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Background: Flavonoids encompasses flavones, isoflavones, flavanones and flavanols each possessing the benzopyranone ring system as the common structural feature, were identified as potent nonsteroidal aromatase inhibitors (NSAIs). Purpose: Azaflavones which were isosteric structural scaffolds of flavonoids were also proven to be potent NSAIs. In order to develop new NSAIs as cytotoxic agents for breast cancer, we designed some 6-bromo-2-substituted azaflavanones and azaflavone derivatives. Method: Azaflavones and Azaflavonones were synthesized by a reaction of 2-amino-6-bromoacetophenone and various aromatic aldehydes to result in different chalcones (4) using Claisen-Schmidt condensation. Further cyclization of chalcones (4), led to tetrahydroquinoline-4-ones (5) using orthophosphoric acid. In the final oxidative step, the desired dihydroquinoline-4ones (6) were obtained. Results: All the synthesized compounds were characterized by using IR, 1 H NMR and ESI-MS data and were evaluated for cytotoxic activity by using MTT assay on MCF-7 cell lines. Conclusion: Compounds with furoyl and pyridyl groups as substituents were found to be potent.

A series of new substituted 3-(5-substituted-1,3,4-oxadiazol-2-yl)-4(1H)-quinolinone derivatives (5a-t) have been designed and synthesized using appropriate protocols. All of them were screened for cytotoxic activity against human breast cancer cell lines (MCF-7 and T47D) and antioxidant activity (DPPH method). Among them, 5f exhibited promising inhibitory activity with IC50 values 7.429 and 8.388 against the two cell lines chosen. The molecular interactions with target (aromatase receptor by docking) were found to correlate well with in vitro cytotoxic activity, i.e. 5f showed the high binding affinity -12.34 kcal/ mol. In the antioxidant screening also, 5f and 5h were found superior to others.

Synthesis, characterization and antimicrobial investigation of Rh(III), Ru(III) and Ag(I) complexes with some derivatives of 3-amino-2-thioxo-2,3-dihydroquinazolin-4(1H)-ones