Pectinophora gossypiella, pink bollworm

A SN reaction-based domino route to clerodane diterpenoid tanabalin (2-488) [258] has been described by Watanabe s group (Scheme 2.111) [259]. This natural product is interesting as it exhibits potent insect antifeedant activity against the pink bollworm, Pectinophora gossypiella, a severe pest of the cotton plant The domino sequence towards the substituted trans-decalin 2-487 as the key scaffold is induced by an intermolecular alkylation of the (5-ke toes ter 2-484 with the iodoalkane 2-483 followed by an intramolecular Michael addition/aldol condensation (Robin-... 

The pink bollworm (Pectinophora gossypiella Saund.), considered to be potentially the worst pest of cotton in the United States, occurs throughout the major cotton-producing areas in Mexico, Venezuela, Colombia, Brazil, and Argentina. It probably causes more damage to cotton in the tropical Americas than any other insect. 

Cuts from the silica gel column were incorporated into artificial diets optimized for several economically-important agricultural pest insects, the pink bollworm Pectinophora gossypiella> the tobacco budworm Heliothis virescens> the corn earworm H. zea and the fall armyworm Spodoptera frugiperda. > Monitoring with this artificial diet bioassay, further column chromatography and preparative TLC on silica gel in diethylether-petrol yielded five... 

Figure 4. Electron micrograph of a pink bollworm, Pectinophora gossypiella, after ingestion of the crude methanol extract of Ajuga remota roots. This insect has three head capsules that mask its functiorml mouthparts- The insect eventually starved to death. Magnification X 113.

Collins, R. D. and Carde, R. T. (1985). Variation in and heritability of aspects of pheromone production in the pink bollworm moth, Pectinophora gossypiella (Lepidoptera Gelechiidae). Annals of the Entomological Society of America 78 229-234. 

Haynes, K. F. and Baker, T. C. (1988). Potential for evolution of resistance to pheromones worldwide and local variation in chemical communication system of the pink bollworm moth, Pectinophora gossypiella. Journal of Chemical Ecology 14 1547-1560. 

The isolation of the pheromone obtained from the female of the pink bollworm, Pectinophora gossypiella, and the determination of the structure and synthesis of the compound are also associated with the names of Jacobson and co-workers (Jones era/., 1966). The synthetic ( )-10-propyl-5-tridecadienyl acetate (propylure,... 

At present the majority of pheromones used are those involving control and monitoring of Lepidoptera such as pink bollworm Pectinophora gossypiella, the oriental fruit moth Grapholita molesta and the tomato pinworm Keiferia lycopersicella. The advantage of a sex pheromone used against these species is that often there is quite an extensive range over which the pheromone can be effective. However, on the downside is the fact that only males are trapped. This means that it is... 

Lepidoptera Bollworm, pink (Pectinophora gossypiella) Borer 200 4-10 14-21 12-18 14 3-6... 

Jacobson (1969) has separated a mixture of the cis and trans forms of propylure (10-propyl-fru/is-5,9-tridecadienyl acetate) (CXXIXX the sex pheromone of the female pink bollworm moth (Pectinophora gossypiella (Saunders)), into its pure isomers by thin-layer chromatography. The infrared spectrum of the separated frans-propylure had a medium band at 965 cm trans HC=CH) that was absent in the spectrum of the cis isomer. The spectrum of cis-propylure had an inflection at 740 cm. c/s-Propylure inhibited or masked the activity of the trans isomer, as... 

We have realized total synthesis of 7Z,llZ-hexadecadienyl acetate and 7Z,11E-hexadecadienyl acetate - sex pheromone of pink bollworm moth (Pectinophora gossypiella) via cometathesis of COD with 1-hexene (Scheme 4). 

As far as we know, there are only four publications devoted to cometathesis of COD with 1-hexene for pheromone synthesis of pink bollworm moth Pectinophora gossypiella) [31-34]. In 1973 Hammel et al recognized that a sex pheromone of this pest is a blend of 7Z,1 IZ-hexadecadienyl acetate and its corresponding Z,E-isomer [35]. It was shown later that the isomer ratio produced by the insect females depends on the geographic area of habitants. As a rule the natural content of Z,Z-isomer is about 56-62% [36-38]. Haynes et al found that the effectiveness of the action of artificial sex... 

A three-layer plastic flake has been prepared as one form of a matrix entrapped polymer relying on a physical diffusion of the active agent.22 The outside layers were a vinyl plastic. The inside layer was any one of several pheromones of the pink bollworm, Pectinophora gossypiella (Saunders) including gossyplure, TF, virelure, or Z-9 TDF pheromones. Gossyplure is a 1 1 mixture of the Z,Z and Z,E isomers of 7,11-hexadeca-dienyl acetate. TF is 1-tetradecenal formate. Virelure is a 16 1 mixture of (Z)-11-hexadecenal and (Z)-9-tetradecenal. Z-9-TDF is (Z)-9-tetra-decen-l-ol formate. 

Figure 31. Diterpene resin acids tested for biological activity against pink bollworm (Pectinophora gossypiella) larvae.

Nonconjugated dienes have been identified as sex pheromones from a variety of species, including the pink bollworm moth (Pectinophora gossypiella). The initially assigned structure was that of the branched diene (5) (see p. 15). Numerous syntheses of this molecule have been reported and are reviewed by Katzenellenbogen (59). The pheromone is now known (79) to be a 1 1 mixture of (7Z,11Z)- and (7Z,11 )-7,11-hexadecadien-l-yl acetate (529a and 529b, respectively, see Scheme 91). 

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