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Microbiological transformation of derivatives of 4-phenyl-2-pyrrolidone by mycelial fungi

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

In the microbiological transformation of 4-phenylpyrrolidine by growing strains of the fungi Cunninghamella,Beauveria, andPenicillium, its 1-ethyl and 1-acetyl derivatives are formed; these are subsequently oxidized at positions 2 and 3. In contrast, 1-benzoyl-4-phenylpyrrolidine is hydroxylated by those same cultures in positions 3 and 5. For the corresponding 2-pyrrolidone derivatives, the 4-phenyl-2-pyrrolidone is not transformed by these fungi, while the 1-benzoyl-2-pyrrolidone is hydrolyzed at the benzamide group under the same conditions. The structures of the products from these transformations were determined by mass spectrometry.

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Authors
  1. I. A. Parshikov
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  2. P. B. Terent'ev
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  3. N. F. Piskunkova
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  4. R. A. Gracheva
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  5. G. A. Bulakhov
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Additional information

Chemistry Department, M. V. Lomonosov Moscow State University, Moscow 199899. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 607–610, May, 1997.

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Parshikov, I.A., Terent'ev, P.B., Piskunkova, N.F. et al. Microbiological transformation of derivatives of 4-phenyl-2-pyrrolidone by mycelial fungi. Chem Heterocycl Compd 33, 523–526 (1997). https://doi.org/10.1007/BF02291932

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  • DOI: https://doi.org/10.1007/BF02291932

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