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学者姓名：李兴淑
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Abstract ：
Photodynamic immunotherapy (PIT) has emerged as a promising approach for efficient eradication of primary tumors and inhibition of tumor metastasis. However, most of photosensitizers (PSs) for PIT exhibit notable oxygen dependence. Herein, a concept emphasizing on transition from molecular PSs into semiconductor-like photocatalysts is proposed, which converts the PSs from type II photoreaction to efficient type I photoreaction. Detailed mechanism studies reveal that the nanostructured phthalocyanine aggregate (NanoNMe) generates radical ion pairs through a photoinduced symmetry breaking charge separation process, achieving charge separation through a self-substrate approach and leading to exceptional photocatalytic charge transfer activity. Additionally, a reformed phthalocyanine aggregate (NanoNMO) is fabricated to improve the stability in physiological environments. NanoNMO showcases significant photocytotoxicities under both normoxic and hypoxic conditions and exhibits remarkable tumor targeting ability. Notably, the NanoNMO-based photodynamic therapy and PD-1 checkpoint inhibitor-based immunotherapy synergistically triggers the infiltration of cytotoxic T lymphocytes into the tumor sites of female mice, leading to the effective inhibition of breast tumor growth.
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| GB/T 7714 | Liu, Hao , Li, Ziqing , Zhang, Xiaojun et al. Phthalocyanine aggregates as semiconductor-like photocatalysts for hypoxic-tumor photodynamic immunotherapy [J]. | NATURE COMMUNICATIONS , 2025 , 16 (1) . |
| MLA | Liu, Hao et al. "Phthalocyanine aggregates as semiconductor-like photocatalysts for hypoxic-tumor photodynamic immunotherapy" . | NATURE COMMUNICATIONS 16 . 1 (2025) . |
| APA | Liu, Hao , Li, Ziqing , Zhang, Xiaojun , Xu, Yihui , Tang, Guoyan , Wang, Zhaoxin et al. Phthalocyanine aggregates as semiconductor-like photocatalysts for hypoxic-tumor photodynamic immunotherapy . | NATURE COMMUNICATIONS , 2025 , 16 (1) . |
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Currently, it is still a challenge to develop an organic photosensitizer (PS) with outstanding near-infrared absorption, low O2 dependence, precise tumor targeting and rapid clearance through the kidney to improve the overall outcome of phototherapy. In this study, we have designed an organic PS (NcPB) with an excellent near-infrared light absorption through a refined molecular strategy. Meanwhile, NcPB was assembled into nanoparticles with different sizes (NanoNcPB-1 and NanoNcPB-0) by a supramolecular modulation strategy. As the results, the nanoparticle with an ultra-small size (NanoNcPB-1) generated a large number of superoxide anion (O2 center dot-) in a low-O2 -dependent manner and release plenty of heat. Furthermore, the results of in vivo experiments demonstrated that NanoNcPB-1 actively accumulated in tumor tissues and showed a 92 % tumor inhibition after photodynamic and photothermal combination therapy. More importantly, NanoNcPB-1 could be rapidly cleared from the body of mice via the renal pathway, which alleviates potential side effects of prolonged retention of PS in the circulation. (c) 2025 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
Keyword ：
Naphthalocyanine Naphthalocyanine Near-infrared absorption Near-infrared absorption Renal clearance Renal clearance Superoxide anion Superoxide anion Type-I photosensitizer Type-I photosensitizer
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| GB/T 7714 | Li, Li , Wen, Jiale , Zhang, Xiaojun et al. A near-infrared naphthalocyanine photosensitizer with superior light absorption and renal clearance for type-I photodynamic and photothermal combination therapy [J]. | CHINESE CHEMICAL LETTERS , 2025 , 36 (6) . |
| MLA | Li, Li et al. "A near-infrared naphthalocyanine photosensitizer with superior light absorption and renal clearance for type-I photodynamic and photothermal combination therapy" . | CHINESE CHEMICAL LETTERS 36 . 6 (2025) . |
| APA | Li, Li , Wen, Jiale , Zhang, Xiaojun , Fu, Shuwen , Chen, Zixuan , Huang, Kai et al. A near-infrared naphthalocyanine photosensitizer with superior light absorption and renal clearance for type-I photodynamic and photothermal combination therapy . | CHINESE CHEMICAL LETTERS , 2025 , 36 (6) . |
