Triterpene glycosides ofScabiosa soongorica III. The structure of songorosides M and O

Summary The structures of songorosides M and O — a hexaoside and heptaoside of oleanolic acid, respectively — have been established. Both glycosides contain gentiobiose in the acyloside moiety. The glycosidic carbohydrate chains of songorosides M and G attached to the C₃ hydroxyl are identical. The O-glycosidic sugar components of songorosides O and I are also identical.Institute of Physiology and Experimental Pathology, High-Mountain Regions of the Academy of Sciences of the Kirgiz SSR, Frunze. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodynkh Soedinenii, No. 4, pp. 476–479, July–August, 1976.     

Crystalline and molecular structures of the alkaloid delcosine

The molecular and crystalline structures of the diterpene alkaloid delcosine (iliensine) have been investigated by x-ray structural analysis. It has been confirmed that the OH group in ring A is located at C(1) and has the orientation. The rings in the molecule have the following conformations: A, B, and D — boat; C and F — envelope; E — chain. The ring linkages are: A/B — trans; A/E — cis; B/C — cis; B/D — cis; B/F — cis. The conformations and linkages of the rings are identical with those observed in lycoctonine.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 754–758, November–December, 1983.     

Triterpene glycosides ofHedera colchica. Structure of hederacolchisides E and F

The leaves of Colchis ivy (family Araliaceae) have yielded polar glycosides — hederacolchisides E and F — and their structures have been established. It has been shown on the basis of the results of methylation and of acid and alkaline hydrolysis that these glycosides are hexaosides of oleanolic acid and of hederagenin.I. G. Kutateladze Institute of Pharmacochemistry, Academy of Sciences of the Georgian SSR, Tbilisi. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 747–750, November–December, 1984.     

Steroid saponins and sapogenins ofAllium. XX. Structure of karatavisoides E and F

The structures of two new steroid glycosides of the spirostan series isolated from inflorescences of the plantAllium karataviense Rgl. (family Alliaceae) — karataviosides E and F — have been shown on the basis of chemical transformations and spectral characteristics.Institute of Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 69–73, January–February, 1984.     

Triterpene glycosides of plants of the family Caryophyllaceae

In this review, tables of 25 glycosides are given and the previously unknown structures of 11 of them are established. Characteristic features of the glycosides of the family Caryophyllaceae are considered. Methods are shown for isolating the glycosides and, using acanthophylloside B — a compound having carbohydrate chains of complex structure — as example, methods of determining their structures are demonstrated.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 417–433, July–August, 1981. Original article submitted May 6, 1981.     

NMR-, mass-, and IR-spectroscopic study of the structures of 1-des-N-methylungerine and 1-des-N-methylhippeastrine

Summary The results of a comparative study of the NMR, mass, and IR spectra have shown that the structures proposed previously for 1-des-N-methylungerine and 1-des-N-methylhippeastrine are correct.The original nomenclature is used — translator.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 505–507, July–August, 1972.     

Alkaloids ofNitraria komarovii. IV. Total synthesis of komarovine and komarovidine

Two alkaloids of a new type — komarovine and komarovidine — have been isolated from the epigeal part of theNitraria komarovii. Their structures — 3-(quinolin-8'-yl)--carboline and 3-(quinolin-8'-yl)-5,6-dihydro--carboline, respectively — have been established by synthesis.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 192–195, March–April, 1981.     

Triterpene glycosides ofCaltha polypetala glycosides A, B, D, E, and F

Five individual triterpene glycosides — A, B, D, E, and F — which are hederagen-in mono- and biosides, have been isolated from the roots ofCaltha polypetala (Great Marsh Marigold), familyRanunculaceae. Glycosides E and F proved to be new compounds for which, on the basis of the results of acid and alkaline hydrolyses, methylation, methanolysis, and physicochemical methods of investigation, the following structures are proposed: E — hederagenin 3-0-D-glucopyranoside, 28-O-L-rhamnopyranoside; and F — heteragenin 28-O-[O-L-rhamnopyranosyl-(1 6)-D-glucopyranoside].I. G. Kutateladze Institute of Pharmacochemistry, Academy of Sciences of the Georgian SSR, Tbilisi. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 712–716, November–December, 1986.     

