38791-59-2Relevant academic research and scientific papers
Discotic liquid crystals of transition metal complexes 52: Synthesis and homeotropic alignment of liquid crystalline phthalocyanine-fullerene dyad bridged by vanillin
Watarai, Ayumi,Ohta, Kazuchika,Yasutake, Mikio
, p. 1444 - 1456 (2016)
We have synthesized a novel liquid crystalline phthalocyanine(Pc)-fullerene(C60) dyad (C14S)6PcCu-VAN-C60 (3a) bridged by an inexpensive natural product of vanillin (VAN), instead of the previous long n-alkylene chain spacer. We have also synthesized a co
The influences of the number of the ammonium groups and their arrangement manner on the photophysical properties of the quaternized zinc phthalocyanines
Zhang, Liu,Wang, Ao,Lu, Shan,Zhou, Lin,Zhou, Jiahong,Lin, Yun,Wei, Shaohua
, p. 15 - 19 (2015)
The influences of the number of the ammonium groups and their arrangement manner on the photophysical properties of the quaternized zinc phthalocyanines were studied. The aggregation tendency, singlet oxygen generation ability and the fluorescence intensi
The synthesis, characterization, crystal structure and photophysical properties of a new meso-BODIPY substituted phthalonitrile
Sen, Pinar,Atmaca, G?knur Ya?a,Erdo?mu?, Ali,Dege, Necmi,Gen?, Hasan,Atalay, Yusuf,Yildiz, S. Zeki
, p. 1225 - 1234 (2015)
A new highly fluorescent difluoroboradipyrromethene (BODIPY) dye (4) bearing an phthalonitrile group at meso-position of the chromophoric core has been synthesized starting from 4-(4-meso-dipyrromethene-phenoxy)phthalonitrile (3) which was prepared by the
A nanoporous photosensitizing hydrogel based on chitosan cross-linked by zinc phthalocyanine: An injectable and pH-stimuli responsive system for effective cancer therapy
Karimi, Ali Reza,Khodadadi, Azam,Hadizadeh, Mahnaz
, p. 91445 - 91452 (2016)
Although zinc phthalocyanines (ZnPcs) have promising applications in photodynamic therapy (PDT), their therapeutic efficacy suffer from their low solubility in the biological environment and their lack of tumor selectivity. Herein, to achieve the best PDT efficacy of hydrophobic zinc phthalocyanine as a photodynamic agent, we report a facile approach to prepare a new pH-sensitive self-healable and injectable hydrogel conjugated tetra-aldehyde functionalized zinc phthalocyanine (TA-ZnPc) (6 wt% w/w) through a dynamic covalent Schiff-base linkage between benzaldehyde groups at TA-ZnPc β-ends and NH2 groups on chitosan as a safe carrier with a pH sensitive photosensitizer delivery system for localized cancer therapy. The molecular and geometric structure of TA-ZnPc also had notable effects in determining the hydrogel microstructure. The TA-ZnPc was employed not only as a photosensitizer agent for PDT but also as a cross-linking gelator for the preparation of a nanoporous hydrogel with high elasticity and unprecedentedly large surface area. The as-prepared pH-sensitive hydrogel can release TA-ZnPc in the acidic environment of tumors directly by evading the circulation system. TA-ZnPc was released from 1 to 8 days due to hydrolysis of the cross-linking linkage in acidic pH. The injectable hydrogel structure was characterized by FT-IR, 1H NMR, SEM and rheological measurements. Its dynamic nature imparts the self-healing capability of the network, as confirmed by the rheological recovery test, microscopic and macroscopic observations. Additionally, singlet-oxygen generation of the hydrogel conjugated TA-ZnPc could be finely controlled by varying pH which could manipulate the TA-ZnPc release behavior from the hydrogel. The photodynamic effect of hydrogel conjugated TA-ZnPc at different pH values was studied for two cell lines, namely (MDA-MB-231) and (A435). Conjugation of TA-ZnPc to a hydrogel can lead to much better viability under dark conditions than that of free TA-ZnPc at the same concentrations. The viability of cells incubated with the hydrogel was decreased significantly at acidic pH after laser irradiation.
Tri-nuclear phthalocyanine complexes carrying N/O donor ligands as hydrogen peroxide catalysts, and their bleaching activity measurements by an online spectrophotometric method
Sen, Pinar,Dege, Necmi,Yildiz, S. Zeki
, p. 2751 - 2770 (2017)
A phthalocyanine (4) with four salicylhydrazone ligating groups that are directly linked through oxygen bridges to the macrocyclic core has been synthesized by condensation of tetrakis(4-formylphenoxy)phthalocyaninato zinc(II) (3) with salicylhydrazine. Salicylhydrazine was crystallized in methanol during the synthetic procedure. The crystal structure has triclinic space group P-1 with a?=?5.8292(6) ?, b?=?7.3039(7) ?, c?=?17.9798(18) ?, α?=?84.272(8)°, β?=?89.184(8)°, γ?=?81.469(8)°, and Z?=?4. Intramolecular O–H?O and intermolecular O–H?O, N–H?N, N–H?O hydrogen bonds were determined in the crystal structure. In addition, there is a weak C–H?π interaction. Complexation on the periphery to yield tri-nuclear Zn(II)Pcs (5–7) was performed through the reaction of a Schiff base-substituted phthalocyanine (4) with MnCl2·4H2O, CoCl2·6H2O, or Ni(OAc)2 salts. Fourier transform infrared, 1H NMR, 13C NMR, UV–Vis, ICP-OES (inductively coupled plasma optical emission spectroscopy), mass spectroscopies, and elemental analyses were applied to characterize the prepared compounds. Bleach catalyst activity of the prepared phthalocyanine complexes (5–7) was examined by the degradation of morin and curcumin, respectively. The catalysts had better activity for color removing in solutions at ambient temperature than to that of tetraacetylethylenediamine (TAED).