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The weakness of visible and near-infrared light penetration depth limits the application of photodynamic therapy (PDT) in deep-seated tumors. Based on the high penetrability of X-rays, X-ray-induced PDT (X-PDT) is a promising new method for treating deep-seated tumors. However, it requires the development of suitable X-ray-induced sensitizers that could employ X-ray energy to produce reactive oxygen species (ROS) efficiently. In this study, a novel X-ray-induced sensitizer (NanoSRF) was developed through a microemulsion method, in which copper iodine cluster compound Cu2I2(tpp)2(2,5-dm-pz) (CIP) and rose bengal (RB) worked as scintillator and photosensitizer, respectively. CIP was synthesized by a simple mechanical grinding method, and subsequently folic acid (FA)-modified albumin was introduced to enable its alliance with RB. NanoSRF exhibited excellent dispersion stability and generated a large amount of ROS under X-ray irradiation. The results of in vitro studies demonstrated its high selectivity for FA receptor-positive cancer cells. Following systemic administration, NanoSRF accumulated in H22 tumors of xenograft-bearing mice, and X-ray irradiation (5.46 Gy) induced a significant inhibition rate of 96.7% in tumor growth. This study pioneers the use of copper iodide cluster as a scintillator in X-PDT, presenting new possibilities for designing scintillators with exceptional X-ray absorption and efficient X-PDT capabilities. (sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic) (sic)(sic)(sic)(sic)(sic). (sic)(sic)X(sic)(sic)(sic)(sic)(sic)(sic)(sic), X(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic) (sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic). (sic)(sic), (sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)X(sic)(sic)(sic) (sic)(sic)(sic)(sic)(sic), (sic)(sic)(sic)(sic)X(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic). (sic)(sic)(sic)(sic)(sic)(sic)(sic) (sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)Cu2I2(tpp)2(2,5-dm-pz) (CIP), (sic)(sic)(sic) (sic)(sic)(sic)(sic)(sic)(sic)(sic)(RB)(sic)(sic)(sic)(sic)(sic). (sic)(sic)(sic)CIP(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic) (sic), (sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)X(sic)(sic)(sic)(sic)(sic)(NanoSRF), (sic)(sic)(sic) (sic)(sic)CIP(sic)(sic)(sic)(sic), RB(sic)(sic)(sic)(sic). NanoSRF(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic), (sic) (sic)(sic)X(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)ROS. (sic)(sic)(sic)(sic)(sic)(sic), NanoSRF(sic)(sic)(sic)(sic)(sic) (sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic). (sic)(sic)(sic)(sic)(sic), NanoSRF(sic)(sic)(sic)(sic)(sic)(sic)H22 (sic)(sic)(sic)(sic)(sic), (sic)X(sic)(sic)(sic)(sic)(5.46 Gy)(sic), (sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic) 96.7%. (sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)X-PDT, (sic)(sic)(sic)(sic)(sic) (sic)(sic)X(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)X-PDT(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic)(sic).
Keyword ：
copper iodine cluster copper iodine cluster nanoparticle nanoparticle target target tumor tumor X-ray-induced photodynamic therapy X-ray-induced photodynamic therapy
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| GB/T 7714 | Xie, Wei , Chen, Junyun , Zhang, Yuxin et al. Copper iodine cluster nanoparticles for tumor-targeted X-ray-induced photodynamic therapy [J]. | SCIENCE CHINA-MATERIALS , 2024 , 67 (10) : 3358-3367 . |
| MLA | Xie, Wei et al. "Copper iodine cluster nanoparticles for tumor-targeted X-ray-induced photodynamic therapy" . | SCIENCE CHINA-MATERIALS 67 . 10 (2024) : 3358-3367 . |
| APA | Xie, Wei , Chen, Junyun , Zhang, Yuxin , Zheng, Biyuan , Li, Xingshu , Huang, Jian-Dong . Copper iodine cluster nanoparticles for tumor-targeted X-ray-induced photodynamic therapy . | SCIENCE CHINA-MATERIALS , 2024 , 67 (10) , 3358-3367 . |
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Cancer still threats human health rigorously. Most current options of photosensitizers (PSs) are plagued with "always on", accounting for limited signal-to-noise ratio in the lesions and undesired side effects in normal tissues. Inspired by the redox imbalance of tumor microenvironment, redox-activated PSs (RA-PSs) are coming to frontiers that enhance diagnosis accuracy and treatment efficiency. Herein, the progress of PSs-based therapy is outlined. Furthermore, the design strategies of RA-PSs are discussed, including potential mechanism and linkage to obtain on -demand switchable optical signals. Moreover, versatile RA-PSs for real-time visualization and therapy are highlighted. Finally, future prospects and challenges are spotlighted.
