Search

• Dihydroxyl A 2 B triaryl corroles and their gallium and phosphorus complexes were synthesized. • 10-(2,4-dihydroxyphenyl)-5,15-bis(pentafluorophenyl)corrole phosphorus(V) (1-P) exhibited high singlet oxygen quantum yield. • 1-P exhibited excellent photodynamic activity against MDA-MB-231 and A549 cells. • 1-P photodynamic therapy arrested MDA-MB-231 cells in the sub-G1 phase. • 1-P induced apoptosis by increasing intracellular ROS under illumination at 620–625 nm. Two new dihydroxyl A 2 B triaryl corroles 10-(2,4-dihydroxyphenyl)-5,15-bis(pentafluorophenyl)corrole (1) and 10-(3,4-dihydroxyphenyl)-5,15-bis(pentafluorophenyl)corrole (2) and their gallium(III) and phosphorus(V) complexes (1-Ga, 2-Ga, 1-P and 2-P) were synthesized and investigated as photodynamic antitumor agents. All synthesized corrole derivatives could generate singlet oxygen smoothly under illumination at 620–625 nm and showed remarkable in vitro photodynamic antitumor activity. Excited, phosphorus(V) corrole 1-P even exhibited better phototoxicity towards A549 and MDA-MB-231 tumor cell line (IC 50 , 0.08 and 0.12 µM) than clinical drug Foscan® (IC 50 , 0.27 µM). The laser confocal microscopy results showed that the cellular absorbed 1-P was located in the cytoplasm. Under illumination, intracellular reactive oxygen species (ROS) could be detected, which would triger the destruction of the mitochondrial membrane potential and finally lead to apoptosis. Furthermore, the 1-P photodynamic treatment would cause the cancer cells arrested at sub-G1 stage. 10-(2,4-dihydroxyphenyl)-5,15-bis(pentafluorophenyl)corrole phosphorus(V) (1-P) exhibited remarkable in vitro photodynamic antitumor activity under illumination of red light at 620–625 nm. [Display omitted] [ABSTRACT FROM AUTHOR]

10-(3-Bromo-4-Hydroxyphenyl)-5,15-bis(pentafluorophenyl)corrole phosphorus(V) (1-P) exhibited excellent photodynamic antitumor activity in vivo and in vitro. Edible bird's nest (EBN) might have a positive effect on the elimination of tumor in mice treated with PDT by enhancing the expression of immune T cells. [Display omitted] • Several new Ga(III) and P(V) corrole complexes were synthesized. • P(V) corrole complex 1-P exhibited high singlet oxygen quantum yield and photostability. • P(V) corrole complex 1-P showed excellent photodynamic antitumor activity in vivo and vitro. • PDT treatment may enhance antitumor immune responses (eg, CD3+, CD4+ and CD8+) of tumor grafted mice. • Edible bird's nest (EBN) administration might help to eliminate tumors by enhancing T cell expression. Four new phosphorus(V) and gallium(III) corrole complexes were prepared and evaluated as antitumor agents in photodynamic therapy (PDT) in vivo and vitro. All complexes showed low dark toxicity and good photocytotoxicity under light illumination (625 ± 2 nm, 3 W/m2). Especially, phosphorus(V) corrole (1-P) exhibited quite excellent photocytotoxicity with IC 50 of 0.03 (±0.003) μM with phototoxic indices (p.i.) of >3333.33 against MDA-MB-231 tumor cells. Under light irradiation, 1-P could produce reactive oxygen species (ROS) in cells and destroy mitochondrial membrane potential, leading to apoptosis. The PDT treatment with 1-P arrested the cell at sub-G1 phase. Animal test showed 1-P could effectively inhibit the growth of MDA-MB-231 tumor cell grafted BALB/c nude mice. The PDT generated ROS might boost the anti-tumor immune response (e.g., CD3+, CD4+ and CD8+). It is well known that edible bird's nest (EBN) helps to improve the immune system and thus is beneficial to health. Photodynamic therapy combined with EBN (100 mg/kg) treatment was conducted for the first time to evaluate the possible antitumor synergistic effect in mice. It turned that EBN may do significant positive help in eliminating the tumors in PDT-treated mice by enhancing T cell expression as indicated by the detection of remarkable higher CD3+ expression in tumor and spleen tissue. [ABSTRACT FROM AUTHOR]

Phosphorus(V) trimethoxyl A 2 B triaryl corrole (2-P) with excellent optical characteristics induced cancer cells apoptosis upon light irradiation at 625 nm. [Display omitted] • Ga(III) and P(V) trimethoxyl A 2 B triaryl corrole were synthesized and characterized. • P(V) m , m' , p -trimethoxyl A 2 B triaryl corrole exhibited high singlet oxygen quantum yield, photostability, and excellent photodynamic activity against cancer cells. • P(V) m , mʼ , p -trimethoxyl A 2 B triaryl corrole photodynamic therapy treatment might cause tumor cells arrest at the sub-G1 phase and induced apoptosis triggered by ROS increasing upon light irradiation. Two new trimethoxyl A 2 B triaryl corroles 10-(2,4,6-trimethoxyphenyl)-5,15-bis(pentafluorophenyl)- corrole (1) and 10-(3,4,5-trimethoxyphenyl)-5,15-bis(pentafluorophenyl)-corrole (2) and their gallium(III) and phosphorus(V) (1-Ga , 1-P , 2-Ga and 2-P) complexes had been prepared and well characterized by UV–vis, NMR and HR-MS. Among all compounds, 2-Ga , 1-P and 2-P showed excellent in vivo photodynamic activity against the MDA-MB-231, A549, Hela and HepG2 cell lines upon light irradiation at 625 nm. And 2-P even exhibited higher phototoxicity than the clinical photosensitizer temoporfin. Also, 2-P exhibited the highest singlet oxygen quantum yield and photostability. The preliminary investigation revealed that 2-P could be rapidly absorbed by tumor cells and mainly located in the cytoplasm. After photodynamic therapy (PDT) treatment with 2-P , mitochondrial membrane potential destruction, intracellular ROS level increasing and nuclear fragmentation of cancer cells could be observed. Cell cycle analysis demonstrated that the 2-P PDT may cause tumor cell arrest at sub-G1 stage and induce early and late apoptosis of cells. These results suggest that 2-P is a promising candidate as a photosensitizer for photodynamic therapy. [ABSTRACT FROM AUTHOR]