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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 4 (1981), S. 437-443 
    ISSN: 0935-6304
    Keywords: Gas chromatography ; Capillary, glass ; Gas chromatographic profiles ; n-Butylboronates ; Alkyl-oximes ; Primary prostaglandins ; 6-Keto prostaglandin F1α ; Thromboxane B2 ; Isomers of prostaglandin F1α ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: This work describes the use of glass capillary columns (GCC) in the rapid concurrent analysis of primary prostaglandins (PGs) (e. g. PGE2, PGE2, PGF2α) and other functionally significant metabolites of arachidonic acid (AA) such as TXB2 and 6-keto PGF1α. The use of a new multistep mixed derivatization approach that generates the methyl esters of n-butylboronate, pentafluorobenzyloxime, trimethylsilyl ether derivatives of these compounds remarkably simplifies the GC profiling of the three main pathways of AA metabolism (PGs, thromboxane, and prostacyclin). Furthermore, isomeric species giving very similar or identical mass spectral patterns can be easily identified by their relative retention times on high efficiency capillary columns.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 7 (1984), S. 156-157 
    ISSN: 0935-6304
    Keywords: Liquid chromatography, HPLC ; HPLC profiling ; Prostaglandins ; High speed HPLC ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 8 (1985), S. 88-89 
    ISSN: 0935-6304
    Keywords: Liquid chromatography, HPLC ; High speed HPLC ; Profiling ; Prostaglandins ; 2,3-Dinor-6-keto-prostaglandin F1α ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 4
    ISSN: 0935-6304
    Keywords: Thin-layer chromatography, HPTLC ; Qualitative and quantitative analysis ; Derivative spectra of analytes ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: One of the limitations due to lack of resolution for a given pair of analytes in TLC or HPTLC is the need to optimize the system. In Practice this requires time, rerunning of the sample in different developing solvents, and a great deal of expertise on the part of the analyst.In our experience, application of first and second derivative recording techniques to HPTLC facilitates and speeds the whole process, permitting qualitative and quantitative assay of most unresolved spots. Consequently, we have now extended our instrumental capabilities to fourth derivative measurements. For this purpose, we have added a homemade electronic unit in series with the one previously used for first and second order derivatives. Thus, we have been able to evaluate the potential advantages of higher order derivatives for HPTLC analysis of unresolved components in various pharmaceutical products. A comparison of second and fourth order derivative measurements of seriously overlapping HPTLC components in a sample of preservatives used in the pharmaceutical industry suggests that the lower order derivatives might be a better choice in view of the higher accuracy and precision of the corresponding data. This is supported by the results of other applications, such as the assay of a commercial colorant, and a syrup formulation. The observed lack of precision of fourth order measurements stems from the fact that although the second and higher order derivatives produce narrower bandwidths, thus contributing to improved resolution, the signal to noise ratio decreases and satellite peak interactions increase, thus rendering correct discrimination of the fine structural detail of overlapping components more difficult.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 4 (1981), S. 589-590 
    ISSN: 0935-6304
    Keywords: Thin-layer chromatography, HPTLC ; Reverse and normal phase HPTLC ; Pharmaceutical analysis ; Hexoprenaline ; Dansyl derivative ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 8 (1981), S. 149-154 
    ISSN: 1052-9306
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The analytical approach described allows for the rapid screening and concurrent quantitative determination of all of the major metabolites of the cyclooxygenase pathway of arachidonic acid, including the primary prostaglandins PGE2, PGD2 and PGF2α in addition to the stable end-products of short-lived prostacyclin and thromboxane A2 (6-keto-PGF1αL and TXB2, respectively), generated by incubating arachidonic acid with mouse peritoneal macrophage cells. After derivatization into the corresponding methyl ester-methoxime-TMS derivative, the extracted endogenous compounds were analysed by combined high efficiency glass capillary column chromatography and selected ion monitoring. Comparatively lower detection limits can be achieved with the methyl ester-butylboronate-TMS derivatives (e.g. 10 pg for 6-keto-PGF1α). A brief account is also presented on a new type of mixed methyl ester-pentafluorobenzyloxime-butylboronate-TMS derivative of TXB2 and 6-keto-PGF1α.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
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  • 7
    ISSN: 1052-9306