DBU-catalysed synthesis of metal-free phthalocyanines and metallophthalocyanines containing 2(3,4-dimethoxyphenyl)ethanol and 4-hydroxybenzaldehyde groups: Characterisation, antimicrobial properties and aggregation behaviour
Medyouni,Hallouma,Mansour,Al-Quraishy,Hamdi
, p. 291 - 295 (2017)
The synthesis, characterisation, and spectral and antimicrobial properties of novel peripherally tetra-substituted metal-free phthalocyanines and metallophthalocyanines bearing four 2(3,4-dimethoxyphenyl)ethanol or 4-hydroxybenzaldehyde substituents is re
Novel triazole containing zinc(II)phthalocyanine Schiff bases: Determination of photophysical and photochemical properties for photodynamic cancer therapy
Harmandar, Kevser,Saglam, Mehmet F.,Sengul, Ibrahim F.,Ekineker, Gül?in,Balcik-Ercin, Pelin,G?ksel, Meltem,Atilla, Devrim
, (2021/02/26)
A simple and efficient synthesis of novel zinc(II) phthalocyanines bearing triazole moieties was described. The synthetic approach for preparation of the phthalocyanines 1 and 13 was achieved by Schiff base condensation reaction of phthalocyanine tetracarbaldehydes 3 and 12 with 4-amino-4H-1,2,4-triazole 5 in tetrahydrofuran in reasonable yields. The photophysical and photochemical properties of the compounds 1, 3, 12 and 13 were recorded only in DMSO. The singlet oxygen generation ability of the targeted phthalocyanine Schiff bases were investigated in an attempt to understand their potential for photodynamic therapy (PDT) activity. Moreover, in vitro PDT application was performed against the MCF-7 and MDA-MB-231 invasive breast carcinoma cell lines. Preliminary assay showed that the compounds 1 and 13 possessed the phototoxicity and cytotoxicity, with a maximum of 30% MCF-7 cells dead following light irradiation. It was also revealed that the targeted phthalocyanines possess promising characteristic as photosensitizer towards tumor cells.
Synthesis and computational studies of new metallo-phthalocyanines bearing dibenzoxanthenes and evaluation of their optical properties in solution and solid PMMA/ZnPc/Al nanocomposite films
Karimi, Ali Reza,Jafarzadeh, Zeinab,Sourinia, Meysam,Zendehnam, Akbar,Khodadadi, Azam,Dalirnasab, Zeinab,Solimannejad, Mohammad,Zolgharnein, Peyman
, p. 602 - 612 (2016/07/06)
New thermally stable metallo-phthalocyanines bearing dibenzoxanthenes as highly organo-solubilizing aromatic hydrocarbon substituents were successfully prepared by cyclotetramerization of corresponding phthalonitriles with anhydrous metal salts [Zn(CH3 COO)2 and NiCl2] in the presence of a catalytic amount of DBU in 2-(dimethylamino) ethanol. All of these phthalocyanines are soluble in some organic solvents such as DMF, DMSO, THF, CH2 Cl2, and CHCl3. Then we successfully prepared the poly(methyl methacrylate) (PMMA)/ZnPc/Al nanocomposite films by incorporating Al nanoparticles into a transparent PMMA/ZnPc matrix. The structure and morphology of nanocomposite films were studied using X-ray diffraction and scanning electron microscopy. The optical absorption spectra of PMMA/ZnPc/Al nanocomposite films showed red shifting in the Q-band in the polymeric matrix. The geometrical structure of two phthalocyanines was investigated at the RHF/3-21G? computational level.
Synthesis and photochemical properties of phthalocyanine zinc(II) complexes containing o-carborane units
W?hrle, Dieter,Tsaryova, Olga,Semioshkin, Andrey,Gabel, Detlef,Suvorova, Olga
, p. 98 - 105 (2013/11/19)
The synthesis and characterization of novel phthalocyanine zinc(II) complexes containing o-carborane units are described. The following properties of o-carboranyl-substituted phthalocyanines were investigated: singlet oxygen quantum yield, photo-oxidative
Synthesis and characterization of 1,4-dihydropyridine-substituted metallophthalocyanines
Karimi, Ali Reza,Bagherian, Fatemeh,Sourinia, Meysam
, p. 224 - 225 (2013/09/02)
New phthalocyanines bearing 1,4-dihydropyridine fragments were synthesized by cyclotetramerization of phthalonitrile derivatives and the corresponding metal salts.
