Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 19, Issue 9, Pages 2903-2910Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2011.03.043
Keywords
Fluorgenic substrates; Nitroreductase; Aminopeptidase; Benzothiazoles; Benzoxazoles; Benzimidazoles; Bacteria detection
Funding
- bioMerieux SA
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A series of 2-(2-nitrophenyl) benzothiazole 7, 2-(2-nitrophenyl) benzoxazole 10 and 2-(2-nitrophenyl) benzimidazole 13 derivatives have been synthesised and assessed as indicators of nitroreductase activity across a range of clinically important Gram negative and Gram positive bacteria. The majority of Gram negative bacteria produced strongly fluorescent colonies with substrates 7 and 10 whereas fluorescence production in Gram positive bacteria was less widespread. The L-alanine 16 and 19 and beta-alanine 21 and 23 derivatives have been prepared from 2-(2-aminophenyl) benzothiazole 14 and 2-(2-aminophenyl) benzoxazole 17. These four compounds have been evaluated as indicators of aminopeptidase activity. The growth of Gram positive bacteria was generally inhibited by these substrates but fluorescent colonies were produced with the majority of Gram negative bacteria tested. (C) 2011 Elsevier Ltd. All rights reserved.
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