Molecular Diversity ( IF 3.9 ) Pub Date : 2021-11-01 , DOI: 10.1007/s11030-021-10342-z Pedro D Ortiz 1 , Judith Castillo-Rodriguez 2 , Jorge Tapia 3 , Ximena Zarate 1 , Gabriel A Vallejos 4 , Vanesa Roa 2 , Elies Molins 5 , Carlos Bustos 4 , Eduardo Schott 2
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Abstract
A new series of 13 pyrazole-derivative compounds with potential antifungal activity were synthetized with good yields. The series have the (E)-2-((1-(R)-3,5-dimethyl-1H-pyrazol-4-yl)diazenyl)phenol general structure and were characterized by means of X-ray diffraction, UV–Vis, FTIR, 1H-NMR, 13C-NMR, and two-dimensional NMR experiments. This experimental characterization was complemented by DFT simulations. A deep insight regarding molecular reactivity was accomplished employing a conceptual DFT approach. In this sense, dual descriptors were calculated at HF and DFT level of theory and GGV spin-density Fukui functions. The main reactive region within the molecules was mapped through isosurface and condensed representations. Finally, chemical descriptors that have previously shown to be close related to biological activity were compared within the series. Thus, higher values of chemical potential ω and electrophilicity χ obtained for compounds 10, 9, 8, 6 and 7, in this order, suggest that these molecules are the better candidates as biological agents.
Graphic abstract
中文翻译：
一系列面向生物学应用的新型吡唑衍生物：实验和概念 DFT 表征
摘要
以良好的收率合成了一系列具有潜在抗真菌活性的 13 种吡唑衍生物。该系列具有 (E)-2-((1-( R )-3,5-dimethyl-1H-pyrazol-4-yl)diazenyl)phenol 通式结构，并通过 X 射线衍射、UV-可见光、FTIR、1 H-NMR、13C-NMR 和二维 NMR 实验。DFT 模拟补充了该实验表征。使用概念 DFT 方法完成了对分子反应性的深入了解。从这个意义上说，双描述符是在 HF 和 DFT 理论水平和 GGV 自旋密度 Fukui 函数上计算的。分子内的主要反应区域通过等值面和浓缩表示进行映射。最后，在该系列中比较了先前显示与生物活性密切相关的化学描述符。因此，化合物10、9、8、6和_ _ _ _ _ _ _ _7，按照这个顺序，表明这些分子是更好的生物制剂候选者。
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