Synthesis, In Vitro Biological Activity and Anti-Breast Cancer of Diazepine Derivatives

Since their discovery, diazepines have been essential derivatives that can be found in nature or synthesized in laboratories. We synthesized a new diazepine (4-6), namely 2-[4-(4-chlorophenyl)-2,5-dihydro-1H-1,5-benzodiazepin-2-yl]phenol (4), 2-(4-{2-[(dioxo-l6-sulfanyl)oxy]phenyl}-2,5-dihydro-1H-1,5-benzodiazepin-2-yl)phenol (5), and 2-[4-(2-hydroxyphenyl)-4,5-dihydro-1H-1,5-benzodiazepin-2-yl]benzene-1,3-diol (6). These derivatives are synthesized from 2-hydroxy acetophenone with aldehyde derivatives, such as 4-chlorobenzaldehyde, 2-sulfobenzaldehyde, and 2,6-dihydroxybenzaldehyde. The chalcone compounds reacted with 2,4-diaminobenzene to form their final derivatives (4–6). Characterization of these derivatives by FTIR and 1H-NMR The diffusion method determines how these derivatives interact with various bacteria, such as Bacillus subtilis, S. aureus, and E. coli. The sulphonyl group in derivative 5 increase biological activity more other derivatives 4 and 6. The van der waals (vdw radius) for each atom were 1.20, 1.52, 1.70, and 11.80 for H, O, C and S atoms that calculate by used pymol.