Near infrared light‐induced disassembly of polymeric micelles based on methylene blue conjugated polyethylene glycol

Abstract

Light‐sensitive drug delivery systems are considered ideal for applications in the biomedical fields for their ability to release the payload in an on‐demand spatiotemporal controlled manner through the manipulation of the light source. Among the broad radiation spectrum, near infrared (NIR) light is considered advantageous compared to UV and visible light, due to its inherently lower photodamage to normal tissues and deeper penetration to lesion areas. In this study, we report a successful synthesis of a polymer capable of undergoing partial degradation upon irradiation with NIR light by conjugating 10‐N‐carbamoyl linkage methylene blue (MB) moiety, a NIR photocleavable ligand, with polyethylene glycol (PEG). Through effective coupling of MB, a hydrophobic moiety, to the hydrophilic PEG molecule, an amphiphilic polymer was synthesized, as demonstrated by a lowered surface tension (55 mN/m at 0.1% wt/vol). Subsequently, photo‐induced reversal of surface activity associated with self‐assembled structure disruption, was displayed by surface tension measurements, size distribution analysis, and burst release profile of paclitaxel (PTX) from polymeric micelles upon the exposure to NIR irradiation.

Near Infrared-Activatable Methylene Blue Polypeptide Codelivery of the NO Prodrug via π–π Stacking for Cascade Reactive Oxygen Species Amplification-Mediated Photodynamic Therapy

“…mPEG-PLL-MB/JSK NPs were prepared by nanoprecipitation. mPEG-PLL-MB (5 mg) peptide and NO prodrug JSK (1 mg) were dissolved in 0.5 mL of acetonitrile, and the solution was added dropwise to 3 mL of deionized water under stirring at 25 °C for 24 h . The mixture was then centrifuged at 8000 rpm for 10 min to collect the mPEG-PLL-MB/JSK NP supernatant.…”

“…The mPEG-PLL-MB conjugate was prepared by reacting PEG-PLL with MB-NC. mPEG-PLL (4.0 g, 1.84 mmol) and triethylamine (TEA) (259 μL, 2.0 mmol) were dissolved in anhydrous dichloromethane (DCM), 49 and MB-NC (1.34 g, 2.5 mmol) solution was added dropwise to the mixture. The reaction was left to perform overnight at 25 °C.…”

“…mPEG-PLL-MB/JSK NPs were prepared by nanoprecipitation. mPEG-PLL-MB (5 mg) peptide and NO prodrug JSK (1 mg) were dissolved in 0.5 mL of acetonitrile, and the solution was added dropwise to 3 mL of deionized water under stirring at 25 °C for 24 h. 49 The mixture was then centrifuged at 8000 rpm for 10 min to collect the mPEG-PLL-MB/JSK NP supernatant. The particle size, zeta-potentials, and morphology of mPEG-PLL-MB/JSK NPs were observed by using dynamic light scattering (DLS) and transmission electron microscopy (TEM).…”

Recent Progress of Paclitaxel Delivery Systems: Covalent and Noncovalent Approaches

“…Multidrug delivery to achieve synergistic effect is also a common goal for micelle substrates using cisplatin, [ 89,90 ] photosensitizer, [ 91,92 ] or enabling substrates‐drug synergistics. [ 93 ] Sun et al.…”

Current Strategies of Photoacoustic Imaging Assisted Cancer Theragnostics toward Clinical Studies

“…The typical FDA-approved chromophores for clinical use are ICG and methylene blue: both are strong PA contrast agents. ,, Advanced nanotechnology for exogenous agents offers high contrast and stable signals in biomedical imaging. One of the most exciting and rapidly developed parts is that they can be covalently bound to various targeting ligands to reach the tumor site.…”