Alkaloids of Aconitum rubricundum

The known alkaloids isolappaconitine (I), 9-deoxylappaconotine (II), lycaconitine (III), puberaconitine (IV), lycoctonine (V), ranaconitine (VI), ajacine (VII), and septentriodine (VII), and an unidentified alkaloid with mp 203–205°C have been isolated from the epigeal part of the Far-Eastern plantAconitum rubricundum. Institute of Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 403–407, May–June, 1991.     

Alkaloids of Aconitum talassicum

Three new C-20 diterpene alkaloids (talassamine (I), talassimidine (II), and talassimine (III)) and the known alkaloid lappaconitine have been isolated from the epigeal part ofAconitum talassicum (Ranunculaceae). The structures of the new alkaloids proposed on the basis of spectral characteristics and chemical transformations have been confirmed by an x-ray structural analysis of talassimine.Institute of Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 93–98, January–February, 1991.     

New glycosides from the holothurian Cucumaria japonica

Four new compounds have been isolated from the fraction of weakly polar triterpene glycosides of the holothurianCucumaria japonica: cucumariosides A₁-2 (I), A₀-1 (II), A₀-2 (III), and A₀-3 (IV). The structures of these substances have been established by chemical and physical methods.Deceased.Pacific Ocean Institute of Bioorganic Chemistry, Far-Eastern Scientific Center, Russian Academy of Sciences, Vladivostok. Institute of Chemistry of Plant Substances, Uzbekistan Republic Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 242–248, March–April, 1993.     

Structures of four new triterpene glycosides from the holothurian Cucumaria japonica

Four new triterpene glycosides of the holostane series have been isolated from an alcoholic extract of the economically important Pacific Ocean holothurianCucumaria japonica: cucumariosides A₁-2 (I), A₂-3 (II), A₂-4 (III), and A₄-2 (IV). The structures of these substances have been established by the methods of carbohydrate chemistry and¹³C 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. 787–793, November–December, 1990.     

Alkaloids ofAndrachne rotundifolia

Summary 1. The content of total alkaloids in the hypogeal parts ofAndrachne rotundifolia C. A. Mey. (family Euphorbicease) is 0.2–0.3% and in the epigeal parts 0.06–0.08%.The total alkaloids in both the hypogeal and the epigeal parts ofAndrachne rotundifolia consist of five or six non-phenolic bases.2. Three individual substances have been isolated: andrachnine C₁₁H₁₇NO₂, which is a new alkaloid; base (II), giving a perchlorate with mp 139°–140° C; and base (III) with mp 135°–136° C.Khimiya Prirodnykh Soedinenii, Vol. 2, No. 4, pp. 257–260, 1966     

Oils of the seeds of Ziziphora pedicellata and Eremostachys molluceloides

Summary The fatty oils of the seeds of the wild speciesZiziphora pedicellata andEremostachys molluceloides (Labiatae) have been investigated. The glyceride, pigment, and hydrocarbon compositions of these oils and the fatty-acid composition of the oil ofZ. pedicellata have been determined.The oil ofE. molluceloides contains laballenic acid.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 324–328, May–June, 1975.     

Terpenoids of the oleoresin of Pinus pumila

Summary 1. The composition of the acid fraction of the oleresin ofPinus pumila (Pall.) Regel. has been studied, and from it has been isolated, in addition to known compounds, the methyl ester of a new labdane acetoxy acid.2. In the hydrocarbon fraction of the oleoresin 11 monoterpenes and 26 sesquiterpenes have been found (and 17 of the latter have been identified).3. The composition of the fraction of neutral oxygen-containing diterpenoids fromP. pumila differs considerably in its diterpenoid components from the corresponding fractions of the oleoresins of botanically related species-P. sibirica andP. koraiensis. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 299–302, May–June, 1976.     

A new acid from the oil of the seeds of Sambucus nigra

Summary A new keto hydroxy acid (I) C₁₈H₃₀O₆ has been isolated from the fatty oil of the seeds ofSambucus nigra in an amount of 2% of the total fatty acids. A study of its chemical properties and spectral characteristics has shown that it is probably 11-hydroxy-9,15,16-trioxooctadeconoic acid, and that it consists of a keto-enol mixture containing about 30% of the two equiprobable tautomers (II and III); it has been given the name of caprifolonic acid.Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 3–8, January–February, 1972.     

Alkaloids of the epigeal part ofAconitum karakolicum structure of karasamine and of 1-benzoylkarasamine

The known alkaloids phenyl--naphthylamine, karakoline, neoline, delsosine, monticamine, songorine, napelline acetylnapelline, napelline-n-oxide, and isoboldine and two new alkaloids, which have been called karasamine (I) and 1-benzoylkarasamine (II), have been isolated from the epigeal part ofAconitum karakolicum Rapaics. The structure of the new alkaloids have been shown by the preparation of the mono- and triacetates (IV) and (VI) of karasamine and its carbinolamine derivative (V), and also by the direct passage from karakoline (III) to karasamine (I) and 1-bezoylkarasamine (II) and by a study of their spectral characteristics.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 207–210, March–April, 1986.     

