X-ray structural investigation of alkaloids VI. Crystal structure of the alkaloid parfumine

A complete x-ray structural investigation of the alkaloid parfumine has been performed. The lengths of the bonds and the valence angles have the usual values. Benzene rings A and D are planar, B a distorted half-chair^C(6)H_N, and rings C and E are flattened envelopes, E_C(14) and^C(19)E, respectively.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 66–73, January–February, 1980.     

Classification of heavy-metal fluorides. Fluorides with cation arrangement ofβ-K2UF6 type

Cation arrangement in some complex fluoride structures with U⁴⁺, Th⁴⁺, and Zr⁴⁺ dgering in composition, symmetry, and unit cell parameters is analyzed. In all structures investigated, we have isolated (using the CAS-PAN technique) a common structural fragment: planar close-packed cation nets (3³4² + 3⁶) characteristic of the high-symmetry -K₂UF₆ structure chosen as the standard. The whole set of close-filled cation planes is described. A cation-anion fragment — columns or ribbons of high-valent cation polyhedra — has been isolated which determines the main structural peculiarities.Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences. Institute of Crystallography, Russian Academy of Sciences. Translated fromZhurnal Strukturnoi Khimii, Vol. 34, No. 5, pp. 126–132, September–October, 1993.Translated by T. Yudanova     

Obtusinin — A new coumarin fromHaplophyllum obtusifolium

The epigeal part ofHaplophyllum obtusifolium collected in Ustyurt has yielded -sitosterol, isofraxetin, and a new coumarin — obtusinin — with the composition C₁₅H₁₈O₆, mp 135–137°C (methanol), [] _D ²⁰ +140.9° (c 0.44; chloroform). The structure of obtusinin has been established on the basis of the results of a study of UV, IR, PMR, and mass spectra and also of some chemical transformations (hydrolysis, acetylation).Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Combined Institute of Natural Sciences of the Karakalpak Branch, Academy of Sciences of the Uzbek SSR, Nukus. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 328–330, May–June, 1980.     

A new plant growth regulator of microbial origin

A new plant growth regulator — an inhibitor of the germination of mustard seeds — has been isolated from a culture filtrate of a phytopathogenic fungus of the genusPhoma. The methyl and trimethylsilyl derivatives of this compound have been obtained. Its empirical formula — C₁₆H₂₂O₅ — has been determined. On the basis of the results of IR and NMR spectroscopy and mass spectrometry, the compound isolated has been assigned the structure of 3,5-dihydroxy-2-octanoylphenylacetic acid.All-Union Scientific-Research Institute of Applied Molecular Biology and Genetics. V. I. Lenin Academy of Agricultural Sciences, Moscow. Translated from Khimiya Prirodnykh Soedinenii No. 3, pp. 387–391, May–June, 1985.     

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.     

Structure of ferulide

The structure of a new sesquiterpene lactone — ferulide fromFerula penninervis Regel et Schmalh — has been established on the basis of its spectral characteristics. This compound has the composition C₂₀H₂₄O₅, mp 135–137°C.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 240–242, March–April, 1987.     

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.     

Extractive substances of the bark of Picea obovata

The chemical composition of a petroleum ether extract of the bark of the Siberian spruce has been studied. Extracts included saturated aliphatic alcohols and C₁₆-C₂₄ acids — abietic, dehydroabietic, isopimaric, oleic, lineolic, and linolenic — alkyl ferulates, ketones, and alcohols of the serratene type, and also ⁴-stigmasten-3-one. Onoceradienedione and onoceradienediol — precursors of the serratene triterpenoids — and also a saturated vicinal diol — triacontane-10,11-diol — have been isolated from the extractive substances of conifer in the native form for the first time.Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 654–662, November–December, 1992.     

Structure of fertenin

Summary The roots ofFerula tenuisecta have yielded a new ester C₂₂H₃₀O₅, mp 209–211°C, [] _D ²² +125° (c 0.8; ethanol), which has been called fertenin. On the basis of chemical transformations and spectral characteristics, a structure has been proposed for it as the 8-p-hydroxy-benzoate of fertenol — 9-epoxygermacr-5-ene-4,8-diol.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 161–164, March–April, 1979.     

Synthesis of derivatives of pentopyranic acid

N⁴-Benzoylcytosine 1-(methyl 2,3,4-tri-O-acetyl--D-glucopyranosiduronate) has been obtained with a yield of 70% by the glycosylation of the trimethylsilyl derivative of N⁴-benzoylcytosine with methyl 1,2,3,4-tetra-O-acetyl--D-glucopyranuronate in the presence of three equivalents of SnCl₄ as condensing agent. Cytosine 1-(-D-glucopyranosiduronamide) (IV) — the amide of pentopyranic acid — has been synthesized in practically quantitative yield by the ammonolysis of the nucleoside (I).Peat Institute, Academy of Sciences of the Belorussian SSR, Minsk. Institute of Bioorganic Chemistry, Academy of Sciences of the Belorussian SSR, Minsk. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 617–619, September–October, 1983.     

Triterpene glycosides from the holothurian Cucumaria frondosa

Two triterpene glycosides have been isolated from an alcoholic extract of the holothurianCucumaria frondosa collected in the Kola littoral, Barents Sea: the main component of the glycoside fraction — frondoside A (I) — and a minor component — frondoside A₁ (II).Pacific Ocean Institute of Bioorganic Chemistry, Far-Eastern Scientific Center, Russian Academy of Sciences, Vladivostok. Murmansk Marine Biological Institute. Russian Academy of Sciences, Dal'nie Zelentsy, Murmansk province. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 260–263, March–April, 1993.     

