Abstract:
:The synthesis and photophysical parameters of two novel isosteric cationic zinc(II) phthalocyanines: 2,9(10),16(17),23(24)-tetrakis[(N-butyl-N-methylammoniumethylsulfanyl]phthalocyaninatozinc(II) tetraiodide (6) and 2,9(10),16(17),23(24)-tetrakis[(N-dibutyl-N-methylammonium)ethoxy]phthalocyaninatozinc(II) tetraiodide (7) were investigated. Maximum absorption values were 686.5 nm and 678 nm for 6 and 7, respectively, whereas singlet molecular oxygen generation was 0.42 and 0.67, respectively. The photodynamic effect and the cellular uptake of both phthalocyanines were evaluated on human nasopharynx KB carcinoma cells. After light exposure, phthalocyanine 6 showed a higher cytotoxic activity than 7. In addition, a higher intracellular uptake of 6 and a preferential localization within lysosomes were demonstrated. The production of a greater amount of reactive oxygen species after phthalocyanine 6 irradiation would be responsible for its potent phototoxic action on KB cells.
journal_name
Eur J Med Chemjournal_title
European journal of medicinal chemistryauthors
Gauna GA,Marino J,García Vior MC,Roguin LP,Awruch Jdoi
10.1016/j.ejmech.2011.09.014subject
Has Abstractpub_date
2011-11-01 00:00:00pages
5532-9issue
11eissn
0223-5234issn
1768-3254pii
S0223-5234(11)00674-Xjournal_volume
46pub_type
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