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  • 1
    Electronic Resource
    Electronic Resource
    Stereoselectivity of the in vitro metabolism of thalidomideDedicated to Professor Dr. Siegfried Ebel, Würzburg, on the occasion of his 60th birthday. (1994)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 6 (1994), S. 221-224 
    Details
    ISSN: 0899-0042
    Keywords: thalidomide enantiomers ; HPLC ; hydroxylated metabolites ; mass spectrometry ; EM 12 ; in vitro metabolism ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The stereoselective metabolism of the former sedative thalidomide and the metabolism of its analogue EM 12 were studied in vitro with liver homogenates. In our study we focused on hydroxylated nonhydrolyzed metabolites of thalidomide. An analytical HPLC method was developed to determine these metabolites directly. The investigations showed a highly stereoselective biotransformation of thalidomide. 5-Hydroxy thalidomide was preferentially formed by (-)-(S)-thalidomide, whereas (+)-(R)-thalidomide was metabolized to two hitherto unknown compounds (Met A and B). Mass spectrometry of these metabolites Met A and B indicated that oxidation or hydroxylation took place in the glutarimide moiety. Biotransformation studies with the more stable thalidomide analogue EM 12 revealed four new metabolites (Met C—F) whose quantities differed in the selected liver homogenate. © 1994 Wiley-Liss, Inc.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530060402
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  • 2
    Electronic Resource
    Electronic Resource
    Chromatographic Resolution of Racemates. New analytical methods (17) (1980)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 19 (1980), S. 13-24 
    Details
    ISSN: 0570-0833
    Keywords: Chiral resolution ; Analytical methods ; Chromatography ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A number of racemates can be resolved into optically pure enantiomers by chromatography on optically active adsorbents. Synthetic polymers with optically active amide, amino acid, and crown ether groups, natural products such as starch and cellulose, and also microcrystalline triacetylcellulose are suitable for this purpose. Racemates can also be resolved by gas chromatography on optically active stationary phases.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.198000131
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