Jin R Y, Sun X H, Liu Y F, Long W, Chen B, Shen S Q, Ma H X
School of Chemical Engineering, Northwest University, Xi'an 710069, PR China.
School of Chemical Engineering, Northwest University, Xi'an 710069, PR China; Chemical Research Institute, Northwest University, Xi'an 710069, PR China.
Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jan 5;152:226-32. doi: 10.1016/j.saa.2015.07.057. Epub 2015 Jul 10.
Series of isoxazole derivatives were synthesized by substituted chalcones and 2-chloro-6-fluorobenzene formaldehyde oxime with 1,3-dipolar cycloaddition. The target compounds were determined by melting point, IR, (1)H NMR, elemental analyses and HRMS. The crystal structure of compound 3a was detected by X-ray diffraction and it crystallizes in the triclinic space group p2(1)/c with z=4. The molecular geometry of compound 3a was optimized using density functional theory (DFT/B3LYP) method with the 6-31G+(d,p) basis set in the ground state. From the optimized geometry of the molecule, FT-IR, FT-Raman, HOMO-LUMO and natural bond orbital (NBO) were calculated at B3LYP/6-31G+(d,p) level. Finally, the antifungal activity of the synthetic compounds were evaluated against Pythium solani, Gibberella nicotiancola, Fusarium oxysporium f.sp. niveum and Gibberella saubinetii.
通过取代查尔酮与2-氯-6-氟苯甲醛肟进行1,3-偶极环加成反应合成了一系列异恶唑衍生物。通过熔点、红外光谱、¹H核磁共振、元素分析和高分辨质谱对目标化合物进行了表征。采用X射线衍射法测定了化合物3a的晶体结构，其晶体属于三斜晶系，空间群为p2(1)/c，z = 4。在基态下，使用密度泛函理论(DFT/B3LYP)方法和6-31G+(d,p)基组对化合物3a的分子几何结构进行了优化。根据优化后的分子几何结构，在B3LYP/6-31G+(d,p)水平上计算了傅里叶变换红外光谱、傅里叶变换拉曼光谱、最高占据分子轨道-最低未占据分子轨道(HOMO-LUMO)和自然键轨道(NBO)。最后，对合成的化合物进行了抗真菌活性评价，测试对象包括茄腐皮镰孢菌、烟草赤霉、尖孢镰刀菌黄瓜专化型和玉蜀黍赤霉。
