peoples' Republic, Ultan-Bator. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 288–291, May–June, 1986.     

Synthesis of glycosides of gypsogenin and of gypsogenic acid by the orthoester method

Summary 1. Gypsogenin 3--D-glucopyranoside has been obtained for the first time.2. The natural 3-(-D-xylopyranoside) of gypsogenic acid (saponaroside) has been synthesized.Institute of Organic and Physical Chemistry, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 373–377, May–June, 1975.     

Chrysin and its derivatives in plants of the genusScutellaria

Summary 1. A glycoside (II) identified by chrysin 7--glucopyranosiduronic acid has been isolated from the epigeal part ofScutellaria scordiifolia in a yield of 2.0–2.2%.2. A glycoside (IV), characterized as 2-methoxychrysin 7--D-glucopyranosiduronic acid has been isolated from the roots ofS. granulosa.3. This is the first time that chrysin and 2-methoxychrysin and their 7-glucuronides have been isolated from theScutellaria species mentioned.Khar'kov Scientific-Research Institute of Pharmaceutical Chemistry. Ukrainian Zonal Research Station for Medicinal Plants, Poltava. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 730–735, November–December, 1976.     

Composition and structure of the triacylglycerols ofHippophaë rhamnoides seeds

The composition and structure of the triacylglycerols (TAGs) of the seeds of ripe fruit of the sea buckthorn of the Dar Katuni, Maslichnaya, and Shcherbinka-1 varieties have been investigated with the aid of lipase hydrolysis. The amounts of fatty acid (FA) residues in the 2-positions of the TAGs, the concentrations of the FAs in the 1,3-positions, the position-type and position-species compositions of the TAGs, and also the values of the enrichment factors (EFs) and inclusion-selectivity factors (SFs) of the unsaturated FAs in the positions of the TAGs were determined. As in the seeds of the majority of other plants, in the sea buckthorn it is mainly the unsaturated FAs that are concentrated in the 2-positions of the TAGs (mol. %): linoleic (L, 47–49.6); linolenic (Le, 32.4–36.9), and oleic (0, 12.8–18.5). The EF and SF values for the O, L, and Le acids in the TAGs of the Dar Katuni variety were, respectively, 1.11, 1.21, and 0.97, and 1.00, 1.10, and 0.88. In contrast to the TAGs of the flesh of sea buckthorn fruit, palmitoleic acid is a minor component of the TAGs of the seeds (0.6–0.9 mol.%). Among the types of TAGs, trisaturated (72.4–76.2) and monosaturated-diunsaturated (22.1–25.3) predominate. According to calculation, the seeds may contain from 57 (Maslichnaya) to 98 (Shcherbinika-1) position-species of TAGs with concentrations >0.01 mol.%. The predominating species among them are LLLe (11.5–14.1), LLeLe (7.8–10.5), LeLLe (5.5–7.2), and LLL (6.0–6.9). The composition and structure of the TAGs of the seeds have also been reliably established with the aid of a mathematical method based on Litchfield's empirical formulas for determining the amounts of FAs in the 2-positions of TAGs.Institute of Plant Physiology, Academy of Sciences of the USSR, Moscow, and Gor'ki Agricultural Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 52–57, January–February, 1987.     

Study of the catechins and proanthocyanidins ofQuercus robur

More than 20 compounds have been isolated from the bark ofQuercus robur. Monomers: (–)-epicatechin, (–)-epicatechin gallate, (+)-catechin, (+)-catechin gallate, (+)-gallocatechin, (–)-epigallocatechin, and (–)-epigallocatechin gallate; dimeric proanthocyanidins: (+)-catechin-(4-8)-(+)-catechin, 3-O-galloyl-(+)-catechin-(4-8)-3-O-galloyl-(+)-catechin, 3-O-galloyl-(+)-gallocatechin-(4-8)-(+)-gallocatechin, (–)-epicatechin-(4-8)-3-O-galloyl-(–)-epigallocatechin gallate, 3-O-galloyl-(–)-epicatechin-(4-8)-3-O-galloyl-(–)-epigallocatechin, 3-O-galloyl-(–)-epigallocatechin-(4-8)-(+)-catechin; and oligomeric proanthocyanidins: D14-D19.Materials presented at the IInd International Symposium on the Chemistry of Natural Compounds (SCNC, Eskiehir, Turkey, October, 22–24, 1996).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. 6, pp. 819–833, November–December, 1997.     

