Original Paper

Journal of Industrial Microbiology & Biotechnology

, Volume 34, Issue 3, pp 219-224

First online:

Identification of metabolites produced from N-phenylpiperazine by Mycobacterium spp

  • M. D. AdjeiAffiliated withDivision of Microbiology, National Center for Toxicological Research, US Food and Drug AdministrationNorfolk Department of Public Health
  • , J. DeckAffiliated withDivision of Microbiology, National Center for Toxicological Research, US Food and Drug Administration
  • , T. M. HeinzeAffiliated withDivision of Biochemical Toxicology, National Center for Toxicological Research, US Food and Drug Administration
  • , J. P. FreemanAffiliated withDivision of Biochemical Toxicology, National Center for Toxicological Research, US Food and Drug Administration
  • , A. J. WilliamsAffiliated withDivision of Microbiology, National Center for Toxicological Research, US Food and Drug Administration
  • , J. B. SutherlandAffiliated withDivision of Microbiology, National Center for Toxicological Research, US Food and Drug Administration Email author 

Rent the article at a discount

Rent now

* Final gross prices may vary according to local VAT.

Get Access

Abstract

Mycobacterium sp. 7E1B1W and seven other mycobacterial strains known to degrade hydrocarbons were investigated to determine their ability to metabolize the piperazine ring, a substructure found in many drugs. Cultures were grown at 30°C in tryptic soy broth and dosed with 3.1 mM N-phenylpiperazine hydrochloride; samples were removed at intervals and extracted with ethyl acetate. Two metabolites were purified from each of the extracts by high-performance liquid chromatography; they were identified by mass spectrometry and 1H nuclear magnetic resonance spectroscopy as N-(2-anilinoethyl)acetamide and N-acetyl-N′-phenylpiperazine. The results show that mycobacteria have the ability to acetylate piperazine rings and cleave carbon-nitrogen bonds.

Keywords

Biotransformation Fluoroquinolones Mycobacterium N-phenylpiperazine Piperazine