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; Jette Tjørnelund; Steen Honoré Hansen; Bent Halling-Sørensen

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, Jette Tjørnelund, Steen Honoré Hansen, Bent Halling-Sørensen

Research output: Contribution to journal › Journal article › Research › peer-review

11 Citations (Scopus)

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, C18 chromatographic column (100 mm x 19 mm i.d., 5 microm), 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 determined 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 language	English
Journal	Journal of Pharmaceutical and Biomedical Analysis
Volume	34
Issue number	3
Pages (from-to)	559-67
Number of pages	8
ISSN	0731-7085
Publication status	Published - 2004

Bibliographical note

Keywords: Animals; Chickens; Chromatography, High Pressure Liquid; Escherichia coli; Microbial Sensitivity Tests; Molecular Structure; Sewage; Swine; Tetracycline Resistance; Tetracyclines

Cite this

Isolation, structural elucidation and in vitro activity of 2-acetyl-2-decarboxamido-oxytetracycline against environmental relevant bacteria, including tetracycline-resistant bacteria. / Lykkeberg, Anne Kruse; Sengeløv, Gitte; Cornett, Claus; Tjørnelund, Jette; Hansen, Steen Honoré; Halling-Sørensen, Bent.

In: Journal of Pharmaceutical and Biomedical Analysis, Vol. 34, No. 3, 2004, p. 559-67.

Research output: Contribution to journal › Journal article › Research › peer-review

Lykkeberg, Anne Kruse ; Sengeløv, Gitte ; Cornett, Claus ; Tjørnelund, Jette ; Hansen, Steen Honoré ; Halling-Sørensen, Bent. / Isolation, structural elucidation and in vitro activity of 2-acetyl-2-decarboxamido-oxytetracycline against environmental relevant bacteria, including tetracycline-resistant bacteria. In: Journal of Pharmaceutical and Biomedical Analysis. 2004 ; Vol. 34, No. 3. pp. 559-67.

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

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, C18 chromatographic column (100 mm x 19 mm i.d., 5 microm), 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 determined 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.",

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T1 - Isolation, structural elucidation and in vitro activity of 2-acetyl-2-decarboxamido-oxytetracycline against environmental relevant bacteria, including tetracycline-resistant bacteria

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AU - Cornett, Claus

AU - Tjørnelund, Jette

AU - Hansen, Steen Honoré

AU - Halling-Sørensen, Bent

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N2 - 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, C18 chromatographic column (100 mm x 19 mm i.d., 5 microm), 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 determined 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.

AB - 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, C18 chromatographic column (100 mm x 19 mm i.d., 5 microm), 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 determined 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.

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