Abstract
The novel zinc(II) phthalocyanine directly conjugated with 4-(diethylamino)phenyl groups (2) via CC bond formation using Suzuki-Miyaura coupling reaction was synthesized for the first time. This phthalocyanine was converted to the quaternized derivative (3) to enhance its water solubility. The photochemical (singlet oxygen quantum yield and photodegradation quantum yield) and photophysical (fluorescence quantum yield and lifetime) properties of the synthesized novel zinc(II) phthalocyanines (2 and 3) were investigated in DMSO (for both phthalocyanines 2 and 3) and in aqueous solution (for only phthalocyanine 3) for determination of their photodynamic therapy abilities. Additionally, the bovine serum albumin (BSA) binding behavior of the water soluble zinc(II) phthalocyanine (3) was investigated in aqueous solution for determination of transporting capability of this phthalocyanine in the circulatory system.
The novel zinc(II) phthalocyanine directly conjugated with 4-(diethylamino)phenyl groups via CC bond formation using Suzuki-Miyaura coupling reaction was synthesized for the first time. This phthalocyanine was converted to the quaternized derivative to enhance water solubility and promising as photosensitizer for photodynamic therapy. [Display omitted]
•Directly 4-(diethylamino)phenyl conjugated zinc(II) phthalocyanine was synthesized.•Suzuki-Miyaura coupling reaction was used for synthesis of this phthalocyanine.•The photophysical and photochemical properties were investigated.•This compound can promise as theranostic (treatment and diagnostic) agent for cancer.