Synthesis of a monoester of sucrose with trans-O-methylmarmesinic acid

The water-soluble 6-O-monoester of sucrose with trans-O-methylmarmesinic acid has been synthesized by the transesterification of methyl trans-O-methylmarmezinate with sucrose, The structure of the compound obtained has been confirmed by UR, UV, PMR, and¹³C NMR spectroscopies.Institute of Chemical Sciences, Kazakhstan Republic Academy of Sciences, Alma-Ata. Translated from Khimiya Prirodnykh Soedeninii, No. 1, pp. 100–103, January–February, 1993.     

Phytoecdysteroids of plants of theSilene genus. XVIII. Tomentesterone fromSilene tomentella

A new ecdysteroid — tomentesterone B — has been isolated from the epigeal part of Silene tomentella. Its structure has been established by chemical transformations and spectral investigations.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. 1, pp. 59–61, January–February, 1996. Original article submitted September 4, 1995.     

Life and work of G. I. Golodets (in honor of the sixtieth anniversary of his birth)

The life and scientific work of Corresponding Member of the National Academy of Sciences of Ukraine Grigorii Izrailevich Golodets — a famous scientist in the field of physical chemistry, chemical kinetics, and catalysis — is discussed.L. V. Pisarzhevskii Institute of Physical Chemistry, National Academy of Sciences of Ukraine, Kiev. Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 32, No. 6, pp. 331–335, November–December, 1996. Original article submitted November 27, 1996.     

Phlomoside C — an iridoid glycoside fromPhlomis regelii

A new iridoid — phlomoside C — has been isolated from the epigeal part ofPhlomis regelii M. Pop. Its structure has been established on the basis of spectral characteristics and chemical transformations.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. 4, pp. 554–557, July–August, 1996. Original article submitted February 5, 1996.     

The x-ray structural investigation of alkaloids I. Molecular structure and absolute configuration of (+)-cocculine

Summary An x-ray structural investigation of the alkaloid (+)-cocculine in the form of the hydrobromide has been performed. The bond lengths and valence angles are the usual ones. The conformations of the rings are: A — envelope⁴E; B — half-chair⁹T₅; C — half-chair¹⁰H₅. The absolute configuration 3R,5S has been established.Institute of Heteroorganic Compounds, Academy of Sciences of the USSR. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 395–400, May–June, 1975.     

Synthesis and isolation of monoesters of sucrose and arachidonic acid

Monoesters of sucrose and arachidonic acid have been synthesized by the transesterification of ethyl arachidonate with unprotected sucrose, and the structural isomers — 6-O-arachidonoylsucrose, 6-O-arachidonoylsucrose, and 3-O-arachidonoylsucrose — have been separated chromatographically. The positions of the ester bonds in these compounds were determined by the¹³C NMR method.All-Union Scientific-Research Institute of the Technology of Blood Substitutes and Hormone Preparations, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 499–502, July–August, 1988.     

Modifications based on coumarins. II. Synthesis ofα-monoglycerides of karatavic and galbanic acids and their phosphates

The synthesis has been performed of -monoglyceride derivatives of coumarins — karatavic and galbanic acids and their modified derivatives — phosphates. The structures of the compounds have been confirmed by IR, UV, PMR, and¹³C and³¹P NMR spectroscopies.A. B. Bekturov Institute of Chemical Sciences, Academy of Sciences of the Republic of Kazakhstan, Almaty Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 217–220, March–April, 1997.     

Phlomoside B - An iridoid glycoside fromPhlomis regelii

A new iridoid — phlomoside B — has been isolated from the epigeal part of the plantPhlomis regelii (M. Pop.). Its structure has been established on the basis of spectral investigations and chemical transformations.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. 1, pp. 46–49, January–February, 1996. Original article submitted September 17, 1995.     

Pheromones of insects and their analogs LIII. Synthesis of ferrulactone I —a pheromone ofCryptolestes ferrugineus

8-Acetoxy-3, 7-dimethyl-l-(phenylsulfonylacetoxy)octa-2E, 6E-diene has been synthesized, and its cyclization under the action of zerovalent palladium followed by desulfurization with the aid of sodium amalgam has led to ferrulactone I — one of the macrolide components of the aggregation pheromone of the rust-red grain beetle (Cryptolestes ferrugineus).Institute of Organic Chemistry, Urals Scientific Center of the Russian Academy of Sciences, 450054, Ufa pr. Oktyabrya, 71. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 932–935, November–December, 1996. Original article submitted May 27, 1996.     

