Literature DB >> 22308216

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

Benson G Ongarora1, Xiaoke Hu, Hairong Li, Frank R Fronczek, M Graça H Vicente.   

Abstract

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.

Entities:  

Year:  2012        PMID： 22308216      PMCID： PMC3269949          DOI： 10.1039/C1MD00232E

Source DB:  PubMed          Journal:  Medchemcomm        ISSN： 2040-2503            Impact factor:   3.597


  25 in total

1.  Rapid initiation of apoptosis by photodynamic therapy.

Authors:  Y Luo; C K Chang; D Kessel
Journal:  Photochem Photobiol       Date:  1996-04       Impact factor: 3.421

2.  Synthesis and properties of cell-targeted Zn(II)-phthalocyanine-peptide conjugates.

Authors:  Martha Sibrian-Vazquez; Javier Ortiz; Irina V Nesterova; Fernando Fernandez-Lazaro; Angela Sastre-Santos; Steven A Soper; M Graça H Vicente
Journal:  Bioconjug Chem       Date:  2007-02-06       Impact factor: 4.774

3.  Selective photosensitization of mitochondria in HeLa cells by cationic Zn (II) phthalocyanines with lipophilic side-chains.

Authors:  H Dummin; T Cernay; H W Zimmermann
Journal:  J Photochem Photobiol B       Date:  1997-02       Impact factor: 6.252

4.  Synthesis of positively charged phthalocyanines and their activity in the photodynamic therapy of cancer cells.

Authors:  D Wöhrle; N Iskander; G Graschew; H Sinn; E A Friedrich; W Maier-Borst; J Stern; P Schlag
Journal:  Photochem Photobiol       Date:  1990-03       Impact factor: 3.421

Review 5.  The cationic meso-substituted porphyrins: an interesting group of photosensitizers.

Authors:  A Villanueva
Journal:  J Photochem Photobiol B       Date:  1993-05       Impact factor: 6.252

6.  Photoinactivation of bacteria. Use of a cationic water-soluble zinc phthalocyanine to photoinactivate both gram-negative and gram-positive bacteria.

Authors:  A Minnock; D I Vernon; J Schofield; J Griffiths; J H Parish; S T Brown
Journal:  J Photochem Photobiol B       Date:  1996-02       Impact factor: 6.252

7.  Amino porphyrins as photoinhibitors of Gram-positive and -negative bacteria.

Authors:  V Sol; P Branland; V Chaleix; R Granet; M Guilloton; F Lamarche; B Verneuil; P Krausz
Journal:  Bioorg Med Chem Lett       Date:  2004-08-16       Impact factor: 2.823

8.  Synthesis and in vitro properties of trimethylamine- and phosphonate-substituted carboranylporphyrins for application in BNCT.

Authors:  Michael W Easson; Frank R Fronczek; Timothy J Jensen; M Graça H Vicente
Journal:  Bioorg Med Chem       Date:  2008-02-21       Impact factor: 3.641

9.  Mitochondria targeting by guanidine- and biguanidine-porphyrin photosensitizers.

Authors:  Martha Sibrian-Vazquez; Irina V Nesterova; Timothy J Jensen; M Graça H Vicente
Journal:  Bioconjug Chem       Date:  2008-02-13       Impact factor: 4.774

10.  Peripheral and axial substitution of phthalocyanines with solketal groups: synthesis and in vitro evaluation for photodynamic therapy.

Authors:  Jan-Willem Hofman; Femke van Zeeland; Selcan Turker; Herre Talsma; Saskia A G Lambrechts; Dmitri V Sakharov; Wim E Hennink; Cornelus F van Nostrum
Journal:  J Med Chem       Date:  2007-03-10       Impact factor: 7.446
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  4 in total

1.  Phthalocyanine-peptide conjugates for epidermal growth factor receptor targeting.

Authors:  Benson G Ongarora; Krystal R Fontenot; Xiaoke Hu; Inder Sehgal; Seetharama D Satyanarayana-Jois; M Graça H Vicente
Journal:  J Med Chem       Date:  2012-04-18       Impact factor: 7.446

2.  Synthesis, spectroscopic, and cellular properties of α-pegylated cis-A2B2- and A3B-types ZnPcs.

Authors:  Benson G Ongarora; Zehua Zhou; Elizabeth A Okoth; Igor Kolesnichenko; Kevin M Smith; M Graça H Vicente
Journal:  J Porphyr Phthalocyanines       Date:  2014 Oct-Nov       Impact factor: 1.811

3.  Synthesis and biological investigations of a ZnPc-antiCEA bioconjugate for imaging of colorectal cancer.

Authors:  Inder Sehgal; Hairong Li; Benson Ongarora; Daniel Devillier; M Graça H Vicente
Journal:  J Porphyr Phthalocyanines       Date:  2013-01-01       Impact factor: 1.811

4.  Syntheses and Photodynamic Activity of Pegylated Cationic Zn(II)-Phthalocyanines in HEp2 Cells.

Authors:  Benson G Ongarora; Xiaoke Hu; Susan D Verberne-Sutton; Jayne C Garno; M Graça H Vicente
Journal:  Theranostics       Date:  2012-09-20       Impact factor: 11.556
  4 in total

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