Antibacterial and Insecticidal Activities of the Revived Azoanthrols

Anthrone tautomerized predominantly, under the reaction conditions, into anthrol and involved in the azo coupling reaction with aryl diazonium chloride to give the corresponding azo dye. UV-Vis experiments have supported the tautomerization of anthrone and the presence of the azo dye products in the hydrazone form. Aryl amines with broad biological applications have been involved to increase the utility of the obtained products. Preliminary antibacterial activity resulted in compounds 7a,d which showed the lowest MIC values of 0.2 and 0.1 × 10⁻³ µg/mL against Enterococcus feacalis and Escherichia coli, respectively. Furthermore, the insecticidal activity of the nominated compounds 7a,b against the adults of vine mealybug, Planococcusficus (Signoret), showed LC₅₀ values of 152.22 and 216.12 mg/mL, respectively.