85218-66-2Relevant academic research and scientific papers
Multiple Functions Integrated inside a Single Molecule for Amplification of Photodynamic Therapy Activity
Shi, Xianqing,Zhan, Qichen,Li, Yanqing,Zhou, Lin,Wei, Shaohua
, p. 190 - 201 (2020)
Nitric oxide (NO) can play both prosurvival and prodeath roles in photodynamic therapy (PDT). The generation efficiency of peroxynitrite anions (ONOO-), by NO and superoxide anions (O2 ?-), significantly influenced the outcome. Reports indicated that such efficiency is closely related to the distance between NO and O2 ?-. Thus, in this manuscript, l-arginine (Arg) ethyl ester-modified zinc phthalocyanine (Arg-ZnPc) was designed and synthesized as a photosensitizer (PS) and NO donor. Post light irradiation, the guanido of Arg-ZnPc can be effectively oxidized by the generated reactive oxygen species (ROS) in the PDT process to release NO. Such a strategy could ensure O2 ?- and NO generation in the same place at the same time to guarantee effective ONOO- formation. In addition, NO has other multiple synergistic cancer treatment functions, including tumor tissue vasodilatation for drug extravasation promotion, P-glycoprotein (P-gp) downregulation for drug efflux inhibition, and glutathione depletion for cancer cell endogenous antioxidant defense destruction. In vitro and in vivo results indicated that the effective ONOO- formation and multiple functions of Arg-ZnPc could synergistically enhance its PDT activity and ensure satisfactory cancer treatment outcome.
Stably dispersed carbon nanotubes covalently bonded to phthalocyanine cobalt(II) for ppb-level H2S sensing at room temperature
Wu, Hao,Chen, Zhimin,Zhang, Jialin,Wu, Feng,He, Chunying,Wang, Bin,Wu, Yiqun,Ren, Zhiyu
, p. 1096 - 1104 (2016)
Cost-efficient, highly sensitive and stable sensing materials play a key role in developing H2S sensors. Herein, tetra-β-carboxyphenyloxyphthalocyanine cobalt(ii) (cPcCo) has been successfully bonded on the surface of acidified multiwalled carbon nanotubes (aCNTs) by a facile two-step condensation reaction in the presence of N,N′-dicyclohexylcarbodiimide (DCC), using hydroquinone (HQ), p-aminophenol (PAP), and p-phenylenediamine (PPD) as linking molecules, respectively. The obtained cPcCo-B-aCNT (B= HQ, PAP, and PPD) hybrids display good dispersibility in ethanol, which is beneficial to construct uniform sensing devices. The cPcCo-B-aCNT sensors, with a loose network-like structure, present abundant exposed sensing sites, oriented transmission of charges, and unimpeded pathways for H2S diffusion, which endow the cPcCo-B-aCNT hybrids with excellent sensing performance, in terms of sensitivity, reliability, reproducibility, and detection limit. The detection limit of the sensors composed of cPcCo-B-aCNT hybrids towards H2S reaches the ppb-level at room temperature, which is about the same as the odor threshold level for humans. For the cPcCo-HQ-aCNT sensor, the response to H2S varies linearly with respect to its concentration from 20 to 160 ppb and from 320 to 2560 ppb, with the highest gas response of 2.5% to 80 ppb H2S and a low detection limit of 5 ppb. Furthermore, the linking molecules play a critical role in the sensitivity of H2S, as evidenced from the current-voltage characteristics. The systematic study developed here provides a valid way to fabricate other high-efficient H2S sensors.
Photophysical and photochemical behavior of electrospun fibers of a polyurethane polymer chemically linked to lutetium carboxyphenoxy phthalocyanine
Zugle, Ruphino,Litwinski, Christian,Torto, Nelson,Nyokong, Tebello
, p. 1588 - 1595 (2011)
A phthalocyanine complex of lutetium substituted with four peripherally substituted 4-carboxyphenoxy groups was synthesized using cyclotetramerisation reaction. Its structure was elucidated using conventional spectroscopic methods and elemental analysis. The spectral behavior of the complex was studied in DMF solution and in a solid polyurethane fiber matrix. The UV-Visible spectrum showed a red shift in its Q-band maximum absorption within the fiber as compared to that in solution. The triplet quantum yield in DMF was determined to be 0.51 with a lifetime of 2.7 μs and a singlet oxygen quantum yield of 0.33 with a lifetime of 19.85 μs in the same solvent. The functionalized phthalocyanine fiber could be a promising fabric material for applications such as self-disinfecting in wound dressing. A method based on the conversion of ADMA was used to estimate the singlet oxygen quantum yield of the Pc in the hybrid fiber. An estimated singlet oxygen quantum yield value of 0.11 in aqueous medium was obtained. The fluorescence quantum yield of the Pc was found to be 0.01 with a lifetime of 3.20 ns in DMF.
