title: Synthesis, crystal structure, biological activity and theoretical calculations of novel isoxazole derivatives.
abstract: 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.
authors.affiliation: School of Chemical Engineering, Northwest University, Xi'an 710069, PR China. Electronic address: jinruyi335588@163.com.
authors.forename: R Y
authors.initials: RY
authors.lastname: Jin
authors.affiliation: School of Chemical Engineering, Northwest University, Xi'an 710069, PR China; Chemical Research Institute, Northwest University, Xi'an 710069, PR China. Electronic address: xhsun888@sohu.com.
authors.forename: X H
authors.initials: XH
authors.lastname: Sun
authors.affiliation: College of Chemistry & Materials Science, Northwest University, Xi'an 710069, PR China.
authors.forename: Y F
authors.initials: YF
authors.lastname: Liu
authors.affiliation: School of Chemistry and Chemical Engineering, University of South China, Heng yang 421001, PR China.
authors.forename: W
authors.initials: W
authors.lastname: Long
authors.affiliation: College of Chemistry & Materials Science, Northwest University, Xi'an 710069, PR China.
authors.forename: B
authors.initials: B
authors.lastname: Chen
authors.affiliation: Chemical Research Institute, Northwest University, Xi'an 710069, PR China.
authors.forename: S Q
authors.initials: SQ
authors.lastname: Shen
authors.affiliation: School of Chemical Engineering, Northwest University, Xi'an 710069, PR China.
authors.forename: H X
authors.initials: HX
authors.lastname: Ma
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D005658:Fungi / Q000187:drug effects*; D006801:Humans; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008958:Models, Molecular; D008968:Molecular Conformation; D009181:Mycoses / Q000188:drug therapy; D011789:Quantum Theory; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman
chemical_list: D000935:Antifungal Agents; D007555:Isoxazoles
keywords: Crystal structure; DFT; Isoxazole; Synthesis