Tetra-2,3-Pyrazinoporphyrazines with Externally Appended Pyridine Rings 22 Synthesis, Physicochemical and Photoactivity Studies on In(III) Mono- and Heteropentanuclear Complexes

Maria Pia Donzello; Giulia Capobianco; Ida Pettiti; Claudio Ercolani; Pavel A Stuzhin

doi:10.3390/molecules27030849

Tetra-2,3-Pyrazinoporphyrazines with Externally Appended Pyridine Rings 22 Synthesis, Physicochemical and Photoactivity Studies on In(III) Mono- and Heteropentanuclear Complexes

Molecules. 2022 Jan 27;27(3):849. doi: 10.3390/molecules27030849.

Authors

Maria Pia Donzello¹, Giulia Capobianco¹, Ida Pettiti¹, Claudio Ercolani¹, Pavel A Stuzhin²

Affiliations

¹ Dipartimento di Chimica, Università di Roma Sapienza, P. le A. Moro 5, I-00185 Rome, Italy.
² Department of Organic Chemistry, Ivanovo State University of Chemistry and Technology, 153460 Ivanovo, Russia.

Abstract

The basic macrocyclic octapyridinotetrapyrazinoporphyrazine In^III complex of formula [Py₈TPyzPzIn(OAc)]·8H₂O, prepared by reaction of the free ligand [Py₈TPyzPzH₂]·2H₂O with In(OAc)₃, is a stable-to-air species of which the structure has been studied by its X-ray powder diffraction and mass spectra and characterization operated by IR and UV-visible spectral behavior. The complex has been further examined and proven to be of potential interest for its response as an anticancer agent in the field of photodynamic therapy (PDT), the value of Φ_Δ = 0.55 (in DMF) being in the range of 0.4-0.6 at the level of similar phthalocyanine and porphyrazine analogs and qualifying the species as a highly efficient anticancer agent. Planned parallel types of investigation, including their photoactive behaviour in PDT, have been extended to the mononuclear octacation [(2-Mepy)₈TPyzPzIn(OAc)]⁸⁺ (salted by iodide ions) and the heteropentanuclear derivatives [(M'Cl₂)₄Py₈TPyzPzIn(OAc)]·xH₂O (M' = Pd^II, x = 8; Pt^II, x = 1)) and [{(Pd(CBT)₂)₄}Py₈TPyzPzIn(OAc)]·19H₂O (CBT = m-carborane-1-thiolate anion).

Keywords: mono/pentanuclear In(III) porphyrazine complexes; photoactivity studies in PDT; physicochemical properties.