Fig 1.
Compounds 2–4 obtained by the biotransformation of mibolerone (1) with Cunninghamella blakesleeana and C. echinulata.
Fig 2.
Compounds 5–8 obtained by the biotransformation of mibolerone (1) with Macrophomina phaseolina.
Table 1.
13C- and 1H-NMR chemical shift data (J in Hz) of compounds 1–4 (δ ppm).
Table 2.
13C- and 1H-NMR chemical shift data (J in Hz) of compounds 5–8 (δ ppm).
Fig 3.
ORTEP drawing of X-ray structure of compound 1.
Fig 4.
Key HMBC and COSY correlations of compounds 1–8.
Fig 5.
Key NOESY correlations of compounds 1–8.
Fig 6.
ORTEP drawing of X-ray structure of compound 2.
Fig 7.
ORTEP drawing of X-ray structure of compound 4.
Water appeared as solvent of crystallization.
Fig 8.
ORTEP drawing of X-ray structure of compound 8.
Fig 9.
β-Glucuronidase activity of compounds were shown in graphical representation.
Table 3.
In vitro β-glucuronidase inhibitory activity of mibolerone (1), and its metabolites.
Fig 10.
Leishmanicidal activity of compounds were shown in graphical representation.
Table 4.
Leishmanicidal activity of mibolerone (1), and its metabolites.
Fig 11.
Cytotoxicity of compounds were shown in graphical representation.
Table 5.
Cytotoxicity of mibolerone (1), and its metabolites.