Glycosylated BODIPY- Incorporated Pt(II) Metallacycles for Targeted and Synergistic Chemo-Photodynamic Therapy
EntityUAM. Departamento de Química Orgánica
PublisherAmerican Chemical Society
10.1021/acs.jmedchem.2c01940Journal of Medical Chemistry 66.5 (2023): 3448–3459
Funded byFinancial support from Spanish MINECO (PID2020- 116490GB-I00 and PID2020-115801RB-C21) is acknowledged. We also thank financial support to the Comunidad de Madrid (MAD2D-CM) and MICINN (“Planes complementarios, Materiales Avanzados”). IMDEA Nanociencia acknowledges support from the “Severo Ochoa” Program for Centres of Excellence in R&D (MINECO, Grant SEV2016-0686). E.Y.X. thanks The Chinese University of Hong Kong for support through the Impact Postdoctoral Fellowship Scheme
ProjectGobierno de España. PID2020-115801RB-C21
Rights© 2023 The Authors
Esta obra está bajo una licencia de Creative Commons Reconocimiento-NoComercial-SinObraDerivada 4.0 Internacional.
Pt(II)-BODIPY complexes combine the chemotherapeutic activity of Pt(II) with the photocytotoxicity of BODIPYs. Additional conjugation with targeting ligands can boost the uptake by cancer cells that overexpress the corresponding receptors. We describe two Pt(II) triangles, 1 and 2, built with pyridyl BODIPYs functionalized with glucose (3) or triethylene glycol methyl ether (4), respectively. Both 1 and 2 showed higher singlet oxygen quantum yields than 3 and 4, due to the enhanced singlet-to-triplet intersystem crossing. To evaluate the targeting effect of the glycosylated derivative, in vitro experiments were performed using glucose transporter 1 (GLUT1)-positive HT29 and A549 cancer cells, and noncancerous HEK293 cells as control. Both 1 and 2 showed higher cellular uptake than 3 and 4. Specifically, 1 was selective and highly cytotoxic toward HT29 and A549 cells. The synergistic chemo- and photodynamic behavior of the metallacycles was also confirmed. Notably, 1 exhibited superior efficacy toward the cisplatin-resistant R-HepG2 cells
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Google Scholar:Durán Sampedro, Gonzalo - Xue, Evelyn Y. - Moreno Simoni, Marta - Paramio, Celia - Torres Cebada, Tomás - Ng, Dennis K.P. - Torre Ponce, Gema de la
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