Unsaponifiable substances of the lipids of the leaves ofHibiscus sp

The unsaponifiable substances of the lipids of the leaves ofHibiscus sp. have been studied. The compositions have been found of seven classes of compounds: hydrocarbons, carotenoids, tocopherols, isoprenols, triterpenols, and phytosterols and their esters.The materials of the paper were presented at the IInd International Symposium on the Chemistry of Natural Compounds (SCNC, Turkey, Eskiehir, October 22–24, 1996).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, Vol. 33, No. 1, pp. 49–51, January–February, 1997.     

Polysaccharides ofUngernia. XV. A study of the pectin substances of the leaves ofUngernia tadschicorum

Pectin substances have been isolated from the leaves ofUngernia tadschicorum and characterized. A galacturonan has been obtained by partial hydrolysis. On the basis of the results of IR spectroscopy and periodiate — nitric acid oxidation, its structure has been established as an -14-bound polymer-homolog.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, FAX (3712) 62 73 48. Translated from Khimiya Prirodnykh Soedinenii, No. 3, 320–322, May–June, 1994.     

Polysaccharides ofEremurus. XXI. Pectin substances of the leaves ofEremurus regelii

The pectin substances have been isolated fromEremurus regelii Vved., their qualitative and quantitative monosaccharide compositions have been determined, and their physicochemical properties have been studied. The partial hydrolysis of the pectin gave a galacturonan. On the basis of the results of periodate-nitric acid oxidation, enzymatic hydrolysis, and methylation it has been shown that in the galacturoman the galacturonic acid residues are linked by -(1 4)-glycosidic bonds.Deceased.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 172–174, March–April, 1985.     

Diterpenoids ofPulicaria salviifolia. III. The structure of salvicinin

The new diterpene acid salvicinin has been isolated from the epigeal part ofPulicaria salviifolia and its structure has been established as 15-acetoxy-6-hydroxy-trans-cleroda-3,13-dien-19-oic acid. A capacity of salvicinin for undergoing lactonization in the presence of acetic anhydride has been revealed, and the lactone formed has been isolated and chracterized.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Fax (3712) 62 73 48. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 246–249, March–April, 1994.     

Kinetics of the thermal and photochemical decomposition of aquapentacyanoferrate(III) in aqueous solution

Summary The kinetics of the thermal and photochemical decomposition of aquapentacyanoferrate(III) ion in aqueous solution in the presence ofo-phenanthroline was studied spectrophotometrically. The first-order rate constant (k ) at 30° C [I=1 M(NaCl)] for the thermal reaction is (1.49±0.13)×10^–6 s^–1 with H =(158±7)kJ mol^–1 and S=(42±4) JK^–1 mol^–1. The initial quantum yield for the photochemical reaction at pH=7 is independent of the light intensity and is (1.49±0.33)×10^–2 mol einstein^–1.A communication on this subject was presented at the XVI Latinamerican Chemistry Congress held at Rio de Janeiro. Brasil, October 14–20, 1984.     

Use of double proton resonance to establish the structure of lignans of the arylnaphthalene series. The structure of daurinol

On the basis of the results of a study of PMR spectra with the use of double proton resonance, the promising nature of this method for determining the structures of lignans of the arylnaphthalene series has been shown and the structure of a new lignan, daurinol, isolated fromHaplophyllum dauricum has been established as the lactone of 6-hydroxy-3-hydroxymethyl-7-methoxy-1-(3,4-methylenedioxyphenyl)-2-naphthoid acid.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 19–23, January–February 1983.     

Electron-transfer kinetics and mechanism of the reduction of octacyanometallates(IV) (M = Mo,W) by hydroxide ion in aqueous solution

Summary The kinetics of the reduction of octacyanometallates(IV) in alkaline aqueous medium have been studied spectrophotometrically. The experimental results are in agreement with following rate law:-d[M(CN) _inf8 ^sup3– ]/dt = k _obs[M(CN) _inf8 ^sup3– ]²[OH^–][Na⁺] where k _obs = 4.1 × 10^–2M^–3s^–1 (Mo) and 4.0 × 10^–4 M^–3 s^–1 (W). The rate data were used to calculate the thermodynamic activation parameters H and S . A mechanism of the reaction is discussed.On leave from Faculty of Chemistry, Forest Engineering Institute, Archangelsk, Russia.     

