Synthesis and biochemistry of fluorescent aromatase inhibitors

Developing steroidal aromatase inhibitors-an effective armament to win the battle against breast cancer

“…Hence, with the aim to know the exact binding of this moiety within the active site of the enzyme several fluorescent derivatives were synthesized by Chen et al The dinitrophenyl(89), dansyl(90) and naphthyl (91a, 91b) derivatives of 7α-(4-aminophenyl)thio-4-androstene-3,17-dione and 7α-thioandrostenedione (Figure 28) showed aromatase inhibition in competitive manner with K i values ranging from 24.1 -86.7 nM. The results showed that the 7α-substituents having planar bulky moieties interacted effectively with the active site of aromatase [106]. A series of 1,4-androstadiene-3,17-diones having several 7α-thio-substituents 92a,92b, 93, 94 (Figure 29) were reported by Ebrahimian et al Compounds with additional double bond in the A ring showed potent aromatase inhibition.…”