Template synthesiS: Geometrical and electronic structures of the Fe nitrosyl complex formed by bis(S-methylisothiosemicarbazone)-2,4-pentandione

Sodium acetylacetonate reacts with S-metliylisothiosemicarbazidium nitrate and Fe(NO₃)₃ · 9H₂O in ethanol to make [Fe(HL)NO]NO₃, in which H₃L is bis(S-methyl-isothiosemicarbazone)-2,4-puntandione. The [Fe(HL)NO]⁺ cation has a square pyramidal structure with the HL^2- arranged around the central ion in the basal plane and the nitrogen atom of the NO group in the apical position, with the iron atom diverging from the plane of the base of the pyramid by 0.477 Å. The FeN0 moiety has a linear structure (FeNO = l72.7°). XRD, IR, and Mössbauer spectroscopy have been combined with calculations on the electronic structure to demonstrate that the Fe-NO bond is covalent.Chemical Institute, Academy of Sciences of Moldavian SSR. Applied Physics Institute, Academy of Sciences of the Moldavian SSR. Kishinev. Institute of Crystallography, Academy of Sciences of the USSR. Kurnakov Institute for General and Inorganic Chemistry, Academy of Sciences of the USSR, Moscow. Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 27, No, 3, pp. 376–381, May–June, 1991. Original article submitted February 18, 1991.     

Triterpene glycosides of Gypsophila patrinii III. The structure of philoside B

Summary The structure of philoside B — a gypsogenin nonaoside isolated from the roots ofGypsophila patrinii — has been established.A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan'Branch, Academy of Sciences of the USSR. Correspondence Institute of Soviet Commerce. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 603–607, September–October, 1974.     

The structure and stereochemistry of tavicone

Summary It has been established from H¹ NMR spectra in CDCl₃ with additions of Eu(FOD)₃ as paramagnetic shift reagent that tavicone must be ascribed the structure of 7-(1,1,3a,5-tetramethyl-2-oxo- ₅ ⁵ -hexahydroinden-4-ylmethoxy) coumarin. The stereochemistry of this compound has been determined.Institute of Botany, Academy of Sciences of the Azerbaidzhan SSR, Baku. All-Union Scientific-Research Institute of Medicinal Plants, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 452–455, July–August, 1976.     

Spatial structures of the sesquiterpene germacrane lactones tanachin and tamirin

An x-ray investigation has been made of the sesquiterpene lactones tanachin and tamarin: diffractometer, CuK-radiation, 845 and 981 reflections, respectively, direct method, R factors 0.064 and 0.065. The conformations of both molecules are boat-boat with configurations of the¹D₁₄ and¹⁵D₅ types.Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Institute of Bioorganic Chemistry, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodynkh Soedinenii, No. 2, pp. 198–204, March–April, 1989.     

Panicudine — A new alkaloid fromAconitum paniculatum

A structure proposed for panicudine — a C₂₀-diterpene alkaloid of the hetisine type — has been established on the basis of an analysis of IR, UV, mass and¹H and¹³C NMR spectra.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (3712) 89 14 75. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 838–840, November-December, 1995. Original article submitted March 27, 1995.     

Structure and stereochemistry of pallinin

The roots ofFerula pallida Korov. have yielded pallinin, C₂₅H₃₈O₅, mp 79–80°C, []D²⁰ –148.5° (c 0.1; CHCl₃) — an ester of the new carotane alcohol pallinol and angelic acid. A structure and absolute configuration have been proposed 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 Soedinenii, No. 1, pp. 53–56, January–February, 1986.     

Structure of the new germacranolide shonachalin A fromArtemisia fragrans

The structure of a new germacranolide — shonachalin A isolated fromArtemesia fragrans — has been established on the basis of chemical and spectroscopic (IR, UV, and¹H and¹³C NMR) results.V. L. Komarov Institute of Botany, Academy of Sciences of Azerbaidzhan SSR, Baku. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 196–199, March–April, 1985.     

Nonempirical investigation of the influence of the outer-sphere environment on the geometric structure of [AF5] n−

Nonempirical calculations of the electronic structure of the [PF₅]^2– ion and of the clusters [M₅PF₅]³⁺ and [M₄PF₅]²⁺ (M=H⁺, Li⁺, Na⁺) have been carried out. The character of the dependence of the geometric parameters of the [PF₅]^2– ion on the properties and structure of the second coordination sphere has been discussed.Institute of Chemistry, Academy of Sciences of the USSR, Far-Eastern Branch. Translated from Zhurnal Strukturnoi Khimii, Vol. 32, No. 2, pp. 17–22, March–April, 1991.     

Alkaloids ofAconitum coreanum. I. Structure of acorine

Two C₂₀-diterpene alkaloids have been isolated from the epigeal part ofAconitum coreanum (Levl.) Rapaics: the known 14-hydroxy-2-isobutyrylhetesine (I) (Guan-Fu base Z) and a new one — acorine (II), C₂₂H₂₉NO₅, mp 214–215°C (from acetone), _D ²⁰ +9° (c 0.01; methanol), for which the structure of 2-acetyl-14-hydroxy-hetesine has been established. Details of the IR, mass, and¹³C NMR spectrum of (I) and (II) and of the PMR spectrum of (II) are given.Institute of the Chemisry of Plant Substances of the Uzbek Academy of Sciences, Tashkent. All Union Scientific-Research Institute of Medicinal Plants. Translated from Khimiya Prirodnykh Soedenenii, No. 5, pp. 690–692, September–October, 1987.