A peucedanol glucoside fromPhlojodicarpus turczaninovii

The new coumarin peucedanol 3--D-glucopyranoside (I), C₂₀H₂₆O₁₀·C₂H₅OH, mp 160–162°C, has been isolated from an ethanolic extract of the epigeal part ofPhlojodicarpus turczanovii growing in the Monoglian People's Republic (Gobi-Altai). The acid hydrolysis of (I) formed D-glucose and peucedanol (II), and also decursinol and marmesin. The results of IR, UV, PMR, and¹³C NMR spectroscopy are given.Institute of Chemistry, Academy of Sciences of the Mongolian People's Republic, Ulan-Bator. Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 190–192, March–April, 1985.     

Triterpene saponins fromThalictrum minus. V. Structure of thalicoside B

The epigeal part ofThalictrum minus L. has yielded a new bidesmoside — thalicoside B — which has the structure of oleanolic acid 28-O--D-glucopyranoside 3-O-[O--L-rhamnopyranosyl-(1 2)-O--D-glucopyranosyl-(1 3)--L-arabinopyranoside].Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR; A. A. Zhdanov Irkutsk State University; and Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 670–676, September–October, 1985.     

Interaction of fluorine-containing 1,3-dicarbonyl compounds with polyamines

In the reaction of fluorinated copper(II) 1,3-diketonates with diethylenetriamine (or triethylenetetramine) in CHCl₃, N,N-bis(1,3-aminovinylketones) are formed in 21–35% yields. Fluorine-containing 1,3-diketones and 1,3-ketoesters, upon interaction with polyamines without solvent, undergo acid cleavage, forming the corresponding amides. The copper(II) 1,3-ketoesterates are readily cleaved in CHCl₃ at 25°C in excess triethylenetetramine or ethylenediamine.Department of Fine Organic Synthesis, Institute of Organic Chemistry, Ural Branch, Russian Academy of Sciences, 620219 Ekaterinburg. Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 11, pp. 2591–2596, November, 1992.     

Catechins and proanthocyanidins ofAlhagi sparsifolia. I

Ten individual compounds have been isolated from the epigeal part ofAlhagi sparsifolia Shap. in various stages of vegetative growth. Their structures have been established by a study of PMR spectra, physicochemical properties, and the products of chemical transformations: (–)-epicatechin, (–)-epigallocatechin, (–)-epigallocatechin gallate, (+)-catechin, (+)-gallocatechin, proanthocyanidin B-2, (–)-epigallocatechin-(4–8)-(–)-epicatechin, epigallocatechin gallate-(4–8)-(–)-epicatechin, proanthocyanidin B-1, and (–)-epicatechin-(4–8)-gallocatechin.The materials of this paper were presented at the Second International Symposium on the Chemistry of Natural Compounds (SCNC, Eskiehir, Turkey, October 22–24, 1996).Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 232–237, March–April, 1997.     

Triterpenes from the leaves ofBetula ermanii

Summary From the unsaponifiable fraction of an ethereal extract of the leaves ofBetula ermanii a new triterpene of the dammarane series — 20,24-epoxydammarane-3,6,25-trol (II) — and its 6-O-acetyl derivative (I) have been isolated.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center of the Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 587–590, September–October, 1978.     

Structure and stereochemistry of lapidin

The roots ofFerula lapidosa Eug.Korov. have yielded lapidin, C₂₀H₃₀O₄, mp 80–81°C (hexane), []D²⁰ +166° (c 1.5; chloroform) — an ester of a new carotane alcohol lapidol and angelic acid. A structure and absolute configuration has been suggested for it on the basis of chemical transformations and spectral characteristics.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedenii, No. 3, pp. 318–323, May–June, 1981.     

Triterpene glycosides ofThalictrum squarrosum I. Structure of squarrofuric acid

Squarrofuric acid has been isolated fromThalictrum squarrosum by the acid hydryolysis of a methanolic extract. It is suggested that is is an artefact formed on hydrolysis and has the structure of 3, 30-dihydroxy-22,25-epoxylanost-9(11)-en-21-oic acid.¹H and¹³C NMR spectra are given for squarrofuric acid and nine of its derivatives. The mass-spectral characteristics and physicochemical constants of the compounds studied are presented.Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Irkutsk State University. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 376–384, May–June, 1987.