Synthesis of two novel water-soluble iron phthalocyanines and their application in fast chromogenic identification of phenolic pollutants
Gong, Jingjing,Li, Dapeng,Huang, Jun,Ding, Liyun,Tong, Yilin,Li, Kun,Zhang, Cong
, p. 487 - 497 (2014)
The novel water-soluble and sterically hindered phthalocyanine complexes, i.e. iron(III) tetra-(4-carboxyphenoxy) phthalocyanine (3) and iron(III) tetra-(8-quinolineoxy-5-sulfonicacid)phthalocyanine (4) were synthesized for fast detection of phenolic poll
Improved Photodynamic Activity of Phthalocyanine by Adjusting the Chirality of Modified Amino Acids
Lu, Shan,Mu, Xingchen,Wang, Dongxin,Wei, Shaohua,Zhou, Lin
, p. 115 - 123 (2022/01/03)
Herein, four zinc phthalocyanines (ZnPcs) with chiral lysine modification were synthesized. We found that the chirality of lysine and the chiral structure position strongly influence the properties of ZnPcs. Among the four ZnPcs, d-lysine-modified ZnPc through ?NH2 on C? [denoted N(?)-d-lys-ZnPc] showed superior properties, including tumor enrichment, cancer cell uptake, and tumor retention capability, compared to the other three ZnPcs. Thus, chiral molecule modification is a simple and effective strategy to regulate the abovementioned properties to achieve a satisfactory antitumor outcome of drugs.
Design of Turn-On Near-Infrared Fluorescent Probes for Highly Sensitive and Selective Monitoring of Biopolymers
Ducharme, Gerard T.,LaCasse, Zane,Nesterov, Evgueni E.,Nesterova, Irina V.,Sheth, Tanya
supporting information, p. 8440 - 8444 (2020/03/24)
Simple, sensitive, and selective detection of specific biopolymers is critical in a broad range of biomedical and technological areas. We present a design of turn-on near-infrared (NIR) fluorescent probes with intrinsically high signal-to-background ratio
Highly sensitive amperometric hydrazine sensor based on novel Sb2S3-CuTβPc composite modified platinum disk electrode
Hou, Wenlong,Guo, Huiyun,Zhang, Jianping,Xu, Jing,Liu, Lu,Yin, Gengwen,Yang, Jingkai,Liang, Bo,Zhang, Haiquan
supporting information, p. 1187 - 1190 (2018/08/31)
A novel composite material composed of inorganic semiconductor antimony sulphide (Sb2S3) and organic semiconductor copper tetra-β-(4-carboxyphenoxy) phthalocyanine (CuTβPc) was prepared by a simple solution deposition process. The crystallite structure and properties of Sb2S3-CuTβPc composites were analyzed by XRD, SEM, FTIR and UVvis. The electrochemical behavior of the sensor was investigated using cyclic voltammetry (CV) and amperometry. For the development of a potential chemical sensor, Sb2S3-CuTβPc composites were deposited on flat platinum disk electrodes to give sensors that responded quickly and selectively to hydrazine in phosphate buffer phase. The hydrazine sensor showed a linear detection range from 10 nM to 0.5 ˉM and detection limit of 0.9 nM at a signal-to-noise ratio of 3. Thus this novel composite may be potentially applied in the field of catalysis and environment.
Doxorubicin-Loaded Photosensitizer-Core pH-Responsive Copolymer Nanocarriers for Combining Photodynamic Therapy and Chemotherapy
Zhang, Xiaohan,Li, Qiu,Sun, Xiaodong,Zhang, Baolei,Kang, Hongxiang,Zhang, Fuli,Jin, Yiguang
, p. 1008 - 1016 (2017/06/19)
Photodynamic therapy (PDT) is an emerging method for the treatment of cancer. Combination of PDT and chemotherapy is a hot topic though the two therapies could not simultaneously exert their perfect effect in vivo. Here we report a doxorubicin-loaded photosensitizer-core pH-responsive copolymer nanocarrier with high tumor targeting and anticancer effects due to integration of PDT with chemotherapy. The pH-responsive photosensitizer-core four-Armed star-shaped copolymer, [methoxy-poly(ethylene glycol)-poly(2-(N,N-diethylamino)ethyl methacrylate)-poly(?-caprolactone)]4-zinc β-Tetra-(4-carboxyl benzyloxyl)phthalocyanine (PDCZP), was prepared, which was a molecular spherical nanocarrier in aqueous media. The carriers changed from small at high pH to large at low pH (51, 105, and 342 nm at pH 7.4, 6.5, and 5.0, respectively) and the zeta potential gradually increased (7.15, 16.2, and 26.1 mV at the above pH, respectively). PDCZP had a longer emission wavelength (max. 677 nm) than the parent photosensitizer, favoring light penetration through biological tissues. The singlet oxygen (1O2) quantum yield of PDCZP was 0.41. Doxorubicin (DOX) showed rapid release from PDCZP in the acidic media. More importantly, the drug-loaded nanocarriers showed the better in vitro and in vivo anticancer effects under lighting on MCF-7, SW480 cells and HepG2 cells and the murine hepatocellular carcinoma H22 models than the other groups. PDCZP showed a high tumor targeting effect based on the enhanced permeation and retention effect and its small size. The photosensitizer-core nanocarrier is a promising photodynamic nanocarrier for integrating other therapies.
Bisphthalonitrile monomer containing side chain substituted aromatic ester type mesogenic unit as well as preparation and application of bisphthalonitrile monomer
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Paragraph 0040; 0042, (2017/01/23)
The invention discloses a bisphthalonitrile monomer containing a side chain substituted aromatic ester type mesogenic unit as well as preparation and an application of the bisphthalonitrile monomer. A general formula of the bisphthalonitrile monomer containing the side chain substituted aromatic ester type mesogenic unit is represented in the specification, wherein M represents a side chain substituted aromatic group. Compared with the prior art, the bisphthalonitrile monomer has the advantages that through introduction of the mesogenic unit with a side chain, the melting temperature can be decreased, and the resin can be widely applied to a liquid crystal polymer material; according to the related monomer preparation method, the synthesis period is greatly shortened, raw materials for monomer synthesis are cheap and easily available, the preparation method is simple and convenient, and the yield is high.
