Studies On Synthesis And Antifungal Activities Of Novel Spirooxindole Derivatives

As the core structure of many natural products, the spirooxindole compounds possess important antibacterial activity. Therefore, the synthesis and activity of these compounds, have attracted considered attention. This dissertation consisted of three parts:(1) Synthetic methods of the spiroheterocyclic compounds and research progress of their antibacterial activity, (2) The research regarding synthesis and biological activity of novel spirooxindole-2,3-dihydrofuran derivatives. (3) Synthesis and antifungal studies of spirooxindole compounds via [3+2] cyclizations.To begin with, this paper introduces the construction of spiroheterocyclic compounds and the progress of this kind of compounds in antibacterial activity.In addition, we have successfully synthesized a series of novel spirooxindol-2, 3-dihydrofuran compounds with high diastereoselectivity and yield for the first through the Michael addition and intramolecular cyclization reaction of isatin derivatives and cinnamonitrile derivatives based on LiOH in the CHCl3. The relative configuration of these compounds was determined by X-ray diffraction. Moreover, these products have been tested in the experiment of the antibacterial activity and showed excellent antibacterial effect. As a result of experiments, adding heteroatoms to the construction of spirooxindole can improve the antibacterial effect of compounds.Finally, a series of novel spiroheterocyclic compounds has been prepared by [3+2] cycloaddition reaction condensation of isatin derivatives and aldehyde compounds,which produced above average yield of the product. The products were characterized by 1H NMR and mass spectral analyses. The antibacterial activity of the products was then measured by filtering paper method and growth rate method with good inhibition ratio.