Literature DB >> 4504334

Gyrinidal: a sesquiterpenoid aldehyde from the defensive glands of gyrinid beetles.

J Meinwald, K Opheim, T Eisner.   

Abstract

Three species of gyrinid beetles (Gyrinus ventralis, Dineutes hornii, and D. serrulatus) have been found to produce the nor-sesquiterpenoid aldehyde gyrinidal in the secretion of their pygidial defensive glands. This highly functionalized terpene is shown to be (E,E,E)-3,7-dimethyl-8,11-dioxo-2,6,9-dodecatrienal on the basis of spectral evidence and chemical degradation. While a very wide range of sesquiterpenoid structures occur in nature, gyrinidal appears to be the most highly oxidized acyclic sesquiterpene known.

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Year:  1972        PMID： 4504334      PMCID： PMC426665          DOI： 10.1073/pnas.69.5.1208

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  1 in total

1.  Sex stimulant and attractant in the Indian meal moth and in the almond moth.

Authors:  U E Brady; J H Tumlinson; R G Brownlee; R M Silverstein
Journal:  Science       Date:  1971-02-26       Impact factor: 47.728
  1 in total
  6 in total

1.  The New World whirligig beetles of the genus Dineutus Macleay, 1825 (Coleoptera, Gyrinidae, Gyrininae, Dineutini).

Authors:  Grey T Gustafson; Kelly B Miller
Journal:  Zookeys       Date:  2015-01-23       Impact factor: 1.546

2.  Alarm substance in Gyrinus aeratus (Coleoptera, Gyrinidae).

Authors:  Britt-Inger Henrikson; Jan A E Stenson
Journal:  Oecologia       Date:  1993-03       Impact factor: 3.225

3.  Chemistry of cephalic secretion of fire beeTrigona (Oxytrigona) tataira.

Authors:  Z Bian; H M Fales; M S Blum; T H Jones; T E Rinderer; D F Howard
Journal:  J Chem Ecol       Date:  1984-03       Impact factor: 2.626

4.  Chemical defense: aquatic beetle (Dineutes hornii) vs. fish (Micropterus salmoides).

Authors:  T Eisner; D J Aneshansley
Journal:  Proc Natl Acad Sci U S A       Date:  2000-10-10       Impact factor: 11.205

5.  Local dynamics and dispersal in a structured population of the whirligig beetle Deneutus assimilis.

Authors:  Beate Nürnberger
Journal:  Oecologia       Date:  1996-05       Impact factor: 3.225

Review 6.  Drug Discovery Insights from Medicinal Beetles in Traditional Chinese Medicine.

Authors:  Stephen T Deyrup; Natalie C Stagnitti; Mackenzie J Perpetua; Siu Wah Wong-Deyrup
Journal:  Biomol Ther (Seoul)       Date:  2021-03-01       Impact factor: 4.634
  6 in total

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