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Search for "beetle" in Full Text gives 12 result(s) in Beilstein Journal of Organic Chemistry.
Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals
Beilstein J. Org. Chem. 2020, 16, 616–620, doi:10.3762/bjoc.16.57
- particularly interesting example, because it is also a component of the luring mixture used by the bolas spider Mastophora hutchinsoni [3][4]. (6R,7S,2E)-6,7-Epoxy-2-nonenal has been identified as a sex-aggregation pheromone of the red-necked longhorn beetle (Aromia bungii) [5] and its synthesis has been
Mechanistic investigations on multiproduct β-himachalene synthase from Cryptosporangium arvum
Beilstein J. Org. Chem. 2019, 15, 1008–1019, doi:10.3762/bjoc.15.99
- compound mixture need to be precise [1]. However, in some cases, compound mixtures have proven to be superior to the properties of the single compounds by evolution. Examples demonstrating this principle can be found in pheromone chemistry, like the bark beetle aggregation blend of ipsdienol, ipsenol and
18-Hydroxydolabella-3,7-diene synthase – a diterpene synthase from Chitinophaga pinensis
Beilstein J. Org. Chem. 2017, 13, 1770–1780, doi:10.3762/bjoc.13.171
- synthase from the beetle Phaedon cochleariae [33]. Similar small changes of the conditions, e.g., of the pH or the presence of different metal cofactors, may also change the product profile of a terpene synthase in different heterologous hosts. Changes in the product profile of terpene synthases depending
Identification, synthesis and mass spectrometry of a macrolide from the African reed frog Hyperolius cinnamomeoventris
Beilstein J. Org. Chem. 2016, 12, 2731–2738, doi:10.3762/bjoc.12.269
- reported for (Z)-tetradec-5-en-13-olide (1) by Millar et al. [11], exhibiting a molecular ion at m/z 224. This macrolide, called cucujolide III, is used by the flat grain beetle Cryptolestes pusillus as pure (S)-enantiomer and by C. turcicus as a 33:67 R/S mixture [12], and acts as a synergist to the
- respective pheromones [11][13]. Microhydrogenation of the frog extract furnished 13-tetradecanolide, thus confirming compound A to be a 13-tetradecenolide. The double bond position in this macrolide likely is at C-5, because of the similarity of the mass spectrum to that of the beetle macrolide. Nevertheless
Natural products from microbes associated with insects
Beilstein J. Org. Chem. 2016, 12, 314–327, doi:10.3762/bjoc.12.34
- potent toxin that can ward of natural predators such as wolf spiders [48]. The initial isolation of pederin (3) included the collection and chemical analysis of 250,000 beetles. Later, the true producer was found to be an endosymbiotic Pseudomonas sp. within the female beetle which was identified by
- molecular analysis of the biosynthetic gene cluster of pederin (3) [49][50][51][52]. Beetle larvae hatching from pederin-containing eggs were less prone to predation by wolf spiders than pederin-free larvae, indicating the ecological significance of this secondary metabolite [53]. The biosynthetic gene
- beetle larvae, but also eventually causes the death of the tree. To propagate the fungus, adult beetles carry Entomocorticium sp. A in a specialized storage compartment called a mycangium from which the galleries within the inner bark of the host pine tree, housing the beetle larvae, are inoculated. The
Lateral ordering of PTCDA on the clean and the oxygen pre-covered Cu(100) surface investigated by scanning tunneling microscopy and low energy electron diffraction
Beilstein J. Org. Chem. 2014, 10, 2055–2064, doi:10.3762/bjoc.10.213
- ) from OCI Vacuum Microengineering. The LEED measurements were done at sample temperatures of 280–400 K using beam currents of 1–20 nA. The distortions of the LEED images due to the planar microchannel plate were corrected by a home-written software [10]. The second chamber contained a beetle-type
A protecting group-free synthesis of the Colorado potato beetle pheromone
Beilstein J. Org. Chem. 2013, 9, 2374–2377, doi:10.3762/bjoc.9.273
