zinc(ii)-phthalocyanine-trisulfonic-acid and phthalocyanine

The aim of this work is to construct a new A

Topics: Fluorescent Dyes; Indoles; Isoindoles; Organometallic Compounds; Spectrometry, Fluorescence; Water

Metallo-phthalocyanines (MPc) are common photosensitizers with ideal photophysical and photochemical properties. Also, these molecules have shown to interact with non-canonical nucleic acid structures, such as G-quadruplexes, and modulate oncogenic expression in cancer cells. Herein, we report the synthesis and characterisation of two metallo-phthalocyanines containing either zinc (ZnPc) or nickel (NiPc) in the central aromatic core and four alkyl ammonium lateral chains. The interaction of both molecules with G-quadruplex DNA was assessed by UV-Vis, fluorescence and FRET melting experiments. Both molecules bind strongly to G-quadruplexes and stabilise these structures, being NiPc the most notable G-quadruplex stabiliser. In addition, the photosensitizing ability of both metal complexes was explored by the evaluation of the singlet oxygen generation and their photoactivation in cells. Only ZnPc showed a high singlet oxygen generation either by direct observation or by indirect evaluation using a DPBF dye. The cellular evaluation showed mainly cytoplasmic localization of ZnPc and a decrease of the IC

Topics: Antineoplastic Agents; G-Quadruplexes; Nickel; Organometallic Compounds; Photochemotherapy; Photosensitizing Agents; Singlet Oxygen; Zinc; Zinc Compounds

Switchable theranostics are of great interest for accurate tumor imaging and targeted therapy. Here, we develop smart engineering to construct nanostructured phthalocyanines self-assembled by amphiphilic zinc phthalocyanines (ZnPcs) and hydrophobic copper phthalocyanines (CuPcs) (ZnPc(PEG)

Topics: Cell Line, Tumor; Fluorescence; Humans; Neoplasms; Organometallic Compounds; Photochemotherapy; Photosensitizing Agents; Phototherapy; Tumor Microenvironment; Zinc Compounds

Topics: Energy Transfer; Fluorenes; Indoles; Isoindoles; Light; Luminescence; Models, Molecular; Molecular Structure; Organometallic Compounds; Photons; Photosensitizing Agents; Porphyrins; Singlet Oxygen; Spectrum Analysis

Microcystins (MCs) are a group of monocyclic heptapeptide toxins produced by species of cyanobacteria. Since MCs exhibit acute and chronic effects on humans and wildlife by damaging the liver, they are of increasing concern worldwide. In this study, we investigated the ability of the phthalocyanine compound (ZnPc-TiO2-SiO2) to degrade microcystin-LR (MC-LR) in the presence of visible light. X-ray diffraction (XRD) and UV-Visible diffuse reflectance spectra (UV-Vis DRS) were utilized to characterize the crystalline phase and the absorption behavior of this catalyst. According to the results, XRD spectra of ZnPc-TiO2-SiO2 powders taken in the 2θ configuration exhibited the peaks characteristic of the anatase phase. UV-Vis DRS showed that the absorption band wavelength shifted to the visible range when ZnPc was supported on the surface of TiO2-SiO2. Subsequently, several parameters including catalyst dose, MC-LR concentrations and pH were investigated. The MC-LR was quantified in each sample through high-performance liquid chromatography (HPLC). The maximum MC-LR degradation rate of 80.2% can be obtained within 300 minutes under the following conditions: catalyst dose of 7.50 g/L, initial MC-LR concentration of 17.35 mg/L, pH 6.76 and the first cycling run of the photocatalytic reaction. Moreover, the degradation process fitted well with the pseudo-first-order kinetic model.

Topics: Catalysis; Chromatography, High Pressure Liquid; Indoles; Isoindoles; Light; Marine Toxins; Microcystins; Organometallic Compounds; Photolysis; Silicon Dioxide; Time Factors; Titanium; X-Ray Diffraction

Sulfonated metallo phthalocyanines (MPcS(n)) are second generation photosensitizers advanced for photodynamic therapy of various medical applications. A series of ZnPcS(n) was demetallated and subsequently converted to the corresponding [(64)Cu]CuPcS(n) in 40-50% isolated yields and >98% radiochemical purities. Tumor-bearing mice were injected with the (64)Cu-labeled products and subjected to 3-h dynamic PET imaging studies. Biodistribution patterns showed characteristic differences between the various derivatives. Tumor uptake was detected only for the amphiphilic derivatives [(64)Cu]CuPcS(2) and [(64)Cu]CuPcS(3)C(6) (1-1.5%ID/g). The biological data suggest that PET imaging with [(64)Cu]CuPc can be used to establish structure-PDT efficacy relationships for Pc-based photosensitizers.

