An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae
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 a...
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MDPI AG
2012-07-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/17/7/8206 |
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doaj-9a5c760e69c5461d9f71351d611462c32020-11-24T23:27:12ZengMDPI AGMolecules1420-30492012-07-011778206821610.3390/molecules17078206An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish LarvaeTzenge-Lien ShihChih-Ang HsiaoZi-Yu LinYau-Hung ChenWe 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.http://www.mdpi.com/1420-3049/17/7/8206antioxidantBaker-Venkataraman rearrangementdiaminoflavonesROS-scavengingzebrafish larvae |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Tzenge-Lien Shih Chih-Ang Hsiao Zi-Yu Lin Yau-Hung Chen |
| spellingShingle |
Tzenge-Lien Shih Chih-Ang Hsiao Zi-Yu Lin Yau-Hung Chen An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae Molecules antioxidant Baker-Venkataraman rearrangement diaminoflavones ROS-scavenging zebrafish larvae |
| author_facet |
Tzenge-Lien Shih Chih-Ang Hsiao Zi-Yu Lin Yau-Hung Chen |
| author_sort |
Tzenge-Lien Shih |
| title |
An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae |
| title_short |
An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae |
| title_full |
An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae |
| title_fullStr |
An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae |
| title_full_unstemmed |
An Alternative Synthesis of 3′,4′-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae |
| title_sort |
alternative synthesis of 3′,4′-diaminoflavones to evaluate their antioxidant ability and cell apoptosis of zebrafish larvae |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2012-07-01 |
| description |
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. |
| topic |
antioxidant Baker-Venkataraman rearrangement diaminoflavones ROS-scavenging zebrafish larvae |
| url |
http://www.mdpi.com/1420-3049/17/7/8206 |
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