- Zhongtao Wu Manuel Jager Jeffrey Buter Adriaan J. Minnaard Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands 10.3762/bjoc.9.273 Abstract A novel synthesis of the aggregation pheromone of the Colorado potato beetle, Leptinotarsa
- ; catalysis; Colorado potato beetle; Leptinotarsa decemlineata; oxidation; natural product; Introduction The Colorado potato beetle Leptinotarsa decemlineata, a worldwide pest causing considerable damage in the US annually, has developed resistance to more than 25 insecticides [1][2][3][4]. For crop
- insecticides controlling the Colorado potato beetle, and an attractive alternative is to use a pheromone management strategy. An important finding in this connection was the isolation of the male produced aggregation pheromone by Dickens and Oliver et al. in 2002 [7], which was subsequently identified as (S
On the proposed structures and stereocontrolled synthesis of the cephalosporolides
Beilstein J. Org. Chem. 2012, 8, 1287–1292, doi:10.3762/bjoc.8.146
- (Figure 1). Chalcogran, a sex pheromone secreted by the male bark beetle, is isolated from natural sources as a mixture of diastereomers. However, Byers et al showed that the spiroketal (2R,5R)-isomer induces the strongest responses from both females and males [16]. In such cases it is interesting to
Stereoselective synthesis of trans-fused iridoid lactones and their identification in the parasitoid wasp Alloxysta victrix, Part II: Iridomyrmecins
Beilstein J. Org. Chem. 2012, 8, 1256–1264, doi:10.3762/bjoc.8.141
- larvae of several leaf beetle species [49][50]. Subsequently, 30 may rearrange to the thermodynamically more stable, conjugated 21. Despite these results, there are still a lot of open questions concerning the biosynthesis of iridoids. Recently, it could be shown that leaf beetles may produce iridoid
Stereoselective synthesis of trans-fused iridoid lactones and their identification in the parasitoid wasp Alloxysta victrix, Part I: Dihydronepetalactones
Beilstein J. Org. Chem. 2012, 8, 1246–1255, doi:10.3762/bjoc.8.140
- secretions of the abdominal defense glands of the rove beetle Creophilus maxillosus [39]. Interestingly, the structure of a' is relatively close to that of nepetalactone 7 and lactol 8, the sex pheromone of the grain aphid S. avenae [13] which keeps the second level in the investigated tetratrophic system
A new phenylethyl alkyl amide from the Ambrostoma quadriimpressum Motschulsky
Beilstein J. Org. Chem. 2011, 7, 1342–1346, doi:10.3762/bjoc.7.158
- -phenethyloctadecanamide (1), was isolated from the beetle Ambrostoma quadriimpressum Motschulsky. The structure of the amide was determined by NMR and MS. The absolute configuration of compound 1 was confirmed by an asymmetric total synthesis, which was started from L-glutamic acid. The construction of the aliphatic
- chain was accomplished by the selective protection of the hydroxy groups and two-time implementation of the Wittig olefination reaction. Keywords: asymmetric synthesis; beetle; fatty acid amide; isolation; Introduction The leaf beetle Ambrostoma quadriimpressum Motschulsky (Coleoptera: Chrysomelidae
- with chemical defensive compounds. Insects are able to produce a vast array of biologically active secondary metabolites, which are used for defence purposes or as pheromones. In particular, the chemical defensive phenomenon of the beetle has been observed in Coleoptera [1][2]. Over the last few years
Combining two-directional synthesis and tandem reactions, part 11: second generation syntheses of (±)-hippodamine and (±)-epi-hippodamine
Beilstein J. Org. Chem. 2008, 4, No. 4, doi:10.1186/1860-5397-4-4
- isolated from a ladybird beetle Hippodamia convergens by Tursch and co-workers in 1972 [3]. The structure of hippodamine (1) was established two years later by the same group [4] on the basis of a single-crystal X-ray diffraction experiment (Figure 1). Epi-hippodamine (2) is its unnatural isomer with an
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