Syntheses and properties of trimethylaminophenoxy-substituted Zn((II))-phthalocyanines.

نویسندگان

  • Benson G Ongarora
  • Xiaoke Hu
  • Hairong Li
  • Frank R Fronczek
  • M Graça H Vicente
چکیده

The syntheses, photophysical properties and in vitro biological behavior of a series of nine Zn((II))-phthalocyanines (ZnPcs) bearing one to eight positively-charged trimethylaminophenoxy groups are reported. All ZnPcs are highly soluble in polar organic solvents, and show fluorescence and singlet oxygen quantum yields in the ranges 0.11-0.21 and 0.16-0.47, respectively. The cytotoxicity of the ZnPcs depends on both the number of charges and their site of substitution (α vs. β) on the Pc isoindole units; the most promising for PDT application are the α-substituted di-cationic ZnPcs 6a and 17a.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Physicochemical characterization of octakis(alkyloxy)-substituted Zn(II)-phthalocyanines non-covalently incorporated into an organogel and their remarkable morphological effect on the nanoscale-fibers.

A series of octakis(alkyloxy)-substituted Zn(II)-phthalocyanines were efficiently incorporated into an organogel made of (1R,2R)-trans-1,2-bis(dodecanoylamino)cyclohexane by means of multiple cooperative non-covalent interactions, and SEM revealed the formation of unique brush-like nanostructures.

متن کامل

Amphiphilic zinc phthalocyanine photosensitizers: synthesis, photophysicochemical properties and in vitro studies for photodynamic therapy.

Peripherally and non-peripherally tetra-substituted zinc(ii) phthalocyanines bearing 2-(2-{2-[3-(dimethylamino)phenoxy]ethoxy}ethoxy)ethoxy and 2-(2-{2-[3-(diethylamino)phenoxy]ethoxy}ethoxy)ethoxy groups (, , and ) were synthesized by cyclotetramerization of the corresponding phthalonitriles (, , and ). Their quaternized ionic derivatives (, , and ) were also synthesized by the reaction of the...

متن کامل

Syntheses and properties of a series of cationic water-soluble phthalocyanines.

A series of symmetrical cationic phthalocyanines (Pcs) with either Zn(II) or Si(IV) metal ions and two bulky axial ligands on the silicon complexes was synthesized in high yields. The photophysical (absorption, emission, fluorescence, and singlet oxygen quantum yields) and cellular (uptake, toxicity, and subcellular localization) properties of this series of Pcs were investigated. The Si(IV)-Pc...

متن کامل

Effect of Some Substituents Increasing the Solubility of Zn(II) and Al(III) Phthalocyanines on Their Photophysical Properties

Water solubility of phthalocyanines (Pcs) usually increases by the introduction of charged or carboxy substituents in the peripheral positions of the macrocycle. As a result, such structural changes influence their photophysical and photochemical properties as photosensitizers. Phthalocyanines substituted with four or eight terminal carboxyl groups and having in some cases additional eight posi...

متن کامل

SELENIUM HETEROCYCLE XL II [1]. SYNTHESES OF SUBSTITUTED THIAZOLO, SELENAZOLO AND 1,2,3-SELENADIAZOLOINDOLES

Reaction of compound 1 with thiobenzarnide or substituted selenobenzamides afforded substituted pyrrolobenzothiazole or selenazoles (2) respectively. Selenium dioxide oxidation of the semicarbazone 4 with selenium dioxide gave 6- benzenesulfonyl- 4,5-dihydro-pynolo [3,2-el benzoselenadiazole (5).

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • MedChemComm

دوره 3 2  شماره 

صفحات  -

تاریخ انتشار 2012