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Molecules 2012, 17(7), 8206-8216; doi:10.3390/molecules17078206
Article

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

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Received: 1 June 2012; in revised form: 2 July 2012 / Accepted: 6 July 2012 / Published: 9 July 2012
(This article belongs to the Section Medicinal Chemistry)
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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.
Keywords: antioxidant; Baker-Venkataraman rearrangement; diaminoflavones; ROS-scavenging; zebrafish larvae antioxidant; Baker-Venkataraman rearrangement; diaminoflavones; ROS-scavenging; zebrafish larvae
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Shih, T.-L.; Hsiao, C.-A.; Lin, Z.-Y.; Chen, Y.-H. An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae. Molecules 2012, 17, 8206-8216.

AMA Style

Shih T-L, Hsiao C-A, Lin Z-Y, Chen Y-H. An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae. Molecules. 2012; 17(7):8206-8216.

Chicago/Turabian Style

Shih, Tzenge-Lien; Hsiao, Chih-Ang; Lin, Zi-Yu; Chen, Yau-Hung. 2012. "An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae." Molecules 17, no. 7: 8206-8216.


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