Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddis flies

Jan Bergmann, Christer Löfstedt, Vladimir D. Ivanov, Wittko Francke

Результат исследований: Научные публикации в периодических изданияхстатья

27 Цитирования (Scopus)

Выдержка

Glands of the 4th and 5th abdominal stemite of the caddis flies Potamophylax latipennis, Potamophylax cingulatus, and Glyphotaelius pellucidus contain (S)-4-methyl-3-heptanone (4a), (4S,6S)-4,6-dimethyl-3-octanone (4b), and (4S,6S)-4,6-dimethyl-3-nonanone (4c). As shown by gas chromatography coupled with electrophysiological recordings, these ketones elicit a strong response in the insects' antennae. The structural assignment of the compounds was achieved on the basis of mass spectra, enantioselective synthesis, and gas chromatography on a chiral stationary phase.

Язык оригиналаанглийский
Страницы (с-по)3175-3179
Число страниц5
ЖурналEuropean Journal of Organic Chemistry
Номер выпуска16
DOI
СостояниеОпубликовано - 1 янв 2001

Отпечаток

gas chromatography
Ketones
ketones
Gas chromatography
glands
insects
configurations
mass spectra
antennas
recording
Antennas
synthesis
4-methyl-3-heptanone
3-octanone

Предметные области Scopus

  • Физическая и теоретическая химия
  • Органическая химия

Цитировать

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abstract = "Glands of the 4th and 5th abdominal stemite of the caddis flies Potamophylax latipennis, Potamophylax cingulatus, and Glyphotaelius pellucidus contain (S)-4-methyl-3-heptanone (4a), (4S,6S)-4,6-dimethyl-3-octanone (4b), and (4S,6S)-4,6-dimethyl-3-nonanone (4c). As shown by gas chromatography coupled with electrophysiological recordings, these ketones elicit a strong response in the insects' antennae. The structural assignment of the compounds was achieved on the basis of mass spectra, enantioselective synthesis, and gas chromatography on a chiral stationary phase.",
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Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddis flies. / Bergmann, Jan; Löfstedt, Christer; Ivanov, Vladimir D.; Francke, Wittko.

В: European Journal of Organic Chemistry, № 16, 01.01.2001, стр. 3175-3179.

Результат исследований: Научные публикации в периодических изданияхстатья

TY - JOUR

T1 - Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddis flies

AU - Bergmann, Jan

AU - Löfstedt, Christer

AU - Ivanov, Vladimir D.

AU - Francke, Wittko

PY - 2001/1/1

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AB - Glands of the 4th and 5th abdominal stemite of the caddis flies Potamophylax latipennis, Potamophylax cingulatus, and Glyphotaelius pellucidus contain (S)-4-methyl-3-heptanone (4a), (4S,6S)-4,6-dimethyl-3-octanone (4b), and (4S,6S)-4,6-dimethyl-3-nonanone (4c). As shown by gas chromatography coupled with electrophysiological recordings, these ketones elicit a strong response in the insects' antennae. The structural assignment of the compounds was achieved on the basis of mass spectra, enantioselective synthesis, and gas chromatography on a chiral stationary phase.

KW - Asymmetric synthesis

KW - Caddis flies

KW - Ketones

KW - Natural products

KW - Structure elucidation

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