Topics: Animals; Copper Radioisotopes; Indoles; Isoindoles; Isotope Labeling; Mice; Neoplasms; Organometallic Compounds; Photosensitizing Agents; Positron-Emission Tomography; Radiopharmaceuticals; Tissue Distribution

In the past few years, photodynamic therapy (PDT) has become a major treatment for neovascular age-related macular degeneration (AMD) in which there is abnormal growth of choroidal neovasculature (CNV) that eventually obscures central vision, leading to blindness. However, one of the main limitations of current PDT is the relatively low specificity of the photosensitizer (PS) and light for pathological tissue which may induce damage to adjacent healthy tissue. An alternative approach to circumvent the specificity limitation is to improve the irradiation process. In particular two photon (2-gamma) excitation promises a more precise illumination of the target tissue. PS are activated by the simultaneous absorption of 2-gamma delivered by ultra-fast pulses of near infrared light. In order to evaluate the efficiency of phthalocyanine (Pc) dyes for 2-gamma absorption we measured 2-gamma absorption cross sections (sigma(2)) of a number of metalated Pc (MPc) dyes at lambda(ex) = 800 nm using a femtosecond laser. The studied Pc molecules vary by the type of the central metal ion (Al or Zn) and the number of peripheral sulfo substituents (MPcS). Each MPc dye of our series shows an improved 2-gamma absorption sigma(2) as compared to that obtained for Photofrin (3.1 +/- 0.1 GM, with 1 GM = 10(-50) cm(4) s photon(-1) mol(-1)), the PS currently approved for 1-gamma PDT. Our data show an 2.5-fold enhancement for AlPcCl, AlPcS(2adj) and ZnPcS(3)C(9), up to 10-fold (28.6 +/- 0.72 GM) for the ZnPcS(4) dye relative to Photofrin. These findings confirm the efficiency of Pc for 2-gamma absorption processes and represent the first detailed comparison study of 2-gamma absorption sigma(2) between Photofrin and Pc dyes.

Topics: Absorption; Aluminum Oxide; Dihematoporphyrin Ether; Indoles; Isoindoles; Lasers; Organometallic Compounds; Photochemotherapy; Photons; Photosensitizing Agents; Quantum Theory; Titanium

Using YAG laser, the nonlinear optical refractive indexes of three kinds of metal phthalocyanines in DMF, ZnPCS(C6H32N8S4Zn), AlPCS (C56H32AlClN8S4) and AlPCP (C6H32AlClN8O4) were studied with the method of Z-scan. Their third-order susceptibilities chi(3) were also calculated. The result shows that different central ion and different substituents could affect their third-order susceptibilities. The mechanisms of third order optical nonlinearity and energy transfer in the photodynamic therapy were discussed.

Topics: Coloring Agents; Electrochemistry; Indoles; Isoindoles; Metals; Nonlinear Dynamics; Optics and Photonics; Organometallic Compounds; Photochemistry; Radiation-Sensitizing Agents; Refractometry

The arbitrary trivariate algebraic equations are formed based on the combination principle. The univariata algebraic equation of equilibrium constant kappa for dimerization system is obtained through a series of algebraic transformation, and it depends on the properties of monotonic functions whether the equation is solvable or not. If the equation is solvable, equilibrium constant of dimerization system is obtained by dichotomy and its final equilibrium constant of dimerization system is determined according to the principle of error of fitting. The equilibrium constants of trisulfophthalocyanine and biosulfophthalocyanine obtained with this method are 47,973.4 and 30,271.8 respectively. The results are much better than those reported previously.

Topics: Algorithms; Dimerization; Indoles; Isoindoles; Mathematics; Organometallic Compounds; Spectrophotometry, Ultraviolet