A Galactose Dendritic Silicon (IV) Phthalocyanine as a Photosensitizing Agent in Cancer Photodynamic Therapy

Mafalda Bispo; Patrícia M R Pereira; Francesca Setaro; M Salomé Rodríguez-Morgade; Rosa Fernandes; Tomás Torres; João P C Tomé

doi:10.1002/cplu.201800370

A Galactose Dendritic Silicon (IV) Phthalocyanine as a Photosensitizing Agent in Cancer Photodynamic Therapy

Chempluschem. 2018 Sep;83(9):855-860. doi: 10.1002/cplu.201800370.

Authors

Mafalda Bispo^{1

2

3}, Patrícia M R Pereira^{1

3}, Francesca Setaro², M Salomé Rodríguez-Morgade^{2

4}, Rosa Fernandes^{3

5

6}, Tomás Torres^{2

4

7}, João P C Tomé^{1

8}

Affiliations

¹ QOPNA, Department of Chemistry, University of Aveiro Campus Universitário de Santiago, 3810-193, Aveiro, Portugal.
² Department of Organic Chemistry, Autonoma University of Madrid Cantoblanco, 28049, Madrid, Spain.
³ Institute for Biomedical Imaging and Life Sciences (IBILI) Faculty of Medicine, University of Coimbra, 3000-548, Coimbra, Portugal.
⁴ Institute for Advanced Research in Chemical Sciences (IAdChem), Autonoma University of Madrid, Cantoblanco, 28049, Madrid, Spain.
⁵ Centre for Neuroscience and Cell Biology, Institute for Biomedical Imaging and Life Sciences (CNC.IBILI), Research Consortium University of Coimbra, 3004-504, Coimbra, Portugal.
⁶ Center of Investigation in Environment, Genetics, and Oncobiology, 3001-301, Coimbra, Portugal.
⁷ IMDEA-Nanociencia, Cantoblanco, 28049, Madrid, Spain.
⁸ CQE, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, Avenida Rovisco Pais, 1049-001, Lisboa, Portugal.

PMID: 31950688
DOI: 10.1002/cplu.201800370

Abstract

Two protected galacto-dendritic units have been axially coordinated to the central ion of a silicon(IV) phthalocyanine to afford SiPcPGal₄ containing four units of galactose per macrocycle. These biological moieties provided better solubility in aqueous medium and a sensitizer with higher absorption peaks at 680-690 nm. The photodynamic activity of SiPcPGal₄ was evaluated against UM-UC-3 human bladder cancer cell line and the results were compared with the activity of the reported SiPcPGal₂ and SiPc(OH)₂ . SiPcPGal₄ had a better uptake and it was a better toxicity inducer than SiPcPGal₂ and SiPc(OH)₂ owing to its four galactose units, protected by isopropylidene groups, which can act as targeted micelles.

Keywords: Cancer; dendrimers; galactose; photodynamic therapy; phthalocyanines.

Abstract

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