An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae

Abstract

We described herein a concise synthesis of 3′,4′-diaminoflavone <strong>10</strong>. This new, three-step synthetic approach is more efficient than the conventional seven-step synthetic method. The route is shortened significantly by introducing the amino moieties early and eliminating the need for nitro group reduction. The other two analogues, 5,7-dihydroxy-3′,4′-diaminoflavone <strong>11</strong> and 5,7-dimethoxy-3′,4′-diaminoflavone <strong>12</strong>, were also synthesized similarly. The above three compounds, along with flavone, were evaluated for their antioxidant and UVB-protection abilities on zebrafish larvae. The data showed that compound <strong>10</strong> exhibited the best result, with −102.3% of ROS-scavenging rate.

Keywords

• antioxidant
• Baker-Venkataraman rearrangement
• diaminoflavones
• ROS-scavenging
• zebrafish larvae