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首页> 外文期刊>New Journal of Chemistry >Synthesis, characterization, antibacterial, antioxidant, DNA binding and SAR study of a novel pyrazine moiety bearing 2-pyrazoline derivatives
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Synthesis, characterization, antibacterial, antioxidant, DNA binding and SAR study of a novel pyrazine moiety bearing 2-pyrazoline derivatives

机译：带有2-吡唑啉衍生物的新型吡嗪部分的合成，表征，抗菌，抗氧化剂，DNA结合和SAR研究

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摘要

An environmentally safe method for the synthesis of novel substituted 2-(5-(4-aryl)-1-phenyl-4,5-dihydro-lH-pyrazol-3-yl)-3-alkylpyrazine, 1-(5-(4-alyl)-3-(3-alkylpyrazin-2-yl)-4,5-dihydro-1H-pyrazol- 1-yl)ethanone and 5-(4-aryl)-3-(3-alkylpyrazin-2-yl)-4,5-dihydro-lH-pyrazole-1-carbothioamide via reactions of (E)-3-aryt-1-(3-alkyl-2-pyrazinyl)-2-propenones with phenyl hydrazine hydrochloride, hydrazine monohydrate and thiosemicarbazide respectively is reported. The reactions were carried out using sodium acetate-aqueous acetic acid solution at room temperature, under ultrasound irradiation (US), As compared to conventional methods, the advantages of the US method encompass milder conditions, operational simplicity, higher yield up to ≈93%, safety and environmentally friendly protocol. The synthesized compounds were evaluated in vitro for their antibacterial activities against Gram-positive and negative strains. Compounds 4a-4l showed 29-67% antioxidant activities, as determined through a 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical method. All synthesized compounds were screened for their DNA binding activities using a spectrofluorometer, where those containing halogens exhibited a significant potential (up to 570 ng mL~(-1)) due to the corresponding intercalation and groove binding mechanisms.
机译：合成新型取代的2-（5-（4-芳基）-1-苯基-4,5-二氢-1H-吡唑-3-基）-3-烷基吡嗪，1-（5-（ 4-烷基）-3-（3-烷基吡嗪-2-基）-4,5-二氢-1H-吡唑-1-基）乙酮和5-（4-芳基）-3-（3-烷基吡嗪-2- （E）-3-芳基-1-（3-烷基-2-吡嗪基）-2-丙烯酮与苯基肼盐酸盐，一水合肼和（E）-3-芳基-1-（3-烷基-2-吡嗪基）-2-丙烯酮的反应中，生成yl）-4,5-二氢-1H-吡唑-1-碳硫酰胺分别报道了硫代氨基脲。反应是在室温下，在超声波辐射（US）下，使用乙酸钠-乙酸水溶液在室温下进行的。与传统方法相比，US方法的优势在于条件更温和，操作简便，收率高达≈93％ ，安全和环保协议。体外评估了合成的化合物对革兰氏阳性和阴性菌株的抗菌活性。通过2，2-二苯基-1-吡啶并肼基（DPPH）自由基方法测定，化合物4a-4l显示出29-67％的抗氧化活性。使用荧光分光光度计筛选所有合成的化合物的DNA结合活性，其中由于相应的嵌入和凹槽结合机理，含卤素的化合物表现出显着的潜力（高达570 ng mL〜（-1））。

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