<br>通过结构、光谱、量子化学、赫什菲尔德和对接分析阐明了两性离子共晶 5-氟尿嘧啶 L-苯丙氨酸的固态合成,Journal of Molecular Structure

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通过结构、光谱、量子化学、赫什菲尔德和对接分析阐明了两性离子共晶 5-氟尿嘧啶 L-苯丙氨酸的固态合成
Journal of Molecular Structure ( IF 4.0 ) Pub Date : 2023-12-21 , DOI: 10.1016/j.molstruc.2023.137386
Jayapriyanga Karuppasamy , Azar Zochedh , Athimoolam Shunmuganarayanan , Asath Bahadur Sultan

采用固相技术合成单晶5-氟尿嘧啶-苯丙氨酸(5FUPA)，并采用缓慢蒸发法在室温下结晶。得到了具有斜方结构、P222空间群的晶体。量子化学研究用于使用 B3LYP/6–311++ (d, p) 计算 5FUPA 的结构参数和各种光谱特性。对报道的单晶 XRD 和 DFT 计算的结构参数进行了比较，它们显示出良好的一致性。实验FTIR得到的峰与理论DFT方法计算的模式具有良好的一致性。 5FUPA 的紫外-可见吸收光谱显示在 266 nm 处有最大吸收峰。 NBO 分析用于计算 5FUPA 中成键和反键轨道之间的相互作用及其稳定能。通过 Fukui 函数描述符和使用 Mulliken 电荷计算的分子静电势 (MEP) 能量表面研究了 5FUPA 共晶的最具反应性的位点。使用 Hirshfeld 表面和指纹方法研究了 5FUPA 的分子间和分子内相互作用。对不同温度下的ELF、LOL和热力学参数进行了拓扑研究。分子对接结果表明，与5-氟尿嘧啶和-苯丙氨酸相比，共晶5FUPA对乳腺癌蛋白具有更好的抑制作用。与其他两种分子相比，5FUPA共晶在对接亲和力方面表现更好，具有更好的结合分数范围为-8.3 kcal/mol至-9.4 kcal/mol。这表明5FUPA共晶与5-氟尿嘧啶和-苯丙氨酸相比具有更高的生物活性和反应活性，经过临床试验后可以进一步考虑作为乳腺癌药物。

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Solid state synthesis of zwitterionic cocrystal 5-fluorouracil L-phenylalanine explicated via structural, spectroscopy, quantum chemicals, Hirshfeld and docking analysis

The single crystal 5-Fluorouracil -phenylalanine (5FUPA) was synthesized using solid state technique and crystallized at room temperature using the slow evaporation method. The crystal with orthorhombic structure and P222 space group was obtained. Quantum chemical studies were used to compute the structural parameters and various spectroscopic properties for 5FUPA using the B3LYP/6–311++ (d, p). The structural parameters from reported single crystal XRD and calculated from DFT were compared, and they were showing good agreement with each other. The peaks obtained by experimental FTIR and modes calculated by theoretical DFT method have a good degree of consistency. The UV–Visible absorption spectrum of 5FUPA shown to have maximum absorption peak at 266 nm. The NBO analysis was used to calculate the interaction between bonding and anti-bonding orbitals and their stabilization energy in 5FUPA. The most reactive sites of the 5FUPA cocrystal were investigated by Fukui function descriptor and Molecular Electrostatic Potential (MEP) energy surface calculated using Mulliken charges. Inter- and intra-molecular interactions of the 5FUPA were investigated using the Hirshfeld surface and finger print methods. The topological studies ELF, LOL and thermodynamic parameters at different temperatures were performed. The molecular docking outcomes indicate that, cocrystal 5FUPA have better inhibitory effects on breast cancer proteins when compared to 5-fluorouracil and -phenylalanine. The 5FUPA cocrystal has performed better compared to the other two molecules in terms of docking affinity, having a better binding score range of -8.3 kcal/mol to -9.4 kcal/mol. This demonstrates that 5FUPA cocrystal has unveiled more bioactivity and reactivity when compared with 5-fluorouracil and -phenylalanine, and can be further considered as a breast cancer medication after clinical trials.

更新日期：2023-12-21

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