Synthesis of (E)-dodec-3-en-1-yl acetate — The main component of sex pheromones of Scrobipalpa ocellatella and Scrobipalpopsis solanivora

(E)-Dodec-3-en-l-yl acetate — the main component of the sex pheromones ofScrobipalpa ocellatella andScrobipalpopsis solanivora — has been obtained by a three-stage synthesis from decanal and malonic acid. The overall yield of pheromone was 33% calculated on the initial aldehyde.A. S. Sadykov Institute of Bioorganic Chemistry, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 682–683, September–October, 1988.     

Isolation and identification of a supplementary component of the sex pheromone of Mamestra brassicae females

Using gas-liquid chromatography and mass spectrometry, from an extract of the sex pheromone of females of the cabbage mothMamestra brassicae L. an additional component of the pheromone has been isolated and identified — heptadeccis-11-en-1-ol acetate.All-Union Scientific-Research Institute of Biological Methods of Plant Protection, Kishenev. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 235–238, March–April, 1986.     

Synthesis of hexadec-9Z-enal — One of the components of the sex pheromone of Heliothis armigera

Hexadec-9Z-enal — a component of the sex pheromone of the cotton bollwormHeliothis armigera — has been obtained by a three-stage synthesis from 9-acetoxynonanal and n-heptyltriphenylphosphonium bromide followed by reduction and oxidation.A. S. Sadykov Institute of Bioorganic Chemistry, Uzbekistan Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 276–277, March–April, 1992.     

Pheromones of insects and their analogs. XXVIII. Practical synthesis of tetradeca-9Z,12E-dien-1-yl acetate — A component of the sex pheromones of insects of the order lepidoptera

Tetradeca-9Z,12E-dien-l-yl acetate, a sex pheromone of the Indian meal mothPlodia interpunctella has been synthesized from the readily available product of the hydrodimerization of butadiene — octa-1,7-diene.Institute of Chemistry, Bashkir Scientific Center, Urals Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 276–279, March–April, 1991.     

Insect pheromones and their analogues

The synthesis has been effected of octa-2E,6E-diene-1,8-diol diisovalerate — the sex pheromone of the Crimean click beetleAgriotes tauricus — by the carboxymethylenation of the readily available 6-methylhept-5-en-2-one, the allyl oxidation of a terminal methyl group, reduction of the ester fraction, and interaction of the diol so obtained with isovaleryl chloride. The required pheromone can also be obtained from available cyclic oligomers of isoprene.Institute of Chemistry, Bashkir Scientific Center, Urals Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 565–568, July–August, 1991.     

Insect pheromones and their analogues

A scheme has been developed for the synthesis of (R)-(–)-10-methyltridecan-2-one, the sex pheromone of the southern corn rootworm (Diabrotica undecimpunctata) using as the chiral synthon (R)-(+)-methylheptenal obtained by the hydroperoxide oxidation of the readily available (S)-(+)-dihydromyrcene.Institute of Chemistry, Bashkir Scientific Center, Urals Branch, Russian Academy of Sciences, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 125–129, January–February, 1992.     

Pheromones of insects and their analogs. XXIX. Methyl-branched pheromones from 4-methyltetrahydropyran 4: Synthesis of (±)-15,19,23-trimethylheptatriacontane — A pheromone of Glossina morsitans morsitans

Racemic 15,19,23-trimethylheptatriacontane (the sex pheromone of the tsetse flyGlossina morsitans morsitans) has been synthesized from 1,5-dibromo-3-methylpentane, a product of the acid hydrolysis of 4-methyltetrahydropyran.Institute of Chemistry, Bashkir Scientific Center, Urals Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 417–419, May–June, 1991.     

Insect pheromones and their analogues. XLVI. Synthesis of 13RS-hydrooxytetradec-5Z-enoic acid — The acyclic precursor of the macrolide component of the pheromone of Cryptolestes pusillus

New routes for the synthesis of 13RS-hydroxytetradec-5Z-enoic acid — the acyclic precursor of the macrolide component of the pheromone ofCryptolestes pusillus have been developed on the basis of the readily accessible 1-methylcycloocta-1Z, 5Z-diene or isopropyl nona-3E,8-dienoate.Institute of Biological Plant Protection, Moldovian Academy of Sciences, Kishinev. Scientific-Research Institute of Forestry and Forestry Mechanization, Pushkino. Moscow Institute of Wood Technology; and Georgia Institute of Mountain Forestry, Tbilisi. Translated from Khimiya Prirodnykh Soedeninii, No. 1, pp. 150–155, January–February, 1993.     

Synthesis of dodec-5E-en-1-ol — The pheromone of Tricimba cincta — And tetradec-5E-1-yl acetate — An imitator of the pheromone of Rhynchopacha sp.

On the basis of a modified Knoevenagel reaction starting from octanol and decanal, the stereodirected synthesis has been effected of dodec-5E-en-ol (the pheromone of the grass flyTricimba cincta — and tetradec-5E-en-yl acetate) an imitator of the pheromone of the mothRhynchopacha sp. A. S. Sadykov Institute of Bioorganic Chemistry, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 129–132, January–February, 1991.     

