Fig 1.
Previously described h17β-HSD2 inhibitors, tested for m17β-HSD2 inhibition.
Table 1.
Inhibition of Human and Mouse 17β-HSD2 by 2,5-Thiophene Amide, 1,3-Phenyl Amide and 1,4-Phenyl Amide Derivatives in a Cell-Free Assay.
Fig 2.
Chemical Structures of the Designed Compounds.
Fig 3.
Synthesis of 1,4-Phenyl Derivatives 5a-23a, 25a, 7, 25.
Reagents and conditions: (i) Et3N, CH2Cl2, room temperature, overnight; (ii) DME/EtOH/H2O (1:1:1), Cs2CO3, Pd(PPh3)4, microwave irradiation (150°C, 150W, 20 min); (iii) BF3·SMe2, CH2Cl2, room temperature, overnight.
Fig 4.
Synthesis of 1,4-Phenyl Retroamide Derivative 24a.
Reagents and conditions: (i) Et3N, CH2Cl2, room temperature, overnight; (ii) DME/EtOH/H2O (1:1:1), Cs2CO3, Pd(PPh3)4, microwave irradiation (150°C, 150W, 20 min).
Table 2.
Inhibition of h17β-HSD2, m17β-HSD2 and h17β-HSD1 by Biphenyl Amide Derivatives with Different Substitution Patterns on the A and C Rings in Cell-Free System.
Table 3.
Human 17β-HSD2 Cellular Inhibition of Compounds 6a, 17a and 25.
Table 4.
Half-life in Human Liver Microsomes S9 Fraction of Representative Compounds 3a, 5a, 6a, 14a, 17a, 20a, 25a and 25.