Rapid determination of octanol–water partition coefficient using vortex-assisted liquid–liquid microextraction

Román, Iván P.; Mastromichali, Anna; Tyrovola, Konstantina; Canals, Antonio; Psillakis, Elefteria

doi:10.1016/j.chroma.2014.01.003

Cited by 28 publications

(16 citation statements)

References 29 publications

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“…The apparent organic solvent‐aqueous solution partition coefficient (

K_{org / aq}

) of the target analyte usually measures its hydrophilic or hydrophobic characteristic and is useful in predicting the distribution and potency of drugs within the body . More recently, VALLME was used to directly determine the octanol–water partition coefficient of six model compounds . Based on the fine micro‐droplets of extraction solvent dispersed into sample solution by vortexing, the target analytes achieved faster partitioning speed and shorter equilibration times than that obtained by the classical

K_{org / aq}

measurement method of shake‐flask.…”

Section: Introductionmentioning

confidence: 99%

Separation of cucurbitane triterpenoids from bitter melon drinks and determination of partition coefficients using vortex-assisted dispersive liquid-phase microextraction followed by UHPLC analysis

Wang

Avula

et al. 2017

J. Sep. Sci.

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A rapid, effective method applying vortex-assisted liquid-liquid microextraction before ultra-high performance liquid chromatography with mass spectrometry and evaporative light scattering detection was developed for the analysis of four cucurbitane triterpenoids (momordicoside L, momordicoside K, momordicoside F , and 3β,7β,25-trihydroxy cucurbita-5,23(E)-dien-19-al) in bitter melon juices. Variables affecting the extraction efficiency including different extraction solvents, volume of extraction solvent, salt amount, acid condition, vortex speed and time were optimized thoroughly. Under the optimum conditions, precision was determined by the intra- and inter-day tests in a range of 1.1-5.7% and 2.9-4.0% (RSD), respectively, with recoveries between 95.7 and 106.1%. The calibration curves showed good linearity with square correlation coefficient of 0.9936-0.9991 (evaporative light scattering detection) and 0.9858-0.9989 (MS). The detection limits ranged from 0.8-1.9 ng/mL (MS) to 3-10 ng/mL (evaporative light scattering detection) for these compounds. Enrichment factors of four target compounds were between 27 and 63 times. The proposed method was also used to determine the apparent solvent/water partition coefficients of analytes within the range of 53-120. The developed method can effectively enrich and quantify cucurbitane triterpenoids from bitter melon drinks.

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“…The apparent organic solvent‐aqueous solution partition coefficient (

K_{org / aq}

K_{org / aq}

measurement method of shake‐flask.…”

Section: Introductionmentioning

confidence: 99%

Separation of cucurbitane triterpenoids from bitter melon drinks and determination of partition coefficients using vortex-assisted dispersive liquid-phase microextraction followed by UHPLC analysis

Wang

Avula

et al. 2017

J. Sep. Sci.

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“…The octanol-water partition coefficients of HA were determined according to a previously described method 48 . Briefly, HA was dissolved in a mutually saturated octanol and water mixed solution.…”

Section: Methodsmentioning

confidence: 99%

Trapping toxins within lipid droplets is a resistance mechanism in fungi

Chang

Zhang

Zheng

et al. 2015

Sci Rep

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Lipid droplets (LDs) act as intracellular storage organelles in most types of cells and are principally involved in energy homeostasis and lipid metabolism. However, the role of LDs in resistance to toxins in fungi remains largely unknown. Here, we show that the trapping of endogenous toxins by LDs is a self-resistance mechanism in the toxin producer, while absorbing external lipophilic toxins is a resistance mechanism in the toxin recipient that acts to quench the production of reactive oxygen species. We found that an endolichenic fungus that generates phototoxic perylenequinones (PQs) trapped the PQs inside LDs. Using a model that incorporates the fungicidal action of hypocrellin A (HA), a PQ derivative, we showed that yeast cells escaped killing by trapping toxins inside LDs. Furthermore, LD-deficient mutants were hypersusceptible to HA-mediated phototoxins and other fungicides. Our study identified a previously unrecognised function of LDs in fungi that has implications for our understanding of environmental adaptation strategies for fungi and antifungal drug discovery.

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“…For reliable determination of partition coefficient, it is essential to ensure the equilibrium partitioning of analytes [35]. Fig.…”

Section: Uptake Kinetics To Lumen Of Hollow Fibermentioning

confidence: 99%

Simultaneous determination of the lipophilicity and dissociation constants of dialkyl phosphinic acids by negligible depletion hollow fiber membrane-protected liquid-phase microextraction

Shi

Liu

2017

Journal of Chromatography A

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Determination of the physicochemical properties, especially the lipophilicity (expressed as the logarithm of distribution coefficient, log D) and dissociation constant (pK), is of great importance in the early stage of environmental risk assessment for an ionizable compound without these data. Currently, the log D and pK values of dialkyl phosphinic acids (DPAs), the environmental hydrolysates of aluminum dialkyl phosphinates (ADPs) that is one class of emerging phosphorus-containing flame retardants, are not available. In this study, the log D and pK values of three DPAs including methylethylphosphinic acid (MEPA), diethylphosphinic acid (DEPA) and methylcyclohexyl phosphinic acid (MHPA), were simultaneously determined by negligible depletion hollow fiber supported liquid phase microextraction (nd-HF-LPME) followed by ultra-performance liquid chromatography coupled with tandem mass spectrometry (UPLC-MS/MS). The pK and log D of DPAs were determined by curve-fitting the experimental data with equations derived on the basis of the Henderson-Hasselbalch equation and compared with model calculated data. For MEPA, DEPA and MHPA, the pK values were close and around 3, but the log Ds were strongly pH-dependent with values from -5.01 to 1.01. The log K of the neutral form (logK) and ionic form (logK) were in the range of -0.67-1.02 and -3.86--1.33, respectively. The experimentally determined pK values were highly in good agreement with ACD/pK predicted values and the measured log K values were closely related to KOWWIN calculated ones, suggesting ACD/pK and KOWWIN are good alternative methods to estimate pK and log K of DPAs, respectively. As far as we know, this is the first report on the pK and log D data for DPAs, which are fundamental for the product design and evaluating the environmental behavior and effects of DPAs and ADPs.

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Rapid determination of octanol–water partition coefficient using vortex-assisted liquid–liquid microextraction

Cited by 28 publications

References 29 publications

Separation of cucurbitane triterpenoids from bitter melon drinks and determination of partition coefficients using vortex-assisted dispersive liquid-phase microextraction followed by UHPLC analysis

Separation of cucurbitane triterpenoids from bitter melon drinks and determination of partition coefficients using vortex-assisted dispersive liquid-phase microextraction followed by UHPLC analysis

Trapping toxins within lipid droplets is a resistance mechanism in fungi

Simultaneous determination of the lipophilicity and dissociation constants of dialkyl phosphinic acids by negligible depletion hollow fiber membrane-protected liquid-phase microextraction

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