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A selenophene substituted diketopyrrolopyrrole nanotheranostic agent for highly efficient photoacoustic/infrared-thermal imaging-guided phototherapy†
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2017-09-27 00:00:00 , DOI: 10.1039/c7qo00755h
Yu Cai 1, 2, 3, 4, 5 , Pingping Liang 1, 2, 3, 4, 5 , Weili Si 1, 2, 3, 4, 5 , Baomin Zhao 5, 6, 7, 8 , Jinjun Shao 1, 2, 3, 4, 5 , Wei Huang 1, 2, 3, 4, 5 , Yewei Zhang 9, 10, 11, 12, 13 , Qi Zhang 3, 4, 5, 14 , Xiaochen Dong 1, 2, 3, 4, 5
Affiliation  

Phototherapy, a light-induced cancer therapy, has presented great promise for multimodal cancer treatment. Herein, a selenophene substituted diketopyrrolopyrrole based nanotheranostic photosensitizer (SeDPP-TPA) has been designed and synthesized. The introduction of selenophene enables SeDPP-TPA to produce a high yield of singlet oxygen (1O2) (ΦΔ = 40.2%), and show a bathochromic shift in absorbance (λmax at 648 nm), enhanced charge transfer and biocompatibility. After nanoprecipitation, SeDPP-TPA nanoparticles (NPs) are prepared with excellent water dispersibility and passive tumor-targeting properties based on the enhanced permeability and retention effect. Besides, SeDPP-TPA NPs present a high photothermal conversion efficiency (η = 37.9%). An in vitro cytotoxicity test shows that the half-maximal inhibitory concentration (IC50) of SeDPP-TPA NPs on tumor cells is ∼12 μg mL−1, indicating their excellent phototherapy efficiency. What is more, because of the thermal expansion and tumor-targeting properties, SeDPP-TPA NPs can also act as a contrast agent for photoacoustic imaging to visualize the therapy in vivo. Coupled with the infrared thermal imaging properties of the photothermal agent, SeDPP-TPA NPs are proved to be a multifunctional theranostic agent for dual-modal imaging-guided phototherapy.

中文翻译:

硒烯取代的二酮吡咯并吡咯纳米热声处理剂,用于高效的光声/红外热成像引导光疗

光疗法是一种光诱导的癌症疗法,已为多式联运的癌症疗法带来了广阔的前景。在此,已经设计并合成了硒烯取代的二酮吡咯并吡咯基纳米热敏光敏剂(SeDPP-TPA)。引入硒吩的使SeDPP-TPA以产生单线态氧(高产率的1 Ò 2)(Φ Δ = 40.2%),并显示在吸光度的红移(λ最大(在648 nm处),增强了电荷转移和生物相容性。纳米沉淀后,基于增强的渗透性和保留效果,制备了具有出色的水分散性和被动靶向肿瘤特性的SeDPP-TPA纳米颗粒(NP)。此外,SeDPP-TPA NPs具有很高的光热转化效率(η = 37.9%)。的体外细胞毒性试验表明,该半最大抑制浓度(IC 50 SeDPP-TPA NP的)对肿瘤细胞是〜12微克毫升-1,表明其优良的光疗的效率。此外,由于具有热膨胀和靶向肿瘤的特性,SeDPP-TPA NPs还可以用作光声成像的造影剂,以使体内治疗可视化。结合光热剂的红外热成像特性,SeDPP-TPA NP被证明是用于双模式成像引导光疗的多功能治疗剂。
更新日期:2017-09-27
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