Design, Synthesis, Antifungal, and Antioxidant Activities of (E)-6-((2-Phenylhydrazono)methyl)quinoxaline Derivatives
Design, Synthesis, Antifungal, and Antioxidant Activities of (E)-6-((2-Phenylhydrazono)methyl)quinoxaline Derivatives
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DOI：
10.1021/jf504359p
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发表时间：
2014-10-08
影响因子：
6.1
通讯作者：
Ye, Yong-Hao
中科院分区：
文献类型：
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作者：
Zhang, Mao;Dai, Zhi-Cheng;Ye, Yong-Hao
不同取代的苯腙基团连接到喹啉支架上，得到26个化合物（6a-6z）。通过H-1和C-13核磁共振、质谱、元素分析和x射线单晶衍射证实了它们的结构。对这些化合物进行了体外抑菌活性评价。化合物6p是所有被试化合物中最有前途的一个；EC50为0.16 μ g.mL(-1)，高于阳性对照多菌灵（EC50为1.42 μ g.mL(-1)）。此外，采用二苯基吡啶肼（DPPH）和小鼠微粒体脂质过氧化（LPO）法对这些化合物进行抗氧化测定。这些化合物大多是有效的抗氧化剂。最强的化合物是6e （EC50）。7.60 μ g.mL(-1)， DPPH)和6a （EC50）。0.96 μ g.mL(-1)， LPO)，与阳性对照Trolox [EC50 5.90 μ g.mL-1 （DPPH）和18.23 μ g.mL-1 (LPO)]相当或更强。讨论了它们的结构和活性关系。
Different substituted phenylhydrazone groups were linked to the quinoxaline scaffold to provide 26 compounds (6a-6z). Their structures were confirmed by H-1 and C-13 NMR, MS, elemental analysis, and X-ray single-crystal diffraction. The antifungal activities of these compounds agains rhizoctonia solani were evaluated in vitro. Compound 6p is the most promising one among all the tested comp;ounds with an EC50 of 0.16 mu g.mL(-1), more potent than the coassayed positive control fungicide carbendazim (EC50 1.42 mu g.mL(-1)). In addition, these compounds were subjected to antioxidant assay by employing diphenylpicrylhydrazly (DPPH) and mice microsome lipid peroxidation (LPO) methods. Most of these compounds are potent antioxidantas. The strongest compounds are 6e (EC50. 7.60 mu g.mL(-1), DPPH) AND 6a (EC50. 0.96 mu g.mL(-1), LPO), comparative to or more potent than the positive contorl Trolox [EC50 5.90 mu g.mL-1 (DPPH) and 18.23 mu g.mL-1 (LPO)]. The structure and activity relationships were also discussed.