Keyword ：
Activatable photosensitizer Activatable photosensitizer Cancer therapy Cancer therapy Precise tumor imaging Precise tumor imaging Redox imbalance Redox imbalance
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| GB/T 7714 | Fu, Shuwen , Chen, Zixuan , Li, Li et al. Redox-activated photosensitizers for visualizing precise diagnosis and potentiating cancer therapy [J]. | COORDINATION CHEMISTRY REVIEWS , 2024 , 507 . |
| MLA | Fu, Shuwen et al. "Redox-activated photosensitizers for visualizing precise diagnosis and potentiating cancer therapy" . | COORDINATION CHEMISTRY REVIEWS 507 (2024) . |
| APA | Fu, Shuwen , Chen, Zixuan , Li, Li , Wu, Yinwei , Liao, Yalan , Li, Xingshu . Redox-activated photosensitizers for visualizing precise diagnosis and potentiating cancer therapy . | COORDINATION CHEMISTRY REVIEWS , 2024 , 507 . |
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The development of a simple drug formulation capable of achieving both activatable type I photoreaction and tumor-responsive release of immunomodulator is crucial for advancing photodynamic immunotherapy (PDIT). Herein, we present a nanostructured photosensitizer (NP5) that is activated by the acidic tumor microenvironment to produce type I reactive oxygen species (ROS) under light irradiation and release the immunomodulator demethylcantharidin (DMC) for PDIT. The NP5 is formed by self-assembly of a versatile phthalocyanine molecule which is composed of DMC and phthalocyanine linked via a pH-responsive amide bond. NP5 produces minimal ROS under light irradiation at the condition of pH 7.4. However, NP5 can release DMC at the condition of pH 6.5 and concurrently trigger type I photoreactions. The results of in vivo experiments indicate that NP5-mediated PDIT induce the increase of cytotoxic T lymphocytes and decrease of regulatory T lymphocytes, which can effectively inhibit the bilateral tumor growth. This work is anticipated to serve as a reference for the development of innovative agents for precise PDIT of hypoxic tumors.
Keyword ：
Activatable photosensitizer Activatable photosensitizer Demethylcantharidin Demethylcantharidin Photodynamic immunotherapy Photodynamic immunotherapy Phthalocyanine Phthalocyanine Type I Type I
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| GB/T 7714 | Zhang, Ling , Que, Rong-Bin , Ke, Ting-Ting et al. A tumor-pH-responsive phthalocyanine as activatable type I photosensitizer for improved photodynamic immunotherapy [J]. | JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY , 2024 , 261 . |
| MLA | Zhang, Ling et al. "A tumor-pH-responsive phthalocyanine as activatable type I photosensitizer for improved photodynamic immunotherapy" . | JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY 261 (2024) . |
| APA | Zhang, Ling , Que, Rong-Bin , Ke, Ting-Ting , Wang, Chao , Xie, Wei , Sun, Hong-Jie et al. A tumor-pH-responsive phthalocyanine as activatable type I photosensitizer for improved photodynamic immunotherapy . | JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY , 2024 , 261 . |
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With a view to developing highly efficient photosensitizers for photodynamic therapy, herein, we prepared a series of tetra-substituted zinc(II) phthalocyanine analogues (ZPOP, ZPSP, ZPNP, and ZPNPM) modified with O-, S-, and N-bridging substituents, respectively. Compared to O- and S-bridging analogues, the N-bridging phthalocyanines showed eminent red-shifted Q band absorption (750-780 nm) and excellent reactive oxygen species (ROS) generation ability (Phi Delta = 0.90-0.97), due to the HOMO destabilization, as well as the smaller Delta EST. To improve the hydrophility and biocompatibility, we further prepared two N-bridging zinc(II) phthalocyanines (ZPN1 and ZPN2) modified with morpholine and N,N-dimethylamine moieties, respectively, along with their quaternized counterparts (QZPN1 and QZPN2). These compounds exhibited NIR-absorbing Q bands at 774-777 nm and efficient ROS generation ability in aqueous solutions, especially formulated with 1 % Cremophor EL (Cel). In vitro studies indicated that ZPN2 exhibited the highest photodynamic activity against HepG2 cells (IC50 = 0.44 +/- 0.02 mu M), because of superior cellular uptake and moderate ROS generation ability. Moreover, ZPN2 could selectively accumulate and retain in tumor tissue of H22 tumor-bearing mice. The work presents a new strategy for the development of NIR-absorbing photosensitizers.
