Effects of Piperitone on the Antimicrobial Activity of Nitrofurantoin and on Nitrofurantoin Metabolism by Enterobacter cloacae

Authors: Abdolpour, Farid¹; Shahverdi, Ahmad-Reza¹; Rafii, Fatemeh²; Fazeli, Mohammad-Reza³; Amini, Mohsen⁴

Source: Pharmaceutical Biology (Formerly International Journal of Pharmacognosy), Volume 45, Number 3, March 2007 , pp. 230-234(5)

Publisher: Taylor and Francis Ltd

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Abstract:

Monoterpenes, including piperitone, increase nitrofurantoin susceptibility in members of the family Enterobacteriaceae. To understand interactions of these compounds, a nitrofurantoin-resistant clinical strain of Enterobacter cloacae was subjected to two-dimensional checkerboard dilutions of piperitone and nitrofurantoin. Synergy was demonstrated with all combinations of these compounds. HPLC analysis showed that E. cloacae metabolized nitrofurantoin to compounds that were not detectable by chromatography with UV detection and lacked bactericidal activity. E. cloacae produced a cell-associated nitroreductase, whose activity was reduced by piperitone in a dose-dependent manner. More than one mechanism may be involved in the synergistic interaction of these compounds.

Keywords: Metabolism; nitrofurantoin; nitroreductase; piperitone; synergism

Document Type: Research article

DOI: http://dx.doi.org/10.1080/13880200701213161

Affiliations: 1: Department of Pharmaceutical Biotechnology and Biotechnology Research Center, Faculty of Pharmacy, Medical Sciences/University of Tehran, Tehran, Iran 2: National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, Arkansas, USA 3: Department of Food and Drug Control, Faculty of Pharmacy, Medical Sciences/University of Tehran, Tehran, Iran 4: Department of Medicinal Chemistry, Faculty of Pharmacy, Medical Sciences/University of Tehran, Tehran, Iran

Publication date: 2007-03-01