Synthesis of Novel Pyrazolines, Their Boron-Fluorine Complexes, and Investigation of Antibacterial, Antioxidant, and Enzyme Inhibition Activities.

New 3,5-disubstituted-2-pyrazoline derivatives (4–6), their boron-fluorine complexes (boron (3-(2′-aminophenyl),5-(2′-/3′-/4′-pyridyl)pyrazoline, BOAPPY) (7–9) and boron 1,2′-diazaflavone complex (BODAF) (11) were synthesized starting from azachalcones (1–3) to diazaflavone (10), respectively. Biological evaluation of compounds 4–9 and 11 showed remarkable antioxidant, antibacterial, and acetylcholinesterase and tyrosinase enzyme inhibition activities. All newly synthesized compounds 4–9 and 11 showed respectable antibacterial effect with minimum inhibitory concentrations in the range of 4.7–150 μg/mL.