Near-infrared vinyl-containing aza-BODIPY nanoparticles as photosensitizer for phototherapy

Non-aryl substituted aza-BODIPYs at 1,7- or 3,5-sites: synthesis, structures, optical properties, and applications

“…88 In addition, using vinyl-containing pyrroles, asymmetric vinyl-containing aza-BODIPYs 22-29 were successfully obtained (Scheme 6). 63 Based on the solid-state structure of 28, the furan, vinyl group, and pyrrole of the core are almost coplanar. Such aza-BODIPYs absorb and emit beyond 700 nm, enabling NIR spectral applications.…”

“…28-NPs have excellent biocompatibility, low dark-toxicity, and high phototoxicity, which can proficiently kill cells undergoing photothermal conversion when illuminated, enabling diverse applications as a malignancy phototherapeutic agent. 63…”

“…[39][40][41][42][43][44][45][46][47][48][49][50] Compared to BODIPYs, [51][52][53][54][55] replacing the bridging carbon atom with the nitrogen atom can effectively reduce the overall HOMO-LUMO gap, resulting in a significant bathochromic shift in the absorption spectra. [56][57][58][59][60][61][62][63][64][65][66][67] Symmetric aza-BODIPYs were first synthesized by O'Shea group in 2002 (Fig. 1a).…”

Near-infrared upper phenyl-fused BODIPY as a photosensitizer for photothermal–photodynamic therapy

“…Dye nanoparticles were prepared by the self-assembly of dye molecules and 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethylene glycol)-2000] (DSPE-PEG 2000 ) by the nano-deposition method as follows: [45][46][47] in brief, the accurately weighed 1 mg dye molecule was fully dissolved in tetrahydrofuran (THF) solution under ultrasound. This THF solution was gradually added to 10 ml aqueous solution containing 5 mg DSPE-PEG2000 and stirred thoroughly for 24 h to completely remove the THF solvent.…”

Attachment of −tBu groups to aza-BODIPY core at 3,5-sites with ultra-large Stokes shift to enhance photothermal therapy through apoptosis mechanism

“…1 b) [ [38] , [39] , [40] ]. We focused on design and application of aza-BODIPYs, which paves the avenue for us to break through the traditional aza-BODIPY structure [ [41] , [42] , [43] , [44] ]. Herein, we synthesized the non-aryl substituted aza-BODIPYs at 3,5-sites ( tBuazaBDP s) for the first time ( Fig.…”