Triterpene glycosides ofAstragalus and their genins. XVI. Cyclogaleginosides A and B fromAstraglus galegiformis

Two glycosides of the cycloartane series — cyclogaleginosides A and B — have been obtained from inflorescences ofAstragalus galegiformis L. (Leguminosae), and their structures have been established by chemical transformations and spectral characteristics as cyclogalegigenin 3-O-(2-O-acetyl)--D-xylopyranoside and cyclogalegigenin 3-O--D-xylopyranoside, respectively.I. G. Kutateladze Institute of Pharmacochemistry, Academy of Sciences of the Georgian SSR, Tbilisi. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 477–481, July–August, 1984.     

Structures of two new flavanones fromVexibia alopecuroides

Two new flavanones — vexibinol and vexibidin — have been isolated from the chloroform fraction of an ethanolic extract of the roots ofVexibia alopecuroides by column chromatography on silica gel. Their structures have been established on the basis of chemical and spectral characteristics. Their IR, UV,¹H, and¹³C NMR, and mass spectra are given.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. I. P. Pavlov Samarkand State Medical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 35–41, January–February, 1985.     

Sol-Gel Synthesis and Pyrolysis Study of Oxyfluoride Silica Gels

Silicon oxyfluoride materials are synthesized by the sol-gel method using triethoxyfluorosilane as precursor, bearing the Si—F bond. SiO_(2–0.5x) F _x gel preparation requires peculiar experimental control of hydrolysis and condensation reactions. Maintenance of the Si—F bond during gelling, heating and aging was studied in the case of processes carried out under an argon atmosphere or in air. Fluorine contents in resulting samples were quantified by FT-IR and X-ray photoelectron spectroscopy (XPS); specific surface area and porosity of powdered samples were determined by N₂ adsorption. The thermal stability of oxyfluoride gels was studied by thermogravimetric-mass spectrometric (TG-MS) coupled analyses during heat treatment, under He flow. Mass spectra recorded during principal weight losses indicate the release of variously fluorinated silicon species resulting from Si—F/Si—O exchange reactions. The evolution of these species was observed at different temperatures, depending on gelling conditions. In particular, degradation of Si—F moieties was prominent for gels aged in air, whereas samples processed under an argon atmosphere preserve the Si—F bond up to 300°C.     

Alanto- and isoalantolactones

Literature information (up to 1989) on two typical representatives of the eudesmane series of sesquiterpene lactones — alanto- and isoalantolactones — has been generalized for the first time. Questions of their occurrence in nature, their ecological role, isolation, and synthesis, and also their chemical and biological properties, are considered. The possibility has been shown of passing by a series of successive chemical transformations to other naturai sesquiterpene lactones with the same or a different type of skeieton.Institute of Organic Synthesis, Latvian SSR Academy of Sciences, Riga. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 307–320, May–June, 1990.     

Structure of the products of the metabolism of deoxypeganine and of deoxyvasicinone

The structures of the main components of the total metabolites of the anticholinesterase drug deoxypeganine (DOP) and its analog deoxyvasicinone (DOV) in the rat organism have been studied. The structures of two metabolites of DOP and DOV — 11-hydroxydeoxyvasicinone and 2-(-ethoxycarbonyl)ethyl-4-quinazoline — have been determined by the PMR method. On the basis of their structures and the results of measurements of the elementary compositions of ions, the fragmentation of the compounds has been elucidated. A minor component of the total metabolites has been isolated by chromato-mass spectrometry and for it the structure of 6-methoxydide-hydrovasicinone is proposed. A scheme of the metabolism of DOP and DOV has been put forward.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 758–766, November–December, 1983.     

