Design, synthesis and biological evaluation of novel fluorinated imidazo[1,2-a]azines as potential anticancer compounds

Abstract

Imidazopyridine skeleton is an important part of various biologically active compounds in plants, pharmaceuticals and human enzymes. It forms the class of compounds, similar to purine and benzimidazole. Being organic heterocyclic compounds, they are used for synthesis of different chemical-biological tools and therapeutic agents (1). Imidazo[1,2-a]pyridines is a class of heterocyclic compounds that has recently received an increased attention. Little changes in the chemical structure of these compounds are responsible for the drastic variations in their biological effects. Imidazopyridines have broad spectrum biological activities such as antimicrobial and antiviral (2), antiprotozoal (3), and anticarcinogenic (4) activities. On the other hand, a considerable number of these compounds were reported as mutagens and carcinogens (6). Some of imidazopyridines were shown to strongly bind DNA minor grooves(6). They also act as orally active nonpeptide bradykinin B2 receptor antagonists, besides being prevalent as the core structure of several drug formulations such as alpidem, zolpidem, olprinone, zolimidine, and minodronic acid, which are available currently on the market.