Small Molecule-Based Fluorescent Organic Nanoassemblies with Strong Hydrogen Bonding Networks for Fine Tuning and Monitoring Drug Delivery in Cancer Cells
Small Molecule-Based Fluorescent Organic Nanoassemblies with Strong Hydrogen Bonding Networks for Fine Tuning and Monitoring Drug Delivery in Cancer Cells
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DOI：
10.1002/smll.201802307
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发表时间：
2018-09-20
期刊：
影响因子：
13.3
通讯作者：
Ishow, Elena
中科院分区：
文献类型：
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作者：
Boucard, Joanna;Linot, Camille;Ishow, Elena
明亮的超分子荧光有机纳米组装体（FONs），强极性的红色发光的苯并噻二唑荧光团含有酸性单元的基础上，制造作为治疗诊断工具，在没有聚合物或表面活性剂的情况下具有大的胶体稳定性。高结构内聚性由多个氢键网络确保，并由染料之间的偶极和疏水相互作用加强。这种相互作用被利用，以确保高有效载荷封装和有效捕获的疏水性和氢键药物，如阿霉素，所示的稳态和时间分辨的测量。通过调节荧光团酸性单元的结构和组合来实现癌细胞中药物释放的微调。与水溶性多柔比星的进入相比，通过共聚焦显微镜观察到显著延迟的药物递送，证明通过使用FON在细胞外不存在不期望的爆发释放。由于构成FON的荧光团在与脂质细胞内容物接触解离时表现出从红色到绿色的大的发射位移，因此药物递送之后可以有利地进行双色光谱检测，而与药物染色潜力无关。
Bright supramolecular fluorescent organic nanoassemblies (FONs), based on strongly polar red-emissive benzothiadiazole fluorophores containing acidic units, are fabricated to serve as theranostic tools with large colloidal stability in the absence of a polymer or surfactant. High architectural cohesion is ensured by the multiple hydrogen-bonding networks, reinforced by the dipolar and hydrophobic interactions developed between the dyes. Such interactions are harnessed to ensure high payload encapsulation and efficient trapping of hydrophobic and hydrogen-bonding drugs like doxorubicin, as shown by steady state and time-resolved measurements. Fine tuning of the drug release in cancer cells is achieved by adjusting the structure and combination of the fluorophore acidic units. Notably delayed drug delivery is observed by confocal microscopy compared to the entrance of hydrosoluble doxorubicin, demonstrating the absence of undesirable burst release outside the cells by using FONs. Since FON-constituting fluorophores exhibit a large emission shift from red to green when dissociating in contact with the lipid cellular content, drug delivery could advantageously be followed by dual-color spectral detection, independently of the drug staining potentiality.