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

Authors

  • И. А. Паршиков M. V. Lomonosov State Academy of Fine Chemical Technology, Moscow 117571
  • П. Б. Терентьев M. V. Lomonosov State Academy of Fine Chemical Technology, Moscow 117571
  • Н. Ф. Пискункова M. V. Lomonosov State Academy of Fine Chemical Technology, Moscow 117571
  • P. А. Грачева M. V. Lomonosov State Academy of Fine Chemical Technology, Moscow 117571
  • Г. А. Булахов M. V. Lomonosov State Academy of Fine Chemical Technology, Moscow 117571

Abstract

In the microbiological transformation of 4-phenylpyrrolidine by growing strains of the fungi Cunninghamella, Beauveria, and Penicillium, 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.

How to Cite
Parshikov, I. A.; Terent'ev, P. B.; Piskunkova, N. F.; Gracheva, R. A.; Bulakhov, G. A. Chem. Heterocycl. Compd. 1997, 33, 523. [Khim. Geterotsikl. Soedin. 1997, 607.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02291932

Published

1997-05-25

Issue

Section

Original Papers