An alternative synthesis of 3',4'-diaminoflavones to evaluate their antioxidant ability and cell apoptosis of zebrafish larvae

Molecules. 2012 Jul 9;17(7):8206-16. doi: 10.3390/molecules17078206.

Abstract

We described herein a concise synthesis of 3',4'-diaminoflavone 10. 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 11 and 5,7-dimethoxy-3',4'-diaminoflavone 12, 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 10 exhibited the best result, with -102.3% of ROS-scavenging rate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Apoptosis / drug effects*
  • Apoptosis / radiation effects
  • Cytoprotection / drug effects
  • Cytoprotection / radiation effects
  • Flavones / chemical synthesis*
  • Flavones / chemistry
  • Flavones / pharmacology*
  • Free Radical Scavengers / pharmacology
  • Larva / cytology
  • Larva / drug effects
  • Larva / radiation effects
  • Reactive Oxygen Species / metabolism
  • Ultraviolet Rays
  • Zebrafish / metabolism*

Substances

  • Antioxidants
  • Flavones
  • Free Radical Scavengers
  • Reactive Oxygen Species