Аннотация:AbstractTwo series of novel 4-nitro-5-styrylisoxazoles (11 compounds) containing various macrocyclic substituents at positions 3 and 5 of the isoxazole cycle were obtained. Isoxazoles with macrocyclic signal unit in the styryl moiety demonstrated sensor properties in organic solvents to a number of metal cations (Mg(II), Ca(II), Zn(II), La(III), Al(III), Pb(II)). Aggregation-induced emission for the obtained dyes was found in the mixture of DMSO/H2O. In the presence of serum albumin, aggregates of macrocyclic styrylisoxazoles in an aqueous medium dissociated into monomers and formed complex with macromolecule. The compounds demonstrated cytoplasmic distribution in cells in two different forms as aggregates with ‘red’ fluorescence and dyes complexes with cellular proteins with ‘green’ fluorescence, which is promising for studying metabolic processes in the cell.