Figures & data
Figure 1. Separation of prednisone metabolites (3–9) after anaerobic incubation with human intestinal bacteria (HIB).
Table 1. 13C-NMR assignments of prednisone 1 and its anaerobic metabolites 3–9.
Figure 2. Chemical structures of prednisone 1, testosterone 2, and HIB metabolites of 1 (3–9).
Figure 3. The steroid-binding site of PGE2 9-ketoreductase. Structures of PGE2 9-KR (taken from PGE2 9-KR, NAD,·testosterone complex, light gray). Residues that contact the steroid ligands such as Phe 54, Tyr 55, His 117, Phe 118, Ile 129, Val 306, and Phe 310 are shown in stick representation.
Figure 4. Docking of metabolite 4 (yellow stick) in the active site of PGE2 9-KR. Hydrogen atoms of the amino acid residues have been removed to improve clarity.
Figure 5. Docking of metabolite 8β (yellow stick) in the active site of PGE2 9-KR. Hydrogen atoms of the amino acid residues have been removed to improve clarity.
Figure 6. Docking of metabolite 8α (yellow stick) in the active site of PGE2 9-KR. Hydrogen atoms of the amino acid residues have been removed to improve clarity
Table 2. Results of PASS predicted potential and molecular modeling of prednisone metabolites (3–9).