Premium
A Cyclodextrin‐Based Nanoassembly with Bimodal Photodynamic Action
Author(s) -
Kandoth Noufal,
Vittorino Elisa,
Sciortino Maria Teresa,
Parisi Tiziana,
Colao Ivana,
Mazzaglia Antonino,
Sortino Salvatore
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201101635
Subject(s) - singlet oxygen , porphyrin , photosensitizer , photodynamic therapy , cyclodextrin , cationic polymerization , supramolecular chemistry , photochemistry , amphiphile , fluorescence , luminescence , chemistry , nanoparticle , materials science , nanotechnology , combinatorial chemistry , oxygen , copolymer , organic chemistry , optoelectronics , polymer , molecule , physics , quantum mechanics
We have developed a supramolecular nanoassembly capable of inducing remarkable levels of cancer cell mortality through a bimodal action based on the simultaneous photogeneration of nitric oxide (NO) and singlet oxygen ( 1 O 2 ). This was achieved through the appropriate incorporation of an anionic porphyrin (as 1 O 2 photosensitizer) and of a tailored NO photodonor in different compartments of biocompatible nanoparticles based on cationic amphiphilic cyclodextrins. The combination of steady‐state and time‐resolved spectroscopic techniques showed the absence of significant intra‐ and interchromophoric interaction between the two photoactive centers embedded in the nanoparticles, with consequent preservation of their photodynamic properties. Photodelivery of NO and 1 O 2 from the nanoassembly on visible light excitation was unambiguously demonstrated by direct and real‐time monitoring of these transient species through amperometric and time‐resolved infrared luminescence measurements, respectively. The typical red fluorescence of the porphyrin units was essentially unaffected in the bichromophoric nanoassembly, allowing its localization in living cells. The convergence of the dual therapeutic action and the imaging capacities in one single structure makes this supramolecular architecture an appealing, multifunctional candidate for applications in biomedical research.