| Abstract [eng] |
Indole core derivatives are one of the most widely used and tested. These compounds are still important between synthetic chemists as upon minor transformations these molecules could be used for fluorescence labeling or biologically active heteroauxins. The aim of this work is to synthesize and characterize biologically active indole carboxylic acid derivatives. For this purpose 5-arylspiro[indole-2,2'-piperidin]-6'-ones have been synthesized according to the reported in literature method. These compounds have been used for ring opening reaction, catalyzed by Pd/C. The previously got amides have been reduced by LiAlH4 and hydrolyzed. One of the final products (ester) has been proposed as a potential agent of quorum sensing research. The (5-bromo-1H-indole-3-il)acetic acid’s synthesis conditions were optimized by Fischer indole synthesis. The previously prepared indole acid has been used for Suzuki-Miyaura cross coupling reaction with variuos boronic acids to give biologically acitive 5-substituted 3-indolyl acetic acid. These derivatives were sent to Palacký University for biological testing. The optical properties of new heterocyclic compounds were investigated by UV-Vis and fluorescence spectroscopy. All structures of these compounds were confirmed by NMR, MS, HRMS, IR and elemental analysis. |
