Aqueous Solubility of Liquid Monoterpenes at 293 K and Relationship with Calculated Log P Value

Cal, Krzysztof

doi:10.1248/yakushi.126.307

Cited by 30 publications

(8 citation statements)

References 9 publications

(7 reference statements)

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“…Indeed the pilot distilled oil possessed the lowest content of oxygenated monoterpenes among the oils. These findings can be explained by the fact that oxygenated monoterpenes generally possess relatively high aqueous solubility and dissolve into the waste water which is generated in large quantities in pilot distillation.…”

Section: Resultsmentioning

confidence: 99%

Combination of column adsorption and supercritical fluid extraction for recovery of dissolved essential oil from distillation waste water of Yulania liliiflora

Lei

Mao

et al. 2015

J of Chemical Tech & Biotech

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BACKGROUND: Aromatic waste water is the main by-product of industrial essential oil distillation. To recover the dissolved essential oil from this distillation waste water, an approach combining column adsorption (CA) and supercritical fluid extraction (SFE) was proposed. Yulania liliiflora was selected as a case study. Activated carbon of mixed porosity was employed and quantitative desorption of the adsorbed oil was achieved using supercritical carbon dioxide (SC-CO 2 ). RESULTS:The optimized condition of CA-SFE was 18 MPa, 308 K, dynamic extraction for 60 min and CO 2 flow rate of 3.6 g min −1 . A recovery of 0.668 ± 0.050 g kg −1 (n = 3) was achieved for the dissolved oil from distillation waste water, significantly higher (P < 0.05) than that obtained by liquid-liquid extraction (LLE) (0.405 ± 0.032 g kg −1 , n = 3). Yulania liliiflora recovered oil was rich in eucalyptol (52. 6-55.2%), -terpineol (15.2-18.1%) and terpinen-4-ol (8.1-8.7%). CONCLUSION:The CA-SFE approach is highly efficient and especially suitable for large-scale application. The recovered essential oil is valued for being rich in organoleptically important and biologically active compounds.

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Section: Resultsmentioning

confidence: 99%

Combination of column adsorption and supercritical fluid extraction for recovery of dissolved essential oil from distillation waste water of Yulania liliiflora

Lei

Mao

et al. 2015

J of Chemical Tech & Biotech

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“…Because agar is mainly composed of water, the higher the aqueous solubility of the compounds, the better their diffusion across the agar. The aqueous solubility of 1,8-cineole, which predominates in E-EO, is 2.63 mg/mL at 293 K, while the solubility of linalool (the main component of L-EO) is 1.34 mg/mL [21]. Linalool diffuses more poorly through the agar than 1,8-cineole, thus, the growth inhibition zones of L-EO are less than E-EO.…”

Section: Discussionmentioning

confidence: 99%

Chemical Composition and Antibacterial Activity of Liquid and Volatile Phase of Essential Oils against Planktonic and Biofilm-Forming Cells of Pseudomonas aeruginosa

et al. 2022

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Pseudomonas aeruginosa is an opportunistic pathogen causing life-threatening, hard-to-heal infections associated with the presence of a biofilm. Essential oils (EOs) are promising agents to combat pseudomonal infections because of the alleged antimicrobial activity of their volatile fractions and liquid forms. Therefore, the purpose of this paper was to evaluate the antibacterial efficacy of both volatile and liquid phases of seven EOs (thyme, tea tree, basil, rosemary, eucalyptus, menthol mint, lavender) against P. aeruginosa biofilm and planktonic cells with the use of a broad spectrum of analytical in vitro methods. According to the study results, the antibacterial activity of EOs in their liquid forms varied from that of the volatile fractions. Overall, liquid and volatile forms of rosemary EO and tea tree EO displayed significant antibiofilm effectiveness. The outcomes indicate that these particular EOs possess the potential to be used in the therapy of P. aeruginosa infections.

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“…Although almost immiscible, terpenes still have a low, but measurable water solubility. For example, a range of 5–30 mg per liter solubility in water was reported for monoterpenes such as limonene, myrcene, and pinene [ 26 , 27 ]. Thus, an excess of unoxidized amorphadiene is likely to remain in the medium and diffuse through the yeast membrane before being oxidized by AMO/CPR or vaporized into the atmosphere.…”

Section: Discussionmentioning

confidence: 99%

Induction of multiple pleiotropic drug resistance genes in yeast engineered to produce an increased level of anti-malarial drug precursor, artemisinic acid

et al. 2008

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BackgroundDue to the global occurrence of multi-drug-resistant malarial parasites (Plasmodium falciparum), the anti-malarial drug most effective against malaria is artemisinin, a natural product (sesquiterpene lactone endoperoxide) extracted from sweet wormwood (Artemisia annua). However, artemisinin is in short supply and unaffordable to most malaria patients. Artemisinin can be semi-synthesized from its precursor artemisinic acid, which can be synthesized from simple sugars using microorganisms genetically engineered with genes from A. annua. In order to develop an industrially competent yeast strain, detailed analyses of microbial physiology and development of gene expression strategies are required.ResultsThree plant genes coding for amorphadiene synthase, amorphadiene oxidase (AMO or CYP71AV1), and cytochrome P450 reductase, which in concert divert carbon flux from farnesyl diphosphate to artemisinic acid, were expressed from a single plasmid. The artemisinic acid production in the engineered yeast reached 250 μg mL-1 in shake-flask cultures and 1 g L-1 in bio-reactors with the use of Leu2d selection marker and appropriate medium formulation. When plasmid stability was measured, the yeast strain synthesizing amorphadiene alone maintained the plasmid in 84% of the cells, whereas the yeast strain synthesizing artemisinic acid showed poor plasmid stability. Inactivation of AMO by a point-mutation restored the high plasmid stability, indicating that the low plasmid stability is not caused by production of the AMO protein but by artemisinic acid synthesis or accumulation. Semi-quantitative reverse-transcriptase (RT)-PCR and quantitative real time-PCR consistently showed that pleiotropic drug resistance (PDR) genes, belonging to the family of ATP-Binding Cassette (ABC) transporter, were massively induced in the yeast strain producing artemisinic acid, relative to the yeast strain producing the hydrocarbon amorphadiene alone. Global transcriptional analysis by yeast microarray further demonstrated that the induction of drug-resistant genes such as ABC transporters and major facilitator superfamily (MSF) genes is the primary cellular stress-response; in addition, oxidative and osmotic stress responses were observed in the engineered yeast.ConclusionThe data presented here suggest that the engineered yeast producing artemisinic acid suffers oxidative and drug-associated stresses. The use of plant-derived transporters and optimizing AMO activity may improve the yield of artemisinic acid production in the engineered yeast.

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Aqueous Solubility of Liquid Monoterpenes at 293 K and Relationship with Calculated Log P Value

Cited by 30 publications

References 9 publications

Combination of column adsorption and supercritical fluid extraction for recovery of dissolved essential oil from distillation waste water of Yulania liliiflora

Combination of column adsorption and supercritical fluid extraction for recovery of dissolved essential oil from distillation waste water of Yulania liliiflora

Chemical Composition and Antibacterial Activity of Liquid and Volatile Phase of Essential Oils against Planktonic and Biofilm-Forming Cells of Pseudomonas aeruginosa

Induction of multiple pleiotropic drug resistance genes in yeast engineered to produce an increased level of anti-malarial drug precursor, artemisinic acid

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