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  • 1
    Electronic Resource
    Electronic Resource
    Conversion of 1-benzoylindole by Aspergillus strains (2000)
    Springer
    Applied microbiology and biotechnology 53 (2000), S. 695-700 
    Details
    ISSN: 1432-0614
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Process Engineering, Biotechnology, Nutrition Technology
    Notes: Abstract Biotransformation of 1-benzoylindole (BI) by the strains Aspergillus flavus VKM F-1024 and Aspergillus oryzae VKM F-44 was studied. The major metabolites isolated were identified as 4-hydroxyindole (4-HI), 5-hydroxyindole (5-HI), 4-hydroxy-1-benzoylindole, 4-hydroxy-1-(4′-hydroxy)-benzoylindole and indole. The structure of the metabolites was determined by mass spectrometry and proton nuclear magnetic resonance spectroscopy. The pathways of BI metabolism via initial monohydroxylation at C-4 and C-5 followed by cleavage of the benzoyl substituent to yield 4-HI and 5-HI were proposed. Indole was formed as a by-product, and its role as a potent inhibitor of BI hydroxylation at C-4 and C-5 is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/s002530000317
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Mass spectral fragmentation of 1,5-disubstituted tetrazoles and rearrangement of the resulting nitrenes (1988)
    Springer
    Chemistry of heterocyclic compounds 24 (1988), S. 760-764 
    Details
    ISSN: 1573-8353
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract In agreement with the thermolysis characteristics of 1,5-disubstituted tetrazoles, the fragmentation pattern of 1-(o-, m-, and p-tolyl)-5-phenyltetrazoles has been shown to consist of a sequence of reactions, namely, initial tautomeric conversion to an azide structure, followed by elimination of a molecule of nitrogen, and rearrangement of the resulting nitrene intermediate to a cation-radical derivative of a methyl-substituted 2-phenylbenzimidazole compound. In the case of 1-(o-tolyl)-5-phenyltetrazole an alternative pathway is observed, involving cyclization of the nitrene intermediate at the methyl group (an insertion reaction into a C-H bond) to form dihydroquinazoline derivatives. An analogous cyclization process has been noted for the thermolysis process as well.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00633171
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Addition of heterocyclic CH acids to the C=N bond of azomethines (1981)
    Springer
    Chemistry of heterocyclic compounds 17 (1981), S. 808-812 
    Details
    ISSN: 1573-8353
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The aminomethylation of oxindole, 1-phenyl-3-methyl-5-pyrazolone, and N-phenyl-rhodanine was studied. Derivatives of these CH acids were obtained as a result of aminomethylation. The addition products were subjected to acid and base hydrolysis; the corresponding arylidene derivatives are formed in the case of the products of aminomethylation of oxindole and 1-phenyl-3-methyl-5-pyrazolone, while thioglycolic acids are formed in the case of N-phenylrhodanine derivatives.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00503664
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    Paper (German National Licenses)
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