Keyword ：
N -bridging phthalocyanine N -bridging phthalocyanine Near-infrared Near-infrared Photodynamic therapy Photodynamic therapy Reactive oxygen species Reactive oxygen species
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| GB/T 7714 | Ke, Mei-Rong , Wang, Chao , He, Qinxue et al. N-bridging tetra-substituted zinc(II) phthalocyanines with Q-band absorption up to 780 nm and eminent photosensitizing activities for photodynamic therapy [J]. | DYES AND PIGMENTS , 2024 , 227 . |
| MLA | Ke, Mei-Rong et al. "N-bridging tetra-substituted zinc(II) phthalocyanines with Q-band absorption up to 780 nm and eminent photosensitizing activities for photodynamic therapy" . | DYES AND PIGMENTS 227 (2024) . |
| APA | Ke, Mei-Rong , Wang, Chao , He, Qinxue , Que, Rongbin , Wei, Ying , Zheng, Bi-Yuan et al. N-bridging tetra-substituted zinc(II) phthalocyanines with Q-band absorption up to 780 nm and eminent photosensitizing activities for photodynamic therapy . | DYES AND PIGMENTS , 2024 , 227 . |
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Phthalocyanines (Pcs) are considered promising in cancer phototherapy. However, their maximum absorption wavelengths are only around 700 nm, which cannot allow deep tissue penetration and leads to poor therapeutic efficacy. To expand their clinical application, significantly shifting their absorption to longer wavelengths is urgently required. Dye J-aggregates exhibit a redshifted absorption relative to its monomer. However, Pc Jaggregates with enormous-redshifted and intense absorption is rarely reported, and little is known about the relationships between Pc structure and J-aggregation. Herein, such Pc J-aggregates are ingeniously conceived. With a yeast beta-D-glucan-ursodeoxycholic acid conjugate as a potential tumor-associated macrophages (TAMs)targeting carrier and 1-(4-carboxyethylphenoxy) zinc (II) phthalocyanine (Pc1) as a model, Pc1 J-aggregate nanoparticle (NanoPc1) is obtained via ultrasonication-aided emulsification-solvent evaporation technique. NanoPc1 displays strong absorption at 830 nm, with a 156 nm redshift. Further investigation on another twentyfour Pcs demonstrates that unsubstituted zinc (II) or magnesium (II) Pc and hydrophobic mono-substituted zinc (II) or magnesium (II) Pcs with mono-substituted phenoxy or phenylthio or naphthoxy as a substituent can readily form desired Pc J-aggregates with significant redshifts (140-165 nm). The other Pcs fail to form expected J-aggregates probably due to absence of central metals, steric hindrance on central metals (atoms), forming axial coordination on central metals, disorder tendency during self-assembly or hydrophilicity. The theoretical calculation indicates that Pc1 in its J-aggregates exhibits a spiral-like arrangement, and the reduction in the energy gap between HOMO and LUMO and variation of intermolecular it-it interaction caused by J-aggregate formation are responsible for the huge redshift. Additionally, using NanoPc1 as an exemplar, such Pc J-aggregate nanoparticles are substantiated to afford TAMs-targeted and efficient tri-modal imaging and photothermal therapy in a H22 mouse model.