Isolation and identification of the sex pheromone of females of Heliothis maritima (Lepidoptera, Noctuidae)

Four components have been isolated from an extract of the sex pheromone of the mothHeliothis maritima and have been identified: hexadecanal, hexadec-cis-11-enal, hexadec-cis-9-enal, and hexadec-cis-11-en-1-ol.All-Union Scientific-Research Institute for Biological Methods of Plant Protection, Kishinev. Don Zonal Scientific-Research Institute of Agriculture. Don Scientific-Production Combine. Ecology Division of Lund University, Lund, Sweden. Translated from Khimiya Priorodnykh Soedinenii, No. 4, pp. 574–577, July–August, 1991.     

Isolation and identification of a component of the sex pheromone of Aegeria apiformis

An electroantennographically active substance has been isolated from an extract of the sex pheromone of the hornet clearwing mothAegeria apiformis C. and has been identified by gas-liquid chromatography and mass spectrometry as octadeca-cis-3,cis-13-dien-1-ol.All-Union Scientific-Research Institute of Biological Methods of Plant Protection, Kishinev. Donetsk Botanical Garden, Academy of Sciences of the UkrSSR. Insect Attractants Behavior and Basic Biology Research Laboratory, Gainesville, Florida. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 126–128, January–February, 1988.     

Synthetic studies in the field of attractive substances (sex attractants) of insects

A new synthesis of nonadeca-1,cis-3,cis-6,cis-9-tetraene, the sex pheromone of the winter mothOperophtera brumata, has been developed which involves the alkylation of bromomagnesium derivatives of tetrahydropyranyl ethers of mono- and diacetylenic alcohols by a monoacetylenic bromide, followed by hydrogenation of the resulting triynol to a trienol, oxidation of the latter to an aldehyde, and interaction of the latter with methylenetriphenylphosphorane.All-Union Scientific-Research Institute for Biological Methods of Plant Protection, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 122–125, January–February, 1992.     

Dicaffeolyquinic acids from Helichrysum italicum and Achillea cartilaginea

The quinic acid caffeates of the flowers ofHelichrysum italicum and the herbage ofAchillea cartilaginea have been studied with the use of HPLC,¹³H NMR spectroscopy, and chemical transformations.All-Union Research Institute of Medicinal Plants Scientific-Production Association, Moscow. Translated from Bioorganicheskaya Khimiya, No. 1, pp. 50–55, January–February, 1992.     

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     

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.     

Coumarins of Fraxinus mandschurica and F. potamophila

Summary The leaves ofFraxinus mandschurica Rupr. and the bark ofF. potamophila Herd. have yielded esculetin, fraxinol, and a new coumarin C₁₀H₈O₅, mp 228–230°C which we have called isofraxetin. On the basis of NMR and UV spectroscopy it has been established that isofraxetin is 5,7-dihydroxy-7-methoxycoumarin.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Institute of Chemistry, Academy of Sciences of the Turkmen SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 493–497, July–August, 1973.     

Neptunium-237 in the marine environment determination in animal and plant species in the English Channel: Biological indicators and trophic relationships

We have studied the uptake of²³⁷Np in marine plants and animals belonging to several phyla, and collected samples from the end of January 1986 to March 1986, in a sampling station situated near the outlet of the irradiated fuel reprocessing plant at La Hague.We determined the²³⁷Np by neutron activation analysis. This method is very sensitive, with a limit of detection of 5×10^–10 mg, 1.3×10^–2 mBq. The method consists of the following steps:Reduction of the neptunium to the tetravalent state by treatment with a mixture of hydrazine sulfate and ferrous iron-chromatographic separations on Dowex 1×10 resin in a nitric medium, then in a hydrochloric medium-neutron irradiation in a nuclear reactor-purification of the neptunium by chromatography on Dowex 1×10 resin in a nitric then hydrochloric medium-measurement of the isotope²³⁸Np by gamma ray spectrometry using a Ge(Li) detector. The species were collected at Goury, at the northwest extremity of the Cotentin Peninsula, 5 km from the outlet of the reprocessing plant at La Hague. The levels of²³⁷Np were as follows: red algaeCorallina officinalis 64 mBq kg^–1 wet weight; andChondrus crispus 18 mBq kg^–1 wet weight; the spongeHalichondria panicea 14 mBq kg^–1 wet weight; the ascidianDendrodoa grossularia 12 mBq kg^–1 wet weight. The bivaive molluscsPatella vulgata andGibbula umbilicalis (the flesh ofP. vulgata andG. umbilicalis: 4 and 7 mBq kg^–1 wet weight respectively) also prove to be interesting biological indicatorsThe transfer modes of²³⁷Np to the various species as a function of their trophic levels are discussed as well as the distribution among the organs in the species consumed and the radiological impact of human consumption.