Fig 1.
HPLC chromatogram of WS010117 metabolites in urine of control (A) and administrated (B) rats at 299 nm.
Peak 1: 3.60 min (M1); 2: 14.15 min (M2); 3: 21.58 min (M3); 4: 23.25 min (M4); 5: 29.48 min (M5); 6: 47.68 min (M6); 7: 48.73 min (M7); 8: 49.44 min (M8).
Fig 2.
UV spectra of (a) WS070117; (b) M2; (c) M3; (d) M4; (e) M5; (f) M6; (g) M7; and (h) M8.
Table 1.
The retention time, predicted elemental compositions, observed mass and calculated mass, characteristic fragment ions, and description of metabolites of WS070117 in rat urine.
Table 2.
Structure assignments of WS070117 and its metabolites with 1H, 13C and HMBC NMR data from off-line measurements.
Fig 3.
The stack of 1H NMR spectra of WS010117 and its seven metabolites (in DMSO-d6).
Fig 4.
The stack of 13C NMR spectra of WS010117 and its four metabolites (in DMSO-d6).
Fig 5.
1H NMR derived HSQC (A) and HMBC (B) spectra of N8-hydroxy-N6-(3-O-sulfophenyl) adenine (structure see formula insert).
A secondary metabolite in rat urine following WS070117 oral administration. The NMR spectra were obtained in deuterated DMSO on a 500 MHz NMR spectrometer, equipped with a 1.7 PA TXI microprobe. (A) HSQC (acquisition time: 2 h): red cross-peaks are stemming from CH, CH2 and CH3 protons. (B) HMBC (acquisition time: 6 h): the correlation information derived from the marked cross-peaks is summarized in the formula insert.
Fig 6.
Structures of WS070117 metabolites in rat urine and the proposed metabolic pathways.