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.     

Synthesis of methyl ethers of Nα-arylsulfonylvalylarginines — Thrombin and trypsin substrates

Summary New thrombin substrates — methyl esters of N-arylsulfonylvalylarginines — have been synthesized by the condensation of N-hydroxysuccinimide esters of arylsulfonylvalines with arginines followed by the treatment of the reaction product with thionyl chloride in methanol. The same compounds have been obtained by condensing N-hydroxysuccinimide esters of arylsulfonylvalines with arginine methyl ester.Institute of Molecular Biology and Genetics, Academy of Sciences of the Ukrainian SSR, Kiev. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 368–373, May–June, 1978.     

Synthesis and spectral properties of coumaronyl-substituted benzo[f]quinolines

Condensation of arylidene-2-naphthylamines with 2-acetylbenzofuran (2-acetylcoumarone) was used for the first time to synthesize 1-(2-coumaronyl)-3-arylbenzol[f]quinolines containing two different heteroatoms — N and O — in the molecule. The IR, UV, ESR and mass spectra of the compounds obtained were studied.Institute of Organophysical Chemistry, Belorussian Academy of Sciences, Minsk 220072. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 960–964, July, 1996. Original article submitted April 18, 1996.     

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.     

Chemical synthesis and enzymatic assembly of fragments of the DNA coding immunodominant epitopes of human immunodeficiency virus

More than twenty 13- to 55-membered oligo(poly)nucleotides have been synthesized by the H-phosphonate solid-phase method in the manual variant using an original procedure. From the oligonucleotides obtained, seven DNA duplexes coding immunodominant epitopes of HIV-1 proteins have been formed: 598–609 and 737–748 gp41, 91–115 and 105–115 gag, and 940–951 pol and a number of its mutants. The ligase assembly and polymerization of the DNA duplexes obtained has been carried out. The efficiency of ligation amounted to from 60 to 90%. The possibility of their directed polymerization was determined by the flanking of the duplexes by partially completed half-sites of restrictases BamHI and XhoI.Abbreviations adopted: HIV-1 — human immunodeficiency virus, type 1; (+)-chain — the coding chain — and (–)-chain the chain complementary to the coding chain of the DNA duplex; CPG — controlled-pore glass; PAAG — polyacrylamide gel; Py — pyridine.D. I. Ivanovskii Institute of Virology, USSR Academy of Medical Sciences, Moscow. V. A. Engel'gardt Institute of Molecular Biology, USSR Academy of Sciences, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 393–399, May–June, 1990.     

Isolation of hispidin from a walnut-tree fungus and its antioxidant activity

An -styrylpyrone derivative — hispidin — has been isolated from a walnut-tree fungus. Its antioxidant activity has been studied inin vitro andin vivo experiments on animals of different ages.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. 1, pp. 34–37, January–February, 1996. Original article submitted November 3, 1995.     

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.     

Formation of the pyrroline-N-oxide ring by the reaction of isonitrosoketones with enamines and some conversions of the pyrroline-N-oxides obtained

Compounds containing the pyrroline-N-oxide ring are obtained when isonitrosoketones — 2,6-dihydroxyiminocyclohexanone and -isonitrosoacetophenone — react with enamines. The compounds obtained behave as synthetic equivalents of 1,4-dicarbonyl compounds when undergoing reaction with amines, hydrazine, and hydroxylatnine.Novosibirsk Institute of Organic Chemistry, Siberian Section of the Russian Academy of Sciences (SO RAN) Novosibirsk, 630090. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1055–1061, August, 1996. Original article submitted February 28, 1996.     

Cembrenolides of a soft coral Lobophytum sp. (coelenterata, octocorallia, alcyonacea)

The known cembrenolide sarcophin and its new acetoxy derivative — 13-acetoxy-7,8-epoxycembra-1(15),3,11-trien-2,16-olide — have been isolated from the soft coralLobophytum sp.. The compounds isolated are inhibitors of the activity of Na⁺K⁺-ATPase and are membranotropic agents. The structures of the compounds have been shown on the basis of the results of NMR spectroscopy.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Branch, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 762–765, November–December, 1990.     

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 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.