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 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.     

Isolation,identification and synthesis of the sex pheromone of the citrus mealybug,Planococcus citri (risso)

The sex attractant pheromone of the citrus mealybug, $\text{Planococcus citri}$ (Risso), has been Identified as (1$\text{R}$-$\text{cis}$)-(+)-2,2-dimethyl-3-(1-methylethenyl)cyclobutanemethanol acetate (VI).     

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.     

Synthesis of racemic 5,9-dimethylheptadecane,the sex pheromone of Leucoptera scitella (Zeller) (Lepidoptera: Lyonetidae)

A new synthesis of racemic 5,9-dimethylheptadecane, from the readily available geranyl acetate, has been effected. Field trials have revealed its high attraction activity forL. scitella males.     

Synthesis of racemic 5,9-dimethylheptadecane, the sex pheromone of Leucoptera scitella (Zeller) (Lepidoptera: Lyonetidae)

A new synthesis of racemic 5,9-dimethylheptadecane, from the readily available geranyl acetate, has been effected. Field trials have revealed its high attraction activity forL. scitella males.All-Union Scientific-Research Institute of Biological Methods of Plant Protection, Kishinev. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 844–847, November–December, 1991.     

Synthesis of dodec-10E-enyl acetate — the sex pheromone ofPhyllonorycter blancardella (Lepidoptera: Gracillariidae)

Dodec-10E-enyl acetate has been synthesized from undecenoic acid. Field trials have shown its high attractiveness for Phyilonorycter blancardella males.Institute of Biological Plant Protection, Academy of Sciences of Moldova, Kishinev. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 96–98, January–February, 1996. Original article submitted April 17, 1995.     

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.     

Bioactivity of Carica papaya (Caricaceae) against Spodoptera frugiperda (Lepidoptera: Noctuidae)

The composition of a chloroform seed extract of C. papaya was determined by GC-MS. Nineteen compounds were identified, with oleic (45.97%), palmitic (24.1%) and stearic (8.52%) acids being the main components. The insecticidal and insectistatic activities of the extract and the three main constituents were tested. Larval duration increased by 3.4 d and 2.5 d when the extract was used at 16,000 and 9,600 ppm, respectively, whereas the pupal period increased by 2.2 d and 1.1 d at the same concentrations. Larval viability values were 0%, 29.2%, and 50% when the extract was applied at 24,000, 16,000, and 9,600 ppm, respectively; pupal viability was 42.9% and 66.7% at 16,000 and 9,600 ppm; and pupal weight decreased by 25.4% and 11.5% at 16,000 and 9,600 ppm. The larval viability of the main compounds was 33.3%, 48.5%, and 62.5% when exposed to 1,600 ppm of palmitic acid, oleic acid, or stearic acid, respectively.     

Synthesis of chiral alkenyl epoxides: the sex pheromone of the elm spanworm Ennomus subsignaria (Hübner) (Lepidoptera: Geometridae)

The identification of the sex pheromone of the elm spanworm Ennomos subsignaria (Hübner), as the chiral alkenyl epoxide (6Z)-cis-9,10-epoxy-nonadecene has been accomplished. Both enantiomers of (6Z)-cis-9,10-epoxy-nonadecene have been synthesized via two routes. The key steps in the first route were to prepare both threo-epoxy tosylates and then to perform an alkylative rearrangement of these intermediates to obtain the target molecules. An alternative enantioenriched synthesis that took advantage of the Sharpless dihydroxylation reaction was developed so that a common starting material could be used to access both enantiomers. A field study and GC/EAD testing indicated that Z6-cis-9S,10R-epoxy-nonadecene was the sex pheromone of the elm spanworm E. subsignaria (Hübner).     

Isolation and determination of the structures of components of the sex pheromone ofPandemis ribeana

It has been shown with the aid of gas-liquid chromatography, mass spectrometry electroantennographic testing, and some microchemical reactions that the sex pheromone of females of the tortricid mothPandemis ribeana HB is a mixture of the acetates of tetradec-cis-ll-en-l-ol (I) and tetradec-trans-ll-en-l-ol (II) in a ratio of 1:1. In the tests it was found that a mixture of (I) and (II) in a ratio of 7.5:92.5, respectively, was the most attractive for females ofP. ribeana.All-Union Scientific-Research Institute of Biological methods of Plant Protection, Kishenev. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 434–439, May–June, 1987.     

New synthesis of serricornin,the sex pheromone of the cigarette beetle (Lasioderma serricorne)

A new approach to the total synthesis of serricornin, the sex pheromone of the cigarette beetle, based on readily available (4S,5E)-4-methyhept-5-enenitrile was implemented.     

A simple synthesis of 4E,7Z-tridecadien-1-yl acetate,a component of the sex pheromone of the potato mothPhtorimaea operculella (Lepidoptera:Gelehiidae)

A simple, five-step synthesis of the title compound was developed starting from commercially available 2,4-nonadienal. The overall yield of the pheromone is 29%, and the geometric purity of the ⁴ and ⁷ double bonds is 95%. TheZ configuration of the ⁷ bond results from the 1,4-cis-hydrogenation of the intermediate 1,4,6-undecatrien-3-ol in the presence of an (arene)chromium tricarbonyl complex, while theE configuration of the ⁴ bond arises in the Claisen-Johnson rearrangement occuring in the reaction of 1,5Z-undecadien-3-ol with trimethyl orthoacetate.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2350–2353, September, 1996.     

(Z,Z)-6,9-nonadecadien-3-one and (Z,Z,Z)-3,6,9-nonadecatriene: identification and synthesis of sex pheromone components of peribatodes rhomboidaria.

(Z,Z)-6,9-Nonadecadien-3-one and (Z,Z,Z)-3,6,9-nonadecatriene were identified by GC-EAD and GC-MS in ovipositor extracts of $\text{P}$. $\text{rhomboidaria}$; the synthetic mixture is attractive to males of the species in the field.     

(R)-和(S)-石蚕蛾属于信息素的合成

以樟脑衍生物(-)-莰烷磺内酰胺为原料,经N-(E-2-烷烯酰基)莰烷-10,2-磺内酰胺与烷基格氏试剂的不对称Michael加成反应,LiAlH4还原断裂,3-甲基已醇的碘代反应及有机镉试剂与丙酰氯的偶联反应制得(R)-和(S)-石蚕蛾雄性性信息素6-甲基于-3-壬酮,其光学纯度达96%ee以上。     

昆虫信息素研究 I: 谷斑皮蠹性信息素14-甲基-顺-8-十六碳烯醛的立体选择合成

研究了谷斑皮蠹性信息素的主要活性组份为14-甲基-8-十六碳烯醛, 报导了新合成路线, 其关键步骤是以2-溴丁烷的格氏试剂与1,4-二溴丁烷在Li2CuCl4存在下发生偶联反应, 制得的1-溴-5-甲基庚烷, 它与金属锂、CuI和CH≡CH反应而得高纯度顺式双键构型产物, 脱保护基再经PCC氢化即得目的物14-甲基-顺-8-十六碳烯醛.