Isolation, structural elucidation and in vitro activity of 2-acetyl-2-decarboxamido-oxytetracycline against environmental relevant bacteria, including tetracycline-resistant bacteria.
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.
Lykkeberg
Anne Kruse
AK
Department of Analytical Chemistry, The Danish University of Pharmaceutical Science, Universitetsparken 2, DK-2100 Copenhagen, Denmark. ak@dfh.dk
Sengeløv
Gitte
G
Cornett
Claus
C
Tjørnelund
Jette
J
Hansen
Steen Honoré
SH
Halling-Sørensen
Bent
B
D000818:Animals; D002645:Chickens; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D004926:Escherichia coli / Q000187:drug effects* / Q000254:growth & development; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D012722:Sewage / Q000382:microbiology; D013552:Swine; D013753:Tetracycline Resistance / Q000187:drug effects* / Q000502:physiology; D013754:Tetracyclines / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology
D012722:Sewage; D013754:Tetracyclines; C107318:2-acetyl-2-decarboxamidooxytetracycline