Keyword ：
J -aggregate J -aggregate Large redshift Large redshift Multimodal phototheranostics Multimodal phototheranostics Phthalocyanine Phthalocyanine Yeast glucan Yeast glucan
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| GB/T 7714 | Tang, Fengxiang , Yu, Haodong , Huang, Yanzong et al. Phthalocyanine J-aggregate nanoparticles with enormous-redshifted and intense absorption: Potential structure-J-aggregation relationships and application in tumor-associated macrophages-targeted phototheranostics [J]. | CHEMICAL ENGINEERING JOURNAL , 2024 , 496 . |
| MLA | Tang, Fengxiang et al. "Phthalocyanine J-aggregate nanoparticles with enormous-redshifted and intense absorption: Potential structure-J-aggregation relationships and application in tumor-associated macrophages-targeted phototheranostics" . | CHEMICAL ENGINEERING JOURNAL 496 (2024) . |
| APA | Tang, Fengxiang , Yu, Haodong , Huang, Yanzong , Zhao, Xue , Chen, Zixuan , Ma, Honglin et al. Phthalocyanine J-aggregate nanoparticles with enormous-redshifted and intense absorption: Potential structure-J-aggregation relationships and application in tumor-associated macrophages-targeted phototheranostics . | CHEMICAL ENGINEERING JOURNAL , 2024 , 496 . |
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Given that type I photosensitizers (PSs) possess a good hypoxic tolerance, developing an innovative tactic to construct type I PSs is crucially important, but remains a challenge. Herein, we present a smart molecular design strategy based on the F & ouml;rster resonance energy transfer (FRET) mechanism to develop a type I photodynamic therapy (PDT) agent with an encouraging amplification effect for accurate hypoxic tumor therapy. Of note, benefiting from the FRET effect, the obtained nanostructured type I PDT agent (NanoPcSZ) with boosted light-harvesting ability not only amplifies superoxide radical (O2 center dot-) production but also promotes heat generation upon near-infrared light irradiation. These features facilitate NanoPcSZ to realize excellent phototherapeutic response under both normal and hypoxic environments. As a result, both in vitro and in vivo experiments achieved a remarkable improvement in therapeutic efficacy via the combined effect of photothermal action and type I photoreaction. Notably, NanoPcSZ can be eliminated from organs (including the liver, lung, spleen, and kidney) apart from the tumor site and excreted through urine within 24 h of its systemic administration. In this way, the potential biotoxicity of drug accumulation can be avoided and the biosafety can be further enhanced. A dyad phthalocyanine-based nanotheranostic (NanoPcSZ) with boosted superoxide radical (O2 center dot-) and heat generation was developed based on F & ouml;rster resonance energy transfer mechanism. Such nanotheranostic can be eliminated through the kidneys and excreted from the body via urine, and ultimately achieving a notable therapeutic effect with high biosafety. image
Keyword ：
F & ouml;rster resonance energy transfer F & ouml;rster resonance energy transfer nanostructure nanostructure photodynamic therapy photodynamic therapy renal clearable renal clearable type I photoreaction type I photoreaction
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| GB/T 7714 | Zhao, Yuan-Yuan , Zhang, Xiaojun , Xu, Yihui et al. A Renal Clearable Nano-Assembly with Förster Resonance Energy Transfer Amplified Superoxide Radical and Heat Generation to Overcome Hypoxia Resistance in Phototherapeutics [J]. | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION , 2024 , 63 (44) . |
| MLA | Zhao, Yuan-Yuan et al. "A Renal Clearable Nano-Assembly with Förster Resonance Energy Transfer Amplified Superoxide Radical and Heat Generation to Overcome Hypoxia Resistance in Phototherapeutics" . | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 63 . 44 (2024) . |
| APA | Zhao, Yuan-Yuan , Zhang, Xiaojun , Xu, Yihui , Chen, Zixuan , Hwang, Bokyeong , Kim, Heejeong et al. A Renal Clearable Nano-Assembly with Förster Resonance Energy Transfer Amplified Superoxide Radical and Heat Generation to Overcome Hypoxia Resistance in Phototherapeutics . | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION , 2024 , 63 (44) . |
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It remains a challenge to develop a single-component organic photosensitizer that efficiently produces hydroxyl radicals ((OH)-O-center dot) without oxygen involvement, especially while maintaining tumor-targeting capability. Herein, we propose an intelligent molecular design strategy whereby a tumor-targeted phthalocyanine is initially (OH)-O-center dot-free and can be activated by overexpressed beta-nicotinamide adenine dinucleotide sodium salt hydrate (NAD(P)H) in hypoxic tumors to efficiently produce (OH)-O-center dot under light irradiation. Furthermore, the oligomer models based on the phthalocyanine molecules were constructed by a supramolecular regulation strategy, which were in an intermediate state between monomer and nanoaggregate, to achieve enhanced (OH)-O-center dot generation. The level of NAD(P)H in cancer cells can be exhausted through two pathways, including spontaneous redox and the photocatalytic redox of phthalocyanines. As a result, the in vivo and in vitro assays illustrated that the oligomeric phthalocyanine containing N-O units (OligPcNOB) can specifically target cancer cells and tumor tissue with overexpressing biotin receptors. OligPcNOB exhibited significant photocytotoxicity even in an extremely low oxygen environment and successfully inhibited tumor progression. An oligomer model based on an activatable photosensitizer was constructed using an intelligent molecular design and supramolecular regulation strategy and demonstrated enhanced (OH)-O-center dot generation compared to the model of monomer and nanoaggregate.
