Song Hongjian

Synthesis of tetrahydro-β-carboline-3-carbohydrazide derivatives based on Pictet-Spengler reaction and their bioactivities

According to our previous research on the antiviral activity of β-carboline and tetrahydro-β-carboline derivatives, series of novel tetrahydro-β-carboline derivatives containing acylhydrazone moiety and different substituents at 1 position were designed, synthesized via Pictet-Spengler reaction, and evaluated for their biological activities. Most of these compounds exhibited excellent antiviral activity both in vitro and in vivo . The in vivo inactivation, curative, and protection activities of part of these compounds were much higher than that of ribavirin (36.5%, 35.2%, and 37.1% at 500 μg/mL) and harmine (40.5%, 38.6% and 42.4% at 500 μg/mL). Especially, the in vivo activities of compounds VI-1 (61.4%, 57.2%, and 68.1%) and compound VI-2 (74.5%, 69.0%, and 68.1%) at 500 μg/mL, which were nearly twofold of that of ribavirin at 500 μg/mL. At the same time, the fungicidal results showed that compound IV-2 exhibited more than 60% fungicidal activities against 5 kinds of phytopathogens. Additionally, compound IV-5 exhibited more than 60% larvicidal activity against C. pipiens pallens at 0.25 mg/kg.