Department of Gastrointestinal Colorectal and Anal Surgery, China-Japan Union Hospital of Jilin University, 126 Xiantai Street, Changchun, Jilin 130033, PR China.
State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, Jilin 130022, PR China; University of Chinese Academy of Sciences, Beijing 100049, PR China.
J Colloid Interface Sci. 2018 Mar 15;514:584-591. doi: 10.1016/j.jcis.2017.12.074. Epub 2017 Dec 28.
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.
由于精确的分子结构和多样的合成化学，有机分子的自组装引起了越来越多的关注。本文合成了近红外溴化硼二吡咯甲川（BODIPY）紫杉醇偶联物（BrBDP-2PTX）。BrBDP-2PTX 可以通过纳米沉淀法自组装成均匀的球形纳米粒子（BrBDP-2PTX NPs）。所得纳米粒子在含有磷酸缓冲液（PBS）的水溶液和 10%胎牛血清（FBS）中表现出令人满意的稳定性。此外，BrBDP-2PTX NPs 可以对蛋白酶 K 做出快速的酶反应，这可以通过明显的粒径和粒径分布变化来证明。BrBDP-2PTX NPs 可以被 HeLa 细胞内化，并通过 3-[4,5-二甲基噻唑-2-基]-2,5-二苯基四氮唑溴盐（MTT）测定法和活/死染色显示出对肿瘤细胞（人宫颈癌细胞和肝癌细胞）的强大细胞毒性。此外，体内实验表明，BrBDP-2PTX NPs 可用作高效的生物成像剂，而不会引起任何全身毒性。这项工作强调了使用小分子的自组装来开发功能纳米材料的潜力。
