The effect of anionic dicephalic surfactants on fabrication of varied-core nanocarriers for sustained release of porphyrin photosensitizers

Abstract

Double-headed anionic surfactants could provide a profound group of efficient stabilizers of new template-mediated nanocarriers for effective encapsulation and sustained release of highly hydrophobic photosensitizers, and therefore their improved therapeutic activity in photodynamic therapy (PDT) protocols. We have thus encapsulated porphyrin-origin dyes, i.e., verteporfin (VP) and meso-tetraphenylporphyrin (TPP) in different types of sodium alkyliminobisacetates, Cn(COONa)2-stabilized nanosystems including biocompatible poly(l-glutamic acid)/poly(l-lysine) - PGA/PLL, multilayer nanocapsules (NCs). The latter were prepared via a layer-by-layer (LbL) approach with either solid (nanoprecipitated), or liquid (nanoemulsion-templated) oil core while zeta potential measurements enabled to evaluate progress of the polyelectrolytes LbL deposition on both cores and the NCs' stability. Backscattering profiles (BS) confirmed the long-lasting stability of the optimized nanosystems, which size (<200nm), polidyspersity and morphology were examined by dynamic light scattering (DLS) and atomic force microscopy (AFM) techniques. Our studies indicated that the encapsulation of VP and TPP in the both type of multilayer NCs increases their solubility in aqueous solution and protects them from the surrounding medium. Mainly, it reduces the photobleaching rate of these porphyrin-type photosensitizers and improves their photochemical properties during irradiation in regards to the free (non-encapsulated) molecules. As far as the core-type is considered, both nanoemulsion-loaded porphyrins, photobleached ca. 15–20% faster than the solid nanoparticle analogs. By using 9,10-anthracenediyl-bis(methylene)dimalonic acid (ABMDMA) as a singlet oxygen (1O2) scavenger molecule, the enhanced generation of reactive species was evaluated for the both encapsulated photosensitizers in comparison to their native form. In vitro sustained release under physiological conditions or in the presence of human serum albumin (HSA) was achieved in favor of the solid core NCs for VP and TPP. The designed NCs - offering better chemical and physical stability, high loading capacity for the cargo and ability to release it in a controlled and continuous manner - can be considered as efficacious nanocarriers for PDT.