Isolation, structural elucidation and in vitro activity of 2-acetyl-2-decarboxamido-oxytetracycline against environmental relevant bacteria, including tetracycline-resistant bacteria

Anne Kruse Lykkeberg, Gitte Sengeløv, Claus Cornett, Jens Tjørnelund, Steen Honoré Hansen, Bent Halling-Sørensen

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    2-Acetyl-2-decarboxamido-oxytetracycline (ADOTC) is a major impurity of oxytetracycline (OTC) produced as a side product during fermentation. ADOTC was isolated from OTC and other impurities using preparative HPLC. The preparative column was an Xterra MS. C-18 chromatographic column (100 mm x 19 turn W., 5 mum), and the mobile phase contained methanol-water (27:73 (v/v)) with 0.08 M formic acid added. The flow rate was 9.0 ml/min. It was possible to isolate few milligram ADOTC in a day. The compound was unambiguously identified using NMR and MS-MS. The anti-microbial activity against activated sludge bacteria was deter-mined giving a potency of only 3% of that of OTC. With tetracycline-resistant bacteria, no anti-microbial activity was observed, indicating a mode of action similar to that of OTC.
    Original languageEnglish
    JournalJournal of Pharmaceutical and Biomedical Analysis
    Volume34
    Issue number3
    Pages (from-to)559-567
    ISSN0731-7085
    DOIs
    Publication statusPublished - 2004

    Keywords

    • preparative HPLC
    • tandem mass spectrometry
    • resistance
    • microbial testing
    • NMR
    • 2-acetyl-2-decarboxamido-oxytetracycline

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