NMR study of alkaloids. V.13C NMR spectra and reconsideration of the structures of 11- and 10-hydroxypleiocarpamines and the structures of new alkaloids fromVinca erecta

The structures of phenolic alkaloids isolated previously fromVinca erecta Rgl. et Schmalh. have been reconsidered on the basis of the results of a study of their¹³C NMR spectra, and it has been shown that a base with mp 228–229° has the structure of 11-hydroxystrictamine and an amorphous base of the same composition isomeric with it is 10-hydroxystrictamine. The structures of two new indolenine alkaloids — ercinamine and ercinaminine — have been determined from an analysis of¹³C NMR spectra, and also on the basis of PMR and IR spectra and chemical transformations.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 483–488, July–August, 1983.     

Structure of stachysolone

Summary It has been shown that stachysolone — a bitter substance fromStachys annua L. — is a diterpenoid with a rearranged labdane hydrocarbon skeleton of the kolavane type. Structural formula (I) has been established for stachysoloneInstitute of Chemistry, Academy of Sciences of the Moldavian SSR. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czechoslovakian SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 295–299, May–June, 1972.     

New heteroorganic betaines containing the (+)E15—C—E14—X(–) and (+)E15—C—E14(–) structural fragments (E15 = P,As; E14 = Si,Ge, Sn; X = C,S, O,NR)

The review surveys the data on the reactions of phosphorus and arsenic ylides with compounds containing E=X bonds (E = C, Si, Ge, or Sn; X = C or S), cyclic oligomers (R₂ES)_n (n = 2 or 3), and heavier analogs of carbenes. These reactions give rise to two new classes of heteroorganic betaines containing the ⁽⁺⁾E¹⁵—C—E¹⁴—X^(–) (I) and ⁽⁺⁾E¹⁵—C—E^14(–) (II) (E¹⁵ = P or As; E¹⁴ = Si, Ge, or Sn; X = C or S) structural fragments. Procedures for the synthesis of these compounds, their reactivities, the X-ray diffraction structures, and the electronic structures established by high-level quantum-chemical calculations are considered in detail. The carbon analogs of betaines of type I, viz., compounds bearing the ⁽⁺⁾P—C—C—X^(–) fragment (III), are also discussed. The latter were long considered as possible intermediates in the reactions of compounds containing the polar C=X bond (X = C, O, S, NR, etc.) with phosphorus ylides (classical Wittig and Corey—Chaykovsky reactions and related processes).     

The structures of tenuferin,tenuferinin, and tenuferidin

Summary Three new substances — tenuferin, tenuferinin, and tenuferidin — have been isolated from the roots ofFerula tenuisecta Eug. Kor. It has been shown that they are esters of an undescribed sesquiterpene alcohol — 8,10-dihydroxy-3,4-epoxyguaiane — and isovanillic, vanillic, and p-hydroxybenzoic acids, respectively.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodynkh Soedinenii, No. 1, pp. 70–75, January–February, 1978.     

New Developments in Crystallization Processing

The intention of this work presented is to introduce new processing principles for the crystallization of watery or fatty phases in food systems, and in particular to quantify the process — microstructure — product quality relationships for such food systems. The crystallization processes demonstrated in detail are high shear crystallization (i), spray crystallization (ii) and spray powder based seed crystallization (iii). Crystalline, semi-crystalline and/or amorphous structures were analysed by calorimetric, mechanical/rheological and microscopical methods. Quality aspects of the final food products, which are related to the structure of the crystalline and/or amorphous components, were investigated additionally.This revised version was published online in November 2005 with corrections to the Cover Date.     

Steroid glycosides of the roots ofCapsicum annuum. I. The structure of capsicosides A1, B1, and C1

Three new steroid glycosides of the spirostan series — capsicosides A₁, B₁, and C₁ — have been isolated from a methanolic extract of the roots of red pepper. In an investigation of the products of complete acid hydrolysis of these glycosides, a single aglycon — gitogenin — was identified. The complete chemical structure of each of the capsicosides has been shown with the aid of complete and partial acid hydrolysis, methylation and methanolysis, and periodate oxidation, and also by physicochemical methods of investigation.Institute of Chemistry, Academy of Sciences of the Moldavian SSR, Kishinev. Institute of Ecological Genetics, Academy of Sciences of the Moldavian SSR, Kishinev. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 708–712, November–December, 1986.