Synthesis, anticancer for prostate cancer cells and antibacterial activity of new diazepine derivatives

Abstract

In the current study, four new benzodiazepine derivatives were synthesized via a reaction of o-phenylenediamine with some chalcone derivatives. The synthesized compounds were characterized by 1H NMR and FT-IR spectroscopies. The antibacterial activity of the obtained diazepines was screened against E. coli, Bacillus subtilis, and Staphylococcus aureus. The results showed that compound 8 had the highest activity toward Bacillus subtilis and Staphylococcus aureus, while compounds 5 and 7 showed the highest activity toward E. coli. To support in vitro studies, docking studies have been performed to determine whether the title compounds (5–8) are inhibitors of the androgen receptor prostate cancer mutant H874Y ligand binding domain bound with testosterone and an AR 20–30 peptide (2Q7K), and the relationship between calculated energies and docking studies has been investigated. Among the synthesized diazepines, compound 5 was subjected to anticancer screening, where its activity against human prostate cancer (PC3) was tested. According to the obtained results, compound 5 has good anticancer activity against PC3.

Keywords

• Heterocyclic
• Diazepine
• Anti-cancer
• PC3
• Antibacterial