Insect pheromones and their analogs. XLVII. Synthesis of 11-oxododeca-3,6-diynoic acid — The acyclic precursor of a macrolide component of pheromones of Oryzaephilus mercator and O. Surinamensis

A new approach is proposed to the synthesis of 11-oxododeca-3,6-diynoic acid — the acyclic precursor of a macrolide component of pheromones ofOryzaephilus mercator andO. surinamensis — from the readily available tetrahydropyran or allylacetone via the intermediate 5-bromo-2,2-ethylenedioxypentane.Institute of Organic Chemistry, Urals Division, Russian Academy of Sciences, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 288–292, March–April, 1993.     

O-acylated lignans from the wood of Abies species

Summary From the wood of the Siberian firAbies sibirica Ledeb. and the Khingan firA. nephrolepis Maxim., five new compounds have been isolated which are ester derivatives of the lignans lariciresinol, olivil, and hydroxymatairesinol.It has been established that olivil is esterified at the primary alcoholic hydroxyl by hydroxycinnamic acids — p-coumaric or ferulic — and lariciresinol is esterified by vanillic acid. A representative of the guaialignanolides — hydroxymatairesinol — is esterified at the secondary aliphatic hydroxy group with p-hydroxybenzoic or vanillic acid.Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 337–341, May–June, 1977.     

Triterpene glycosides of Gypsophila trichotoma V. The structure of trichoside D

Summary The structure of the glycosidic carbohydrate chain and the partial structure of the acyloside chain of trichoside D — a new triterpene glycoside fromGypsophila trichotoma — have been established.Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 69–72, January–February, 1972.     

Phytoecdysteroids of plants of the genus Melandrium I. Polypodin B 22-acetate from Melandrium turkestanicum

Known ecdysteroids — ecdysterone, ecdysterone 22-acetate, polypodin B, integristerone A, and sileneosides A and D — and a new phytoecdysteroid — polypodin B 22-acetate — have been found in the epigeal parts of the plantMelandrium turkestanicum (Rg1.) Vved. (family Caryophyllaceae).Institute of Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 480–483, July–August, 1990.     

Structure of artabin

Summary FromArtemisia absinthium L. a new sesquiterpene lactone of the germacrane type — artabin — has been isolated. Structure I is proposed for it.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedineii, No. 6, pp. 691–694, November–December, 1970.     

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.     

Triterpene glycosides of Dianthus deltoides II. Structure of dianthoside C

Summary The structure of dianthoside C — a triterpene glycoside fromDianthus deltoides L. — has been established.A. E. Arbuzov Institute of Organic and Physical Chemistry, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 420–425, July–August, 1971.     

The seed oils of some species of the family Cruciferae

Summary The physicochemical properties of the oils of the seeds of seven plants of the family Cruciferae —Cakile maritima, Sisymbrium altissimum, Sisymbrium Loeselii, Descurainia Sophia, Erysimum cheiranthoides, Brassica amoracioides andCrambe pontica — have been studied and their fatty acid compositions have been determined. The results obtained showed no marked differences from those given in the literature.Zaporozhe Medical Institute. Ukrainian Scientific-Research Institute of the Oils and Fats Industry. Zaporozhe Oils and Fats Combine. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 15–18, January–February, 1973.     

Esters of Ferula karakalensis. Structure and stereochemistry of karaferin and karaferinin

Two new guaiane esters — karaferin and karaferinin — have been isolated fromFerula karakalensis, and their structures and stereochemistry have been established. It has been shown that theFerula sesquiterpene alcohols angrendiol, ugamdiol, and karaferol are biogenetically interconnected and are products of a single chain of the biogenesis of terpenoids in plants.Institute of Chemistry of Plant Substances, Uzbekistan Republic Academy of Sciences, Tashkent; Botanical Garden of Moscow State University. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 227–231, March–April, 1993.     

The structure of nutanoside

Summary The complete structure of nutanoside — a triterpene glycoside isolated from the roots ofSilene nutans L. — has been established.A. E. Arbuzov Institute of Organic and Physical Chemistry, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 412–416, July–August, 1971.     

The structure of arnifolin

Summary Structure (I) is proposed for arnifolin — a sesquiterpene lactone fromArnica foliosa Nutt. andArnica montana L.All-Union Scientific-Research Institute for Medicinal Plants. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 270–272, May–June, 1971.     

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.     

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.     

Investigation of the lignin isolated fromPhragmites communis by the method of mechanical milling

Summary Two isomeric dihydrofurocoumarins — zosimin and deltoin — have been isolated from the roots ofZosimia absinthifolia, which contain 3.2% of lactones.Khimiya Prirodnykh Soedinenii, Vol. 1, No. 3, pp. 220–223, 1965     

Triterpenoid saponins Communication 16. Structure of araloside C

Summary The complete structure of araloside C — a triterpenoid saponin from the roots ofAralia manshurica (Rupr. et Mey) — was established.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimisheskaya, No. 7, pp. 1214–1222, July, 1965     

The structure of teucrin A

Summary The structure of a new 18-norditerpenoid — teucrin A, isolated from the plantTeucrium chamaedrys L. — has been demonstrated. It has been shown that it belongs to the furolactones with a rearranged labdane skeleton.Institute of Chemistry, Academy of Sciences of the Moldavian SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 31–35, January–February, 1973.     

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.