Near-infrared BODIPY-paclitaxel conjugates assembling organic nanoparticles for chemotherapy and bioimaging.

Abstract

Self-assembly of organic molecules has attracted more and more attention because of precise molecular structure and multifarious synthesis chemistry. Herein, near-infrared brominated boron-dipyrromethenes (BODIPY) paclitaxel conjugate (BrBDP-2PTX) was synthesized. BrBDP-2PTX could self-assemble into uniform spherical nanoparticles (BrBDP-2PTX NPs) via nanoprecipition method. The obtained nanoparticles showed satisfying stability in aqueous solution and 10% fetal bovine serum (FBS) containing phosphoric acid buffer solution (PBS). Moreover, BrBDP-2PTX NPs could make rapid enzyme response to Proteinase K as evidenced by the obvious changes in size and size distribution. BrBDP-2PTX NPs could be internalized by the HeLa cells and exhibited potent cytotoxicity toward tumor cells (human cervical carcinoma cells and liver hepatocellular carcinoma cells) as revealed by 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) assays and live/dead staining. Furthermore, in vivo experiments indicated BrBDP-2PTX NPs could be used as efficient bioimaging agents without causing any systemic toxicity. This work highlights the potential of using self-assembly of small organic molecules to develop functional nanomaterials.

• Authors: Tao Zhang, Wei Zhang, Min Zheng, Zhigang Xie
• Journal: Journal of colloid and interface science (J Colloid Interface Sci) Vol. 514 Pg. 584-591 (Mar 15 2018) ISSN: 1095-7103 [Electronic] United States
• PMID: 29294445 (Publication Type: Journal Article)
• Copyright: Copyright © 2018 Elsevier Inc. All rights reserved.

Chemical References

• Antineoplastic Agents, Phytogenic
• Boron Compounds
• Fluorescent Dyes
• Pyrroles
• borondipyrromethene dye
• Paclitaxel

Topics

• Animals
• Antineoplastic Agents, Phytogenic (chemical synthesis, chemistry, pharmacology)
• Boron Compounds (chemistry, pharmacology)
• Cell Proliferation (drug effects)
• Cell Survival (drug effects)
• Drug Screening Assays, Antitumor
• Fluorescent Dyes (chemical synthesis, chemistry, pharmacology)
• Halogenation
• Humans
• Infrared Rays
• Mice
• Mice, Inbred Strains
• Nanoparticles (chemistry)
• Neoplasms, Experimental (drug therapy, pathology)
• Optical Imaging
• Paclitaxel (chemistry, pharmacology)
• Particle Size
• Pyrroles (chemistry, pharmacology)
• Surface Properties
• Tumor Cells, Cultured