Microwave-assisted synthesis and biological evaluation of carbazole-based chalcones, aurones and flavones
Microwave-assisted synthesis and biological evaluation of carbazole-based chalcones, aurones and flavones
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DOI：
10.1007/s00044-016-1537-7
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发表时间：
2016-05-01
影响因子：
2.6
通讯作者：
Murthy, S. D. S.
中科院分区：
文献类型：
--
作者：
Ashok, D.;Ravi, S.;Murthy, S. D. S.
一类由咔唑衍生的新型查耳酮、橙酮和黄酮被设计为潜在的抗菌和抗氧化剂。在微波辐射和常规加热条件下，通过氧化(E)-3-(9 - 乙基 - 9H - 咔唑 - 3 - 基)-1-(2 - 羟基苯基)丙 - 2 - 烯 - 1 - 酮来合成(Z)-2 - ((9 - 乙基 - 9H - 咔唑 - 3 - 基)亚甲基)苯并呋喃 - 3(2H)-酮和2-(9 - 乙基 - 9H - 咔唑 - 3 - 基)-4H - 色烯 - 4 - 酮。所有新合成的化合物都基于红外光谱、氢 - 1核磁共振、碳 - 13核磁共振、质谱和分析数据进行了表征。对所有合成的化合物进行了抗菌、抗真菌和抗氧化活性评估。在体外对合成的化合物针对两种革兰氏阳性菌菌株（如金黄色葡萄球菌和枯草芽孢杆菌）以及两种革兰氏阴性菌菌株（如大肠杆菌和肺炎克雷伯菌）的抗菌活性进行了筛选，并通过对三种真菌菌株（如尖孢镰刀菌、黑曲霉和黄曲霉）的抑制作用评估其抗真菌活性。还对合成的化合物进行了DPPH自由基清除活性评估。所有新合成的化合物都显示出良好的抗菌、抗真菌和抗氧化活性。
A new class of chalcones, aurones and flavones derived from carbazole is designed as potential antimicrobial and antioxidant agents. Synthesis of (Z)-2-((9-ethyl-9H-carbazol-3-yl)methylene)benzofuran-3(2H)-ones and 2-(9-ethyl-9H-carbazol-3-yl)-4H-chromen-4-ones was carried out by the oxidation of (E)-3-(9-ethyl-9H-carbazol-3-yl)-1-(2-hydroxyphenyl)prop-2-en-1-ones under microwave irradiation and conventional heating. All the newly synthesized compounds were characterized on the basis of IR, H-1 NMR, C-13 NMR, mass and analytical data. All the synthesized compounds were evaluated for their antibacterial, antifungal and antioxidant activities. Synthesized compounds were screened in vitro for antibacterial activity against two gram-positive bacterial strains like Staphylococcus aureus and Bacillus subtilis and two gram-negative bacterial strains like Escherichia coli and Klebsiella pneumonia and antifungal activity by inhibitory action against three fungal strains like Fusarium oxysporum, Aspergillus niger and Aspergillus flavus. The synthesized compounds were also evaluated for their DPPH radical scavenging activity. All the newly synthesized compounds have shown good antibacterial, antifungal and antioxidant activities.