Fully Protected Glycosylated Zinc (II) Phthalocyanine Shows High Uptake and Photodynamic Cytotoxicity in MCF‐7 Cancer Cells. (30th August 2012)

• Record Type: Journal Article
• Authors: Kimani, Stanley G.; Shmigol, Tatiana A.; Hammond, Samantha; Phillips, James B.; Bruce, James I.; MacRobert, Alexander J.; Malakhov, Mikhail V.; Golding, Jon P.
• Is Part Of: Photochemistry and photobiology. Volume 89:Number 1(2013:Jan./Feb.)
• Page Start: 139
• Page End: 149
• Publication Date: 2012-08-30
• Subjects: Photochemistry -- Periodicals; Light -- Physiological effect -- Periodicals; 541.35
• DOI: 10.1111/j.1751-1097.2012.01204.x
• Languages: English
• ISSNs: 0031-8655

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Phthalocyanine photosensitizers are effective in anticancer photodynamic therapy (PDT) but suffer from limited solubility, limited cellular uptake and limited selectivity for cancer cells. To improve these characteristics, we synthesized isopropylidene‐protected and partially deprotected tetra β‐glycosylated zinc (II) phthalocyanines and compared their uptake and accumulation kinetics, subcellular localization, <italic>in vitro</italic> photocytotoxicity and reactive oxygen species generation with those of disulfonated aluminum phthalocyanine. In MCF‐7 cancer cells, one of the compounds, zinc phthalocyanine {4}, demonstrated 10‐fold higher uptake, 5‐fold greater PDT‐induced cellular reactive oxygen species concentration and 2‐fold greater phototoxicity than equimolar (9 μ<sc>m</sc>) disulfonated aluminum phthalocyanine. Thus, isopropylidene‐protected β‐glycosylation of phthalocyanines provides a simple method of improving the efficacy of PDT.</p> </abstract>