Relationship between the enantiomeric composition of α-pinene in host trees and the production of verbenols inIps species

Klimetzek, D.; Francke, Wittko

doi:10.1007/bf01960087

Cited by 75 publications

(35 citation statements)

References 10 publications

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“…The production of (-)-cis-verbenol and (+)-trans-verbenol in I. typographus and I. amitinus from the (-)-and (+)-enantiomers of a-pinene was shown to have a similar relationship by Klimetzek and Francke (1980). The ratio of cis-/trans-verbenols produced by I. typographus was consistent with the ratio of enantiomers of a-pinene in the host tree, which differed between trees of different regions and genotypes (Klimetzek and Francke, 1980;Lindstrom et al, 1989). Based on the above studies, a paradigm was established that I. paraconfusus, and probably most other Ips species, use myrcene and (-)-a-pinene in their host tree as precursors to ipsenol and ipsdienol or cis-verbenol, respectively.…”

Section: Precursors Of Aggregation Pheromone Componentsmentioning

confidence: 93%

“…1976), and the relationship between vapor concentration and pheromone component production was quantified (Byers 1981b). The production of (-)-cis-verbenol and (+)-trans-verbenol in I. typographus and I. amitinus from the (-)-and (+)-enantiomers of a-pinene was shown to have a similar relationship by Klimetzek and Francke (1980). The ratio of cis-/trans-verbenols produced by I. typographus was consistent with the ratio of enantiomers of a-pinene in the host tree, which differed between trees of different regions and genotypes (Klimetzek and Francke, 1980;Lindstrom et al, 1989).…”

Section: Precursors Of Aggregation Pheromone Componentsmentioning

confidence: 99%

See 1 more Smart Citation

Host-Tree Chemistry Affecting Colonization in Bark Beetles

Byers¹

1995

Chemical Ecology of Insects 2

151

128

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Section: Precursors Of Aggregation Pheromone Componentsmentioning

confidence: 93%

Section: Precursors Of Aggregation Pheromone Componentsmentioning

confidence: 99%

Host-Tree Chemistry Affecting Colonization in Bark Beetles

Byers¹

1995

Chemical Ecology of Insects 2

151

128

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“…The selection of pairs of monoterpenes of which the correlation coefficients were determined was based upon (1) PCA (variables that appear close to each other in a PC loading plot are covarying (Wold et al 1989)), (2) the importance of host odor constituents in chemical ecology (Klimetzek & Francke 1980;Nordlander 1990;Wibe et al 1998), and (3) the biosynthesis of constitutional isomers and stereoisomers in other Pinaceae species, namely ( −)-h-pinene and ( −)-i-pinene in A. grandis (Bohlmann et al 1997) and e.g. (−)-i-pinene, ( −)-h-pinene and ( +)-h-pinene in P. contorta (Savage et al 1994) and in P. taeda .…”

Section: Correlation Coefficientsmentioning

confidence: 99%

Correlations between selected monoterpene hydrocarbons in the xylem of six Pinus (Pinaceae) species

et al. 2001

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The compositions of 23 monoterpene hydrocarbons of six pine species (Pinus syl6estris, P. yunnanensis, P. armandii, P. tropicalis, P. cubensis and P. caribaea) were compared, using multivariate data analysis. Four of the six species were clearly different from the other species in a Principal Components Analysis (PCA) model, based on the relative amounts (selective normalization) of the monoterpenes. The correlation coefficients between constituents were determined separately for each species and the strongest correlations were found between (+)-h-pinene and (+ )-camphene and between the corresponding (−)-enantiomers, in all species. This pattern, i.e. a good correlation in all species, was neither shown by the correlation of the structurally more similar (+ )-h/i-pinenes, nor by the ( −)-h/i-pinenes or within the enantiomeric pairs of h-pinene and i-pinene. For these pairs of monoterpenes, good correlations were found in some species. None of the species showed good correlations in all the investigated monoterpene pairs presented here. Correlations between monoterpenes in insect-attacked trees (P. cubensis and P. caribaea, attacked by Dioryctria horneana, and P. yunnanensis, attacked by Tomicus piniperda) were also determined. The results are discussed from chemotaxonomic and biosynthetic points of view.

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“…Another possible reason is that bark beetles often synthesize pheromone components from monoterpene precursors in the tree, where we expect a large variation (Sturgeon 1979), whereas moths synthesize their components de novo (Bjostad and Roelofs, 1981). This could explain the insensitivity of I. typographus for cV:MB ratios since cV is made from c~-pinene in Norway spruce (Klimetzek and Francke, 1980). In D. brevicomis, biosynthesis of F does not seem to be affected by the host, while E is only produced by the female during feeding (Byers, 1983a), although we do not know if a host precursor is involved.…”

Section: Diffusion-dilution Release Of Semiochemicals Let Us First Cmentioning

confidence: 88%

Novel diffusion-dilution method for release of semiochemicals: Testing pheromone component ratios on western pine beetle

Byers

1988

J Chem Ecol

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Abstract--Each of the pheromone components of the Western pine beetle, LeC. (Coleoptera: Scolytidae), exo-brevicomin (E) and frontalin (F), were released in the forest at various ratios 0.01 : 1, 0.1 : 1, or 1 : 1 to a constant dose of the opposite component (E or F) plus the host monoterpene myrcene (M), which were each released at 1.5 rag/day. The components were released by a new method that combines the principles of chemical diffusion through a tube with mole percentage dilution of the chemical. Both sexes of D. brevicomis were attracted similarly at comparable ratios (and release rates) of E or F and showed similar logarithmic relationships (r 2 = 0.92-0.99). The bark beetle predator, Temnochila chlorodia (Mannerheim) (Coleoptera: Trogositidae) was apparently less sensitive to E than D. brevicomis, being relatively less attracted to amounts of E equivalent to that released by 70 females, while none were attracted to that from seven females (while this rate still attracted significant numbers of conspecifics). The apparent insensitivity of bark beetles to extreme ratios between pheromone components in contrast to moths is discussed. The advantages of the diffusion-dilution method of releasing semiochemicals compared to previous methods of absorbents, wicks, capillary tubes, and semipermeable plastic membranes are also discussed. Dendroctonus brevicomis

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Relationship between the enantiomeric composition of α-pinene in host trees and the production of verbenols inIps species

Cited by 75 publications

References 10 publications

Host-Tree Chemistry Affecting Colonization in Bark Beetles

Host-Tree Chemistry Affecting Colonization in Bark Beetles

Correlations between selected monoterpene hydrocarbons in the xylem of six Pinus (Pinaceae) species

Novel diffusion-dilution method for release of semiochemicals: Testing pheromone component ratios on western pine beetle

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