Isolation and structure of the sex-pheromone of the moth, Nudaurelia cytherea cytherea

Henderson, H. E.; Warren, F. L.; Augustyn, O.P.H.; Burger, B. V.; Boshoff, P. R.; Spies, H. S. C.; Geertsema, H.

doi:10.1016/0022-1910(73)90209-6

Cited by 14 publications

(9 citation statements)

References 15 publications

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“…Furthermore, they were the first naturally occurring nitrate esters identified. Esters with a C 4 -C 6 acid have been identified from one Saturniidae (Bombycoidea) species [51] and three Lymantriidae species [52]. The monoenyl 7-18 chain skeleton of the Lymantriidae pheromone is worthy of note, because 7-18 compounds with a common functional group have not been found (see Fig.…”

Section: Type I Compounds With Unique Structuresmentioning

confidence: 98%

Lepidopteran Sex Pheromones

Ando

Inomata

Yamamoto

2004

Topics in Current Chemistry

333

289

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As a consequence of the diversity of Lepidoptera, including 150,000 described species, interesting species-specific sex pheromone systems are exhibited in this insect group. The quite varied pheromones, which have been identified from female moths of nearly 530 species from around the world, are classified into groups of Type I (75%), Type II (15%), and miscellaneous (10%), according to their chemical structures. Additionally, many pheromones produced by male moths and butterflies have been known. While new sex pheromones from about 70 lepidopteran species have been reported in the last five years utilizing GC-EAD, GC-MS, LC, and NMR, our information about the pheromones is still rudimentary, and these kinds of semiochemicals remain an exciting research target for natural product chemistry. In addition to the overview of their chemical structures, this chapter deals with current methods for their identification. Furthermore, an actual application of the synthetic pheromones for pest control is briefly introduced.

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Section: Type I Compounds With Unique Structuresmentioning

confidence: 98%

Lepidopteran Sex Pheromones

Ando

Inomata

Yamamoto

2004

Topics in Current Chemistry

333

289

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“…Pine emperor moth (Nudaurelia cytherea cytherea Fabricius) (Henderson et al, 1973) The bioassay used was a standardized EAG on the male moth antennae. The two terminal segments were excised from 1.7 x 10 4 newly emerged female moths.…”

Section: (B) Excised Glandmentioning

confidence: 99%

Insect Pheromones and their Use in Pest Management

1998

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“…The sex pheromones of Antheraea polyphemus (Kochansky et al, 1975), Nudaurelia cytherea (Henderson et al, 1973), Antheraea pernyi and Samia cynthia ricini (Bestmann et al, 1989), and some species in the genera Hemileuca and Saturnia (McElfresh and Millar, 1999a,b,c;McElfresh et al, 2001a, b) are known.…”

Section: Introductionmentioning

confidence: 99%

Sex Pheromone of Lonomia obliqua: Daily Rhythm of Production, Identification, and Synthesis

et al. 2007

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The sex pheromone of Lonomia obliqua Walker (Lepidoptera: Saturniidae) was studied in the laboratory. All female calling occurred during the scotophase. Most females (70.6%) called first within 24 hr of eclosion. Calling varied with age of female, with older (5-to 6-day-old) females calling earlier in the scotophase and for longer durations than younger (0-to 1-day-old) females. The sex pheromone gland of 1-to 3-day-old virgin females was extracted during the calling peak. A Y-olfactometer bioassay showed significant attraction of males to a filter paper containing the female gland extract. Gas chromatographic-electroantennogram detection (GC-EAD) analysis of the extract indicated the presence of at least two possible pheromone components. Gas chromatographic-mass spectrometric analysis of the major GC-EAD-active peak indicated a hexadecenyl acetate; chemical derivatization indicated Δ11 unsaturation. Synthetic samples of (E)-and (Z)-11-hexadecenyl acetate were obtained by coupling 10-bromo-1-decanol and 1-hexyne, utilizing lithium chemistry. The comparison of the retention time of dimethyl disulfide derivatives of the natural compound, to those of synthetic chemicals, confirmed the natural compound as (E)-11-hexadecenyl acetate. The minor component was identified as the related alcohol, (E)-11-hexadecenol. The ratio of the two components in female extract was 100:35. Preliminary tests of males in a Y-olfactometer showed that their response to a mixture of the two compounds was not significantly different from that to gland extract.

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Isolation and structure of the sex-pheromone of the moth, Nudaurelia cytherea cytherea

Cited by 14 publications

References 15 publications

Lepidopteran Sex Pheromones

Lepidopteran Sex Pheromones

Insect Pheromones and their Use in Pest Management

Sex Pheromone of Lonomia obliqua: Daily Rhythm of Production, Identification, and Synthesis

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