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Endogenous tryptamine, 5-hydroxytryptamine, indoleacetic acid, 5-hydroxyindoleacetic and tryptophan have been recovered from urine and cerebro-spinal fluid by adsorption on XAD-2 resin (0.3 g). After adsorption of the sample on the resin, desorption with methanol provides a single fraction that contains all of these metabolites. The mass spectra of their pentafluoropropionyl derivatives show prominent ions at m/e 276 and 438 which are characteristic of indoles and 5-hydroxyindoles, respectively, a feature that allows the concurrent determination of all the components of each group by functional group analysis. A method has been developed to carry out single ion monitoring with the peak matching system of an Hitachi RMU-6H mass spectrometer. Identifications are based on the respective Kovats Indices and single ion monitoring of two characteristic ions per compound: tryptophan (m/e 276 and 347); tryptamine (m/e 276 and 289); indoleacetic acid (m/e 276 and 335); 5-hydroxytryptamine (m/e 438 and 451); 5-hydroxyindoleacetic acid (m/e 438 and 497). The method described illustrates the feasibility of assaying biogenic indoleamines and acidic metabolites, as well as their precursor amino acid on a single fraction in contrast to other standard fractionation methods. This is possible even if the mass spectrometer is not equipped with an alternating voltage accelerator provided that it has a peak matcher, although the lack of an alternating voltage accelerator requires two separate injections of the same sample, for quantification and identification; one for the indole profile and another for the 5-hydroxyindole profile. Both profiles can be verified by individual monitoring of the other confirmatory ions. With this method the use of a multiple ion detector would allow a simultaneous determination of all of these metabolites in one gas chromatograph mass spectrometer run.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 8
    ISSN: 1052-9306
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Methyl ester derivatives of 6-keto prostaglandin (PG) F1α, PGF2α, PGE2 and PGD2 as well as methyl oximes of 6-keto PGF1α, PGE2 and PGD2 have been analysed by thermospray high-performance liquid chromatography mass spectrometry. These compounds are eluted in a gradient of ammonium acetate buffer-acetonitrile at pH 3.4 using a 5 μm ODS-2 reversed-phase column. The mass spectral patterns of the PG derivatives are discussed relative to those of non-derivatized PGs. In general, the methyl ester derivatives show better characteristics than the non-derivatized PGs for the analysis of these compounds in a biological matrix, both from a chromatographic as well as from a mass spectrometric standpoint. Detection limits between 100 and 600 pg on-column can be achieved. Response curves in the selected ion monitoring mode for PGF2α, PGE2 and PGD2 are linear in the range from 100 pg to 10 ng. The technique has been applied to the analysis of PGE2 and PGD2 in rat gastric mucosa.
    Additional Material: 4 Ill.
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  • 9
    ISSN: 1052-9306
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Mouse peritoneal macrophages are used as a model for studies undertaken around the oxidative metabolism of arachidonic acid elicted by xenobiotics (N-phenyllinoleamide, related to the toxic oil syndrome, has been used as an example). A high-performance liquid chromatographic method for cyclo- and lipoxygenase metabolite fractionation has been developed. Gas chromatographic/mass spectrometric analysis of the high-performance liquid chromato-graphic fractions thus obtained show that the major products detected in the incubates correspond to three principal structures: monohydroxy acids (12-hydroxyeicosatetraenoic acid being the major component), epoxyhydroxy acids and trihydroxy acids. Other minor compounds such as 12-hydroxyheptadecatrienoic acid, various dihydroxy acids and prostaglandins were also detected. Cells pre-exposed to N-phenyllinoleamide show selectively enhanced levels of 6-keto prostaglandin F1α, as measured by both gas chromatography/mass spectrometry and radioimmunoassay of the corresponding high-performance liquid chromatographic fraction.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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  • 10
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Rapid Communications in Mass Spectrometry 9 (1995), S. 753-760 
    ISSN: 0951-4198
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Physics
    Notes: N-Phenyllinoleamide (NPLA), the anilide of linoleic acid, has been regarded as a marker of the case oils associated with toxic oil syndrome, but the mechanisms of toxic injury remain enigmatic. Experimental data have related an increased systemic toxic effect of heated linoleic anilides to chemical structural modifications that might also be possible by in vivo metabolism; however, little is known about their metabolism. Taking into account that NPLA is a derivative of linoleic acid, a fatty acid that can be metabolized by lipoxygenase activity to a vast array of derivatives possessing biological activity, the objective has been to elucidate the oxidative metabolism of NPLA by mouse peritoneal macrophages, a cellular model with high lipoxygenase activity. Cells were incubated with 0.1 mM NPLA spiked with N-phenyl[1-14C]linoleamide. The metabolites were separated by high-performance liquid chromatography and individually collected prior to GC/MS analysis. Identification of trihydroxy-, monohydroxy- and epoxy-derivatives of NPLA, suggests that this xenobiotic can be metabolized via the same oxidative processes as for linoleic acid. Furthermore, identification of the non-amidated monohydroxylated and trihydroxylated derivatives of linoleic acid arising from NPLA suggests an amidase-like activity with release of aniline and the free fatty acid. These results provide information about possible biological structures arising from NPLA, and open the way to evaluate the biological significance of these metabolites in the inflammatory reactions associated with toxic oil syndrome.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
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