{"title":"在无溶剂条件下使用 CuI@KSF 纳米催化剂灵活地绿色合成 2-苄基-3-羟基-1H-吡唑([1,2-b]酞嗪和[1,2-a]哒嗪)-二酮衍生物","authors":"","doi":"10.1016/j.molstruc.2024.139813","DOIUrl":null,"url":null,"abstract":"<div><p>In the frame of research that examines the use of task CuI@KSF nanoparticles as an efficient catalyst, new <em>1H-</em>pyrazolo[1,2-b]phthalazine-5,10‑dione (HPPhD) and <em>1H-</em>pyrazolo[1,2-a]pyridazine-5,8‑dione (HPPyD) derivatives were prepared. Using the four-multicomponent condensation reaction (4MCRs) of phthalic anhydride, hydrazine monohydrate, aromatic aldehydes, and ethyl 3-oxo-3-phenylpropanoate under solvent free conditions at 80 °C. This method has several advantages, including, operational, simplicity, mild conditions, and maximum product yield. To monitor the progress of the reactions, new organic salty catalysts were used. New catalysts are cheap, benign, recyclable, and environmentally friendly. In addition, they are easy to prepare and use. They also showed good catalytic activity, which in conclusion led to the synthesis of new phthalazine derivatives with good to excellent yields. The new catalysts were characterized by X-ray diffraction (XRD), Fourier transform infrared (FT-IR), thermal gravimetric analysis (TGA), and scanning electron microscopy (SEM). To check the possible effect of these compounds in anticancer therapy, two types of proteins were selected and examined through docking calculations. In the case of 1DHT as an oxidoreductase enzyme compound <strong>7e</strong> with the score of amount -8.99 represent the highest tendency toward interaction with the desired enzyme, while in the case of 6LQA by the dominance hydrophobic character, compound <strong>7c</strong> seems likely to be more efficient.</p></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":null,"pages":null},"PeriodicalIF":4.0000,"publicationDate":"2024-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Flexible green synthesis of 2-benzyl-3‑hydroxy-1H-pyrazolo([1,2-b]phthalazine and [1,2-a]pyridazine)‑dione derivatives using CuI@KSF nanocatalyst under solvent-free conditions\",\"authors\":\"\",\"doi\":\"10.1016/j.molstruc.2024.139813\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>In the frame of research that examines the use of task CuI@KSF nanoparticles as an efficient catalyst, new <em>1H-</em>pyrazolo[1,2-b]phthalazine-5,10‑dione (HPPhD) and <em>1H-</em>pyrazolo[1,2-a]pyridazine-5,8‑dione (HPPyD) derivatives were prepared. Using the four-multicomponent condensation reaction (4MCRs) of phthalic anhydride, hydrazine monohydrate, aromatic aldehydes, and ethyl 3-oxo-3-phenylpropanoate under solvent free conditions at 80 °C. This method has several advantages, including, operational, simplicity, mild conditions, and maximum product yield. To monitor the progress of the reactions, new organic salty catalysts were used. New catalysts are cheap, benign, recyclable, and environmentally friendly. In addition, they are easy to prepare and use. They also showed good catalytic activity, which in conclusion led to the synthesis of new phthalazine derivatives with good to excellent yields. The new catalysts were characterized by X-ray diffraction (XRD), Fourier transform infrared (FT-IR), thermal gravimetric analysis (TGA), and scanning electron microscopy (SEM). To check the possible effect of these compounds in anticancer therapy, two types of proteins were selected and examined through docking calculations. In the case of 1DHT as an oxidoreductase enzyme compound <strong>7e</strong> with the score of amount -8.99 represent the highest tendency toward interaction with the desired enzyme, while in the case of 6LQA by the dominance hydrophobic character, compound <strong>7c</strong> seems likely to be more efficient.</p></div>\",\"PeriodicalId\":16414,\"journal\":{\"name\":\"Journal of Molecular Structure\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.0000,\"publicationDate\":\"2024-09-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Molecular Structure\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0022286024023226\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Molecular Structure","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022286024023226","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
摘要
在利用 CuI@KSF 纳米颗粒作为高效催化剂的研究框架内,制备了新的 1H-吡唑并[1,2-b]酞嗪-5,10-二酮(HPPhD)和 1H-吡唑并[1,2-a]哒嗪-5,8-二酮(HPPyD)衍生物。在 80 °C 无溶剂条件下,利用邻苯二甲酸酐、一水肼、芳香醛和 3-氧代-3-苯基丙酸乙酯的四种多组分缩合反应(4MCR)。这种方法具有操作简便、条件温和、产品收率最高等优点。为了监控反应的进展,使用了新型有机含盐催化剂。新催化剂便宜、无害、可回收且环保。此外,它们易于制备和使用。这些催化剂还显示出良好的催化活性,从而合成了新的酞嗪衍生物,并获得了良好甚至优异的产率。新催化剂通过 X 射线衍射 (XRD)、傅立叶变换红外 (FT-IR)、热重分析 (TGA) 和扫描电子显微镜 (SEM) 进行了表征。为了检验这些化合物在抗癌治疗中可能产生的效果,研究人员选择了两种蛋白质,并通过对接计算对其进行了研究。在 1DHT 作为氧化还原酶的情况下,化合物 7e 的得分为 -8.99,代表了与所需酶相互作用的最高趋势;而在 6LQA 的情况下,由于疏水特性占主导地位,化合物 7c 似乎更有效。
Flexible green synthesis of 2-benzyl-3‑hydroxy-1H-pyrazolo([1,2-b]phthalazine and [1,2-a]pyridazine)‑dione derivatives using CuI@KSF nanocatalyst under solvent-free conditions
In the frame of research that examines the use of task CuI@KSF nanoparticles as an efficient catalyst, new 1H-pyrazolo[1,2-b]phthalazine-5,10‑dione (HPPhD) and 1H-pyrazolo[1,2-a]pyridazine-5,8‑dione (HPPyD) derivatives were prepared. Using the four-multicomponent condensation reaction (4MCRs) of phthalic anhydride, hydrazine monohydrate, aromatic aldehydes, and ethyl 3-oxo-3-phenylpropanoate under solvent free conditions at 80 °C. This method has several advantages, including, operational, simplicity, mild conditions, and maximum product yield. To monitor the progress of the reactions, new organic salty catalysts were used. New catalysts are cheap, benign, recyclable, and environmentally friendly. In addition, they are easy to prepare and use. They also showed good catalytic activity, which in conclusion led to the synthesis of new phthalazine derivatives with good to excellent yields. The new catalysts were characterized by X-ray diffraction (XRD), Fourier transform infrared (FT-IR), thermal gravimetric analysis (TGA), and scanning electron microscopy (SEM). To check the possible effect of these compounds in anticancer therapy, two types of proteins were selected and examined through docking calculations. In the case of 1DHT as an oxidoreductase enzyme compound 7e with the score of amount -8.99 represent the highest tendency toward interaction with the desired enzyme, while in the case of 6LQA by the dominance hydrophobic character, compound 7c seems likely to be more efficient.
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