Disease relevance of C11393

• We report here the isolation of a Pseudomonas species which will utilize a monoterpene natural product, alpha-terpineol, as its sole source of carbon and energy [1].
• Because minor constituents in complex essential oils have been suggested to act as synergists, binary mixtures of the compounds were tested for synergy vis à vis acute toxicity and feeding deterrence. trans-Anethole acted synergistically with thymol, citronellal, and alpha-terpineol, in terms of both acute toxicity and feeding deterrence [2].

High impact information on C11393

• Thus, for a common monoterpene uptake rate, alpha-terpineol is less efficient in stabilizing membrane liquid-crystalline structure and as an antioxidant in plant membranes [3].
• Cytochrome P450terp is a class I (mitochondrial/bacterial) P450 that catalyzes the hydroxylation of alpha-terpineol as part of the catabolic assimilation of this compound by a pseudomonad species [4].
• Linalool, 4-terpineol, alpha-terpineol, and trans-2-hexenol, are found in all of the Zanthoxylum species examined in this study [5].
• Enantioselective synthesis of alpha-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations [6].
• Enolate anions generated from norterpenyl bromides bearing oxazolidinone chiral auxiliaries at the chain termini underwent efficient, stereo-biased cyclizations to form 6- and 14-membered rings in novel synthetic routes to alpha-terpineol and nephthenol enantiomers [6].

Chemical compound and disease context of C11393

• OBJECTIVES: Thirty isolates of Pseudomonas aeruginosa, 15 isolates of Pseudomonas putida and 11 isolates of Pseudomonas fluorescens were tested for susceptibility to tea tree oil (TTO), the essential oil of Melaleuca alternifolia, and the components terpinen-4-ol, alpha-terpineol, cineole, gamma-terpinene and rho-cymene [7].
• The toxicity of marjoram oil, thymol, alpha-terpineol, (-)-alpha-thujone, linalool, 1,8-cineole, (-)-camphor, and (+)-carvone, ranging from 0.08 to 0.18 mg/cm2, was higher than that of propoxur [8].

Biological context of C11393

• Biotransformation of alpha-terpineol by the larvae of common cutworm (Spodoptera litura) [9].
• In separate inhalation experiments with coumarin and with alpha-terpineol the corresponding concentrations were 7.7 ng/mL and 6.9 ng/mL, respectively [10].

Anatomical context of C11393

• Both caryophyllene and alpha-terpineol showed important antiproliferative effects on K562 cells [11].
• The oils of oregano plants were strongly characterized by p-cymene (16.8-24.9%), gamma-terpinene (16.8-24.9%), thymol (8.4-36.0%), and carvacrol (1.1-29.7%), a thymol chemotype for Origanum floribundum and a alpha-terpineol chemotype for Thymus numidicus being described for the first time [12].
• In particular, the components with a terpenic structure (beta-pinene, cineole, alpha-terpineol and linalool) have the highest capacity to pass through the porcine buccal mucosa when compared to the other components (linalyl acetate and alpha-terpinil acetate) [13].

Associations of C11393 with other chemical compounds

• Biosynthesis of monoterpenes: enzymatic concersion of neryl pyrophosphate to 1,8-cineole, alpha-terpineol, and cyclic monoterpene hydrocarbons by a cell-free preparation from sage (Salvia officinalis) [14].
• A bimolecular rate constant, kOH+alpha-terpineol, of (1.9 +/- 0.5) x 10(-10) cm3 molecule(-1) s(-1) was measured using gas chromatography/mass spectrometry and the relative rate technique for the reaction of the hydroxyl radical (OH) with alpha-terpineol (1-methyl-4-isopropyl-1-cyclohexen-8-ol) at (297 +/- 3) K and 1 atm total pressure [15].
• This bioconversion was also carried out with surface cultures of Penicillium sp. The main bioconversion products obtained from geraniol and nerol by liquid cultures of A. niger were linalool and alpha-terpineol [16].
• It was found that (+)- and (-)-limonene were converted by Penicillium digitatum to alpha-terpineol (main metabolite), cis- and trans-p-menth-2-en-1-ol, neodihydrocarveol and limonene oxide (minor metabolites) using liquid cultures [17].
• Normalized responses to monoterpenes known to occur in Pinus radiata ranged from about 20 to about 150, with alpha-terpineol giving the greatest responses in both sexes [18].

Analytical, diagnostic and therapeutic context of C11393

• The high enhancement by alpha-terpineol was due to macroscopic perturbation of the SC and the biological reaction in viable skin as evaluated by TEWL and colorimetry [19].

References