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| GB/T 7714 | Li, Li , Liao, Yalan , Fu, Shuwen et al. Efficient hydroxyl radical generation of an activatable phthalocyanine photosensitizer: oligomer higher than monomer and nanoaggregate [J]. | CHEMICAL SCIENCE , 2024 , 15 (28) : 10980-10988 . |
| MLA | Li, Li et al. "Efficient hydroxyl radical generation of an activatable phthalocyanine photosensitizer: oligomer higher than monomer and nanoaggregate" . | CHEMICAL SCIENCE 15 . 28 (2024) : 10980-10988 . |
| APA | Li, Li , Liao, Yalan , Fu, Shuwen , Chen, Zixuan , Zhao, Tinghe , Fang, Luyue et al. Efficient hydroxyl radical generation of an activatable phthalocyanine photosensitizer: oligomer higher than monomer and nanoaggregate . | CHEMICAL SCIENCE , 2024 , 15 (28) , 10980-10988 . |
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In order to reduce the intramolecular charge-transfer (ICT) effect of amine groups on the photophysical properties of zinc (II) phthalocyanine (ZnPc), tertiary amines were covalently connected with ZnPc ring via ethyl phydroxybenzoate or diethyl 5-hydroxyisophthalate. Six new tertiary amine-modified ZnPcs were therefore synthesized and characterized. Meanwhile, the corresponding quaternary ammonium ZnPcs were also synthesized. The effects of different substitution ways (mono-substitutions, symmetrical tetra-substitutions, or asymmetric tetra-substitutions) and the numbers of different substitutions on the photophysical and physicochemical properties of these ZnPcs were studied. All twelve ZnPcs had relatively high singlet oxygen quantum yields (& phi;& UDelta; = 0.32-0.68) and fluorescence quantum yields (& phi;F = 0.23-0.40), where the amine-containing substituents did not show obvious ICT effect. All ZnPcs showed effective phototoxicity towards breast cancer cells (IC50 = 63-366 nmol/L). Among them, three tetra-substituted ZnPcs containing quaternary ammonium groups (4aN, 4bN and 4cN) showed the best in vitro anticancer photodynamic activities with IC50 = 64-76 nmol/L, which owned to their relatively high cellular uptake. The tumor inhibition rate of 4aN on H22 tumor-bearing mice reached 87% (4aN dose: 3 nmol/g; light dose: 685 nm, 135 J/cm2).
Keyword ：
Cancer Cancer Photodynamic therapy Photodynamic therapy Photosensitizer Photosensitizer Phthalocyanine Phthalocyanine Structure-activity relationship Structure-activity relationship
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| GB/T 7714 | Zhang, Ling , Zhao, Yuan-Yuan , Chen, Zi-Xuan et al. Synthesis, characterization and photodynamic antitumor activity of amine-modified zinc (II) phthalocyanines [J]. | DYES AND PIGMENTS , 2023 , 218 . |
| MLA | Zhang, Ling et al. "Synthesis, characterization and photodynamic antitumor activity of amine-modified zinc (II) phthalocyanines" . | DYES AND PIGMENTS 218 (2023) . |
| APA | Zhang, Ling , Zhao, Yuan-Yuan , Chen, Zi-Xuan , Cheng, Yun-Tong , Zheng, Bi-Yuan , Ke, Mei-Rong et al. Synthesis, characterization and photodynamic antitumor activity of amine-modified zinc (II) phthalocyanines . | DYES AND PIGMENTS , 2023 , 218 . |
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