New phenylisoxazole derivatives: Synthesis, spectroscopic, X-ray, IR, DFT calculation and biological activity studies

A series of new phenylisoxazole derivatives were successfully designed and synthesized for develop-ing antitumor compounds. The final compounds were characterized through 1HNMR , 13CNMR , and HRMS. Moreover, (Z)-2-(5-((3-(4-bromophenyl)isoxazole-4-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)-N-cyclopentylacetamide ( 5a ) was confirmed by FT-IR and X-ray single crystal diffraction (XRD). The den-sity functional theory (DFT) calculation of compound 5a was carried out at the B3LYP/6-311 level. The calculated parameters were in good agreement with the real experimental structures. The frontier molec-ular orbitals (FMO) and the molecular electrostatic potential (MEP) of compound 5a were also calculated and discussed. In addition, the antitumor activity of the ten compounds was evaluated by MTT assay against A549 cell.(c) 2023 Elsevier B.V. All rights reserved.

Automated summary

A series of new phenylisoxazole derivatives were designed and synthesized for the development of antitumor compounds. The final compounds were characterized through various analytical techniques. The structure and properties of one specific compound (5a) were further confirmed using FT-IR and X-ray single crystal diffraction (XRD). The antitumor activity of all compounds was evaluated against A549 cell using MTT assay.