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Fully protected glycosylated zinc (II) phthalocyanine shows high uptake and photodynamic cytotoxicity in MCF-7 cancer cells

Kimani, Stanley; Shmigol, Tatiana; Hammond, Samantha; Phillips, James B.; Bruce, James I.; MacRobert, Alexander J.; Malakhov, Mikhail V. and Golding, Jon P. (2013). Fully protected glycosylated zinc (II) phthalocyanine shows high uptake and photodynamic cytotoxicity in MCF-7 cancer cells. Photochemistry and Photobiology, 89(1) pp. 139–149.

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DOI (Digital Object Identifier) Link: http://dx.doi.org/10.1111/j.1751-1097.2012.01204.x
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Abstract

Phthalocyanine photosensitizers are effective in anticancer photodynamic therapy (PDT) but suffer from limited solubility, limited cellular uptake, and limited selectivity for cancer cells. In order 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, in vitro photocytotoxicity, and reactive oxygen species generation to those of disulfonated aluminium phthalocyanine. In MCF-7 cancer cells, one of the compounds, Zinc phthalocyanine {4}, demonstrated ten-fold higher uptake, five-fold greater PDT-induced cellular reactive oxygen species concentration, and two-fold greater phototoxicity than equimolar (9 μM) disulfonated aluminium phthalocyanine. Thus, isopropylidene-protected β-glycosylation of phthalocyanines provides a simple method of improving the efficacy of photodynamic therapy.

Item Type: Journal Article
Copyright Holders: 2012 Wiley Periodicals, Inc., 2012 The American Society of Photobiology
ISSN: 1751-1097
Project Funding Details:
Funded Project NameProject IDFunding Body
Not SetNot SetOpen University
Academic Unit/Department: Science
Science > Life, Health and Chemical Sciences
Interdisciplinary Research Centre: Centre for Earth, Planetary, Space and Astronomical Research (CEPSAR)
Biomedical Research Network (BRN)
Item ID: 34098
Depositing User: Jon Golding
Date Deposited: 26 Jul 2012 08:23
Last Modified: 07 Mar 2014 13:50
URI: http://oro.open.ac.uk/id/eprint/34098
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