Synthesis, characterization and investigation of photochemical and in vitro antiproliferative properties of novel Zn(II) phthalocyanine

Abstract

In this study, a novel peripheral zinc(II) phthalocyanine (ZnPc) containing cyclic two triazole moieties which include 24 or 26-membered macrocyclic zinc(II) phthalocyanine was synthesized via multistep reactions. The precursor macrocyclic phthalonitrile was converted into the related phthalocyanine by cyclotetramerization reaction. The photochemical, in-silico selective targeting of cancer related genes and in vitro antiproliferative effect of this zinc(II) phthalocyanine was investigated. Singlet oxygen production properties of the synthesized phthalocyanine compound (ZnPc) indicated as singlet oxygen quantum yield (Phi(delta) = 0.47). In-silico studies proved the efficient and specific binding capability of G-quadruplex nucleic acids. ZnPc compound demonstrated antiproliferative effect in vitro on human non-small cell lung carcinoma cell lines. (C) 2022 Elsevier B.V. All rights reserved.