Evaluation of the structure-activity relationship of flavonoids as antioxidants and toxicants of zebrafish larvae

Evaluation of the structure-activity relationship of flavonoids as antioxidants and toxicants of zebrafish larvae
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DOI:
10.1016/j.foodchem.2012.02.166
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发表时间:
2012-09-15
期刊:
影响因子:
8.8
通讯作者:
Shih, Tzenge-Lien
Shih, Tzenge-Lien
中科院分区:
农林科学1区
文献类型:
--
作者:
Chen, Yau-Hung;Yang, Zhi-Shiang;Shih, Tzenge-Lien

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以斑马鱼为模型生物,对一系列市售黄酮类化合物的抗氧化能力进行了评价,以寻找毒性较低、自由基清除能力较强的黄酮类化合物。在所测试的黄酮类化合物中,白杨素和桑色素具有较高的活性氧(ROS)清除率(分别为-99%和-101%)和较低的毒性(LD 50> 100 ppm)。UVB +白杨素组中的斑马鱼鳍生长到正常鳍大小的可能性是仅UVB对照组的6.30倍,而UVB +桑色素组中的斑马鱼鳍生长到正常鳍大小的可能性是仅UVB对照组的11.9倍。这些结果进行了分析的QSAR方法和预测值是一致的。合成了一个新的4 ′-荧光酮。4 '-氟尿嘧啶酮的ROS清除率为-54%,与预测值(-48%)相符。我们建议,结合QSAR预测和斑马鱼模式生物是有效的评价新的黄酮类化合物。(C)2012爱思唯尔有限公司保留所有权利。
The antioxidant ability of an array of commercially available flavonoids was evaluated on the larvae of the zebrafish model organism, in order to find flavonoids with lower toxicities and higher radical oxygen-scavenging properties than flavone. Among the flavonoids tested, chrysin and morin possessed higher reactive oxygen species (ROS)-scavenging rates (-99% and -101%, respectively) and lower toxicity (LD50 > 100 ppm). Zebrafish fins in the UVB + chrysin group were 6.30 times more likely to grow to normal fin size than those in the UVB-only control group, while zebrafish fins in the UVB + morin group were 11.9 times more likely to grow to normal fin size than those in the UVB-only control group. These results were analysed by the QSAR method and were in accordance with predicted values. A new 4'-fluoroflavone was synthesised. The ROS-scavenging rate of 4'-fluoroflavone was -54%, which corresponds well with the predicted value (-48%). We propose that a combination of QSAR prediction and the zebrafish model organism is efficient for evaluating new flavonoids. (C) 2012 Elsevier Ltd. All rights reserved.