Secondary metabolites of Pyricularia oryzae I. o-Nitrophenol derivatives

o-Nitrophenol derivatives have been isolated from the culture liquid of the deuteromycetePyricularia oryzae Cav.: 4-hydroxy-3-nitrophenylacetic acid, 4-hydroxy-3-nitrobenzyl alcohol, 1- and 2-(4-hydroxy-3-nitrophenyl(ethanols, N-(4-hydroxy-3-nitrophenylethyl)acetamide, and pyriculamide. This is the first time that any of these compounds has been isolated from natural sources. The o-nitrophenols obtained possess moderate growth-inhibiting activity in relation to rice shoots.All-Union Scientific-Research Institute of Phytopathology, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 811–818, November–December, 1990.     

The structure of gummosin

Summary From the neutral fraction of an acetone extract of the roots of plants of the genusFerula,F. gummosa Boiss.,F. pseudoreoselinum Rgl. et Schmalh. (K-Pol.) andF. Samarkandica Eug. Kor., we have isolated a coumarin gummosin with the composition C₂₄H₃₀O₄, mp 176–177°C, [a]_D –54°C. The structure of gummosin corresponds to formula (III).With respect to structure, gummosin is a spatial isomer of farnesiferol A; it differs from the latter by the fact that the secondary OH group in gummosin is axial.Khimiya Prirodynkh Soedinenii, Vol. 2, No. 6, pp. 383–387, 1966     

Alkaloids of four species of Argemone

The alkaloid compositions of four species of plants of the genusArgemone (A. mexicana L.,A. alba L.,A. platyceras Link et Otto., andA. hybrida) collected in the flowering phase in the Tashkent Botanical Garden have been studied. They have yielded 16 alkaloids. Corydine and isocorydine have been detected in plants of this genus for the first time, and O-methyl-platycerine has been found in nature for the first time.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 204–206, March–April, 1986.     

Investigation of the protein component of the lipopolysaccharide-protein complex ofYersinia pseudotuberculosis

It has been established by electrophoresis in polyacrylamide gel that the protein component of the lipopolysaccharide-protein complex ofYersinia pseudotuberculosis consists of two poly-peptides with molecular weights of 42,000–45,000 and 18,000–20,000. These polypeptides have been detected in the cell wall ofY. pseudotuberculosis as the main components. Protein fractions B-2 and B-3, differing with respect to solubility in phenol, were isolated from the LPPC ofY. pseudotuberculosis by extraction with hot 45% phenol. These protein fractions had the same polypeptide composition, which is characteristic for membrane proteins. B-3 included the LPS component and B-2 contained lipid A or fragments of it as impurity. Fractions B-3 and B-2 precipitated with antiserum to the LPPC.Pacific Ocean Institute of Bioorganic Chemistry of the Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 92–97, January–February, 1980.     

Avarol and isoavarol from a Pacific Ocean sponge Dysidea sp.

Two hydroquinone-group-containing terpenoids have been isolated from a Pacific Ocean spongeDysidia, sp. One of them has been identified by physicochemical methods as the previously known avarol. The second, isoavarol, obtained for the first time, differs from avarol by the 4(11)-position of the double bond.Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Branch, USSR Academy of Sciences, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 358–361, May–June, 1990.     

The structures of chimganin and chimgin

Summary The roots ofFerula tschimganica Lipsky have yielded two new compounds with the compositions C₁₈H₂₄O₄ (mp 85°C) and C₁₇H₂₂O₃ (mp 155°C), which have been calledchimganin andchimgin. On the basis of their UV, IR, and NMR spectra and the products of alkaline hydrolysis, it has been shown that chimganin is the ester of 4-hydroxy-3-methoxybenzoic acid and chimgin that of 4-hydroxybenzoic acid with (+)-borneol.Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 59–63, January–February, 1972.     

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.     

(−)-Sesamin and (−)-savinin fromAcanthopanax sessiliflorum and their NMR spectra

Summary 1. The lignans (–)-sesamin and (–)-savinin have been isolated fromAcanthopanax sessiliflorum.2. On the basis of an analysis of the NMR spectrum, the cis- configuration of savinin with respect to the double bond has been proposed.Khimiya Prirodnykh Soedinenii, Vol. 2, No. 3, pp. 149–152, 1966     

Pregnane glycosides of Cynanchum sibiricum III. The structure of sibiricosides D and E

Summary The structures of two pregnane glycosides fromCynanchum sibiricum Willd. have been established. Sibiricoside D (II) is sibirigenin (cynanchogenin) 3-D-glucosido-D-cymarosido-D-cymarosido-D-cymarosido-D-oleandroside. Sibiricoside E (I) is sibirigenin (or cynanchogenin) 3-D-glucosido-D-glucosido-D-cymarosido-D-cymarosido-D-cymarosido-D-oleandroside.The hypothesis has been put forward that glycosides of isolinoleone are present in the native state which are isomerized into linoleone derivatives in the process of isolation and treatment with acid and alkaline agents.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 171–177, March–April, 1975.