Synthesis and photodynamic properties of adamantylethoxy Zn(II) phthalocyanine derivatives in different media and in human red blood cells

摘要: Abstract Novel unsymmetrically substituted Zn(II) phthalocyanine bearing an adamantylethoxy group (AZnPc) was synthesized by the ring expansion reaction of boron(III) subphthalocyanine chloride with appropriated phthalonitrile derivative (APc). Also, APc used to obtain a new four groups (A 4 ZnPc) cyclotetramerization reaction. The spectroscopic and photodynamic properties these photosensitizers were compared those methoxy (M in different media. Similar results obtained N , -dimethylformamide. However, higher activity found for AZnPc biomimetic system formed reverse micelles. This behavior also observed presence human red blood (HRB) cells, which as in vitro cellular model. Thus, most effective photosensitizer produce HRB cells hemolysis. effect produced decrease osmotic stability leading release hemoglobin. Studies action mechanism showed that photohemolysis protected azide ion, while addition mannitol negligible on photodamage, indicating intermediacy O 2 ( 1 Δ g ). Therefore, adamantyl unit macrocycle represents interesting molecular architecture potential phototherapeutic agents.