Аннотация:This review is devoted to some areas of medicinal application of pyrrole-containing macroheterocycles.Two main application areas were discussed: treatment and imaging. The treatment part is divided intoanticancer and photodynamic antimicrobial chemotherapy. Novel hybrid and encapsulated photosensitizerswere concerned. Successful attempts to inactivate various viruses, including avian influenza H5N8 andSARS-CoV-2, are discussed. Imaging aspects include fluorescence imaging and magnetic resonance imaging.The fluorescence imaging part concerns not only the traditional porphyrin/phthalocyanine ligand fluorescence,but also the near-infrared emission of the central lanthanide ion. The review examines the areas ofapplication of new promising tripyrrole photosensitizers—boron subphthalocyanines. Previously, these compoundsattracted the attention of researchers only as materials for organic electronics. However, these compoundsare currently considered promising candidates for photodynamic therapy.