Synthesis and Spectroscopic Evaluation of Two Novel Glycosylated Zinc(II)-Phthalocyanines

被引：14

作者：

Baechle, Felix ^{[1
]}

Hanack, Michael ^{[1
]}

Ziegler, Thomas ^{[1
]}

机构：

[1] Univ Tubingen, Inst Organ Chem, D-72076 Tubingen, Germany

来源：

MOLECULES | 2015年 / 20卷 / 10期

关键词：

glycoconjugated phthalocyanine; MEM; CuAAC; PHOTODYNAMIC THERAPY; PHOTOPHYSICAL PROPERTIES; AGGREGATION BEHAVIOR; PHTHALOCYANINES; CANCER; PHOTOSENSITIZERS; GLYCOCONJUGATION; SUBSTITUTION; PATHWAYS; NMR;

D O I：

10.3390/molecules201018367

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In continuation of our work on glycoconjugated phthalocyanines, two new water soluble, non-ionic zinc(II) phthalocyanines have been prepared and fully characterized by means of H-1-NMR, C-13-NMR, MALDI-TOF, ESI-TOF, UV-Vis spectroscopy, emission spectroscopy and fluorescence lifetime measurements. The carbohydrate-containing phthalonitrile precursors were synthesized through a copper-catalyzed azide-alkyne cycloaddition (CuAAC). The 2-methoxyethoxymethyl protecting group (MEM) was used to protect the carbohydrate moieties. It resisted the harsh basic cyclotetramerization conditions and could be easily cleaved under mild acidic conditions. The glycoconjugated zinc(II) phthalocyanines described here have molar extinction coefficents epsilon(max) > 10(5) m(-1) cm(-1) and absorption maxima > 680 nm, which make them attractive photosensitizers for photo-dynamic therapy.

引用

页码：18367 / 18386

页数：20