Disease relevance of CHEBI:28261

• alpha-Pinene metabolism by Pseudomonas putida [1].
• Purification and properties of alpha-pinene oxide lyase from Nocardia sp. strain P18.3 [2].
• A gas-liquid chromatographic system with alpha-cyclodextrin in formamide medium (coated on Chromosorb) was used for the separation of enantiomers of alpha-pinene, beta-pinene, limonene and camphene in medicines applied in the therapy of liver and kidney diseases [3].
• Stress-induced hyperthermia was attenuated by the green odor and the alpha-pinene, but not by the lavender or solvent [4].
• By use of the disk diffusion assay, we evaluated the capacity of three bacterial strains that we isolated from the soil samples, as well as Escherichia coli and Bacillus subtilis (reference strains), to grow in the presence of the essential oil and three of its main constituents (fenchone, cineol, alpha-pinene) [5].

Psychiatry related information on CHEBI:28261

• Based on the concentration of product as a function of the reaction time, the path of the alpha-pinene transformation to camphene and byproducts is proposed [6].

High impact information on CHEBI:28261

• The rearrangement of the alpha-pinene-OH adduct, a key step in the proposed mechanism of formation of acetone from alpha-pinene, is determined to possess a barrier of 11.6 kcal/mol [7].
• The C-C bond scission reactions of the beta-hydroxyalkoxy radicals that are formed after OH addition to alpha-pinene and beta-pinene are investigated [7].
• By using metabolically altered mutants and acrylate, novel putative intermediates of alpha-pinene metabolism by Pseudomonas putida PIN11 were detected [1].
• Nonpolar monoterpenes may require metabolism to be active in vitro, for example, cis-verbenol, a metabolite of alpha-pinene occurring in human urine, inhibits osteoclast activity in contrast to the parent compound [8].
• Camphor, alpha-pinene (the major component of turpentine), and thujone (a constituent in the liqueur called absinthe) produced an increase in porphyrin production in primary cultures of chick embryo liver cells [9].

Biological context of CHEBI:28261

• Strain improvement of Aspergillus sp. and Penicillium sp. by induced mutation for biotransformation of alpha-pinene to verbenol [10].
• Modeling aerosol formation from alpha-pinene + NOx in the presence of natural sunlight using gas-phase kinetics and gas-particle partitioning theory [11].
• We studied the transport and reaction rates of alpha-pinene (as a model hydrophobic pollutant) in a headspace in contact with a well-defined biofilm made up of biomass immobilized in low melting point agarose and found that reaction rates were similar in order of magnitude to biofilter rates [12].
• Gas chromatographic-mass spectrometric identification of metabolites from alpha-pinene in human urine after occupational exposure to sawing fumes [13].
• Uptake, distribution and elimination of alpha-pinene in man after exposure by inhalation [14].

Anatomical context of CHEBI:28261

• The effects of the Plectranthus barbatus essential oil (PBEO) at concentrations ranging form 1 to 300 microg/mL and some major constituents, i. e., alpha-pinene, myrcene and caryophyllene in the ratio and amount found in the oil, were studied on the contractility of the guinea-pig ileum [15].
• Although no essential oil could be detected either in cultured cells or in somatic embryoids, monoter-penes such as alpha-phellandrene and alpha-pinene were found in radical leaves of regenerated plantlets cultured on a hormone-free agar medium [16].
• Both woodrat species excreted unchanged alpha-pinene in the feces [17].
• We found no significant increase in digoxin accumulation with competitive inhibition experiments, and no increase in phosphate production with transfected membranes, at any concentration of alpha-pinene up to 100 muM [18].
• 3. The effects of components derived from essential oils (alpha-pinene, 1,8-cineole, cadinene and borneol) on P450s in rat hepatic microsomes were investigated [19].

Associations of CHEBI:28261 with other chemical compounds

• No other tested terpene was oxidized at a significant rate. alpha-Pinene was not metabolized by cell extracts in the presence or absence of NADH or NADPH [20].
• A partially purified and lyophilized preparation of (+)-alpha-pinene cyclase from sage (Salvia officinalis) was shown to convert geranyl pyrophosphate to the monoterpene olefins alpha-pinene, camphene, limonene, and myrcene, in hexane with the addition of 0.1 to 10% water [21].
• Influence of organic solvent on the behaviour of camphor and alpha-pinene enantiomers in reversed-phase liquid chromatography systems with alpha-cyclodextrin as chiral additive [22].
• In the experiments carried out at 50 Torr and 100 Torr, HPLC measurements showed that the semi-volatile products formaldehyde, acetaldehyde, acetone, campholenealdehyde and pinonaldehyde could be quantified as oxidation products for the alpha-pinene/OH reaction, with pinonaldehyde being the main product [23].
• Capillary GC and GC-MS analysis of the essential oil from the cones of JUNIPERUS COMMUNIS L. grown wild in Greece showed a high content of alpha-pinene (ca 27%), sabinene (13%), germacrene-D (10%), and myrcene (9%) [24].

Gene context of CHEBI:28261

• Recently, allelochemicals have been proposed to cause oxidative stress in target tissue and induce an antioxidant mechanism. alpha-Pinene, one of the common monoterpenoids emitted from several aromatic plants including forest trees, is known for its growth-inhibitory activity [25].
• A proposed mechanism for variable tolerance is a difference in absorption of alpha-pinene from the small intestine that is mediated by the intestinal transporter permeability glycoprotein (Pgp) [18].
• Effect of alpha-pinene on nuclear translocation of NF-kappa B in THP-1 cells [26].
• CONCLUSION: In a dose-related fashion, alpha-pinene inhibits the nuclear translocation of NF-kappa B induced by LPS in THP-1 cells, and this effect is partly due to the upregulation of I kappa B alpha expression [26].
• METHODS: THP-1 cells were incubated with alpha-pinene (1, 10, and 100 mg/L, for 30 min) before being stimulated with lipopolysaccharide (LPS, 1 mg/L, 30 min) [26].

Analytical, diagnostic and therapeutic context of CHEBI:28261

• The mechanism of formation of key compounds in atmospheric secondary aerosol (SOA) has been investigated by studying the products of the ozonolysis of an enal derived from alpha-pinene using gas chromatography coupled to mass spectrometry [27].
• The lowest limits of detection yet reported for capillary HPLC on-line measurement (i.e., 37 ng for alpha-pinene) are achieved with this system [28].
• Our results demonstrate that the contents of alpha-pinene and sabinene may be applied as a quick diagnostic test for preliminary evaluation of plant material [29].
• Here, we apply matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) to SOA particles from two biogenic precursors, alpha-pinene and isoprene [30].
• The biofilter portion of the system proved very successful in degrading the remaining toluene and alpha-pinene, thus complementing the removal from the bioreactor [31].

References