Triphenylquinoline (TPQ)-Based dual-state emissive probe for cell imaging in multicellular tumor spheroids

Wenbo Dai, Pai Liu, Shuai Guo, Zhiqi Liu, Mengni Wang, Jianbing Shi, Bin Tong, Tianqing Liu*, Zhengxu Cai, Yuping Dong

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

32 Citations (Scopus)

Abstract

Insufficient intratumoral penetration and limited stroma distribution of the imaging probes or theranostics can lead to a poor-quality diagnosis or therapeutic resistance. Multicellular tumor spheroids can recapitulate the physiological environment of tumor tissues with the extracellular matrix and is thus a better in vitro tumor model to evaluate the imaging performance and barrier penetration capability of advanced cancer imaging probes. In this Article, we designed and synthesized a series of quinoline-based fluorophores with strong emissions in both solution and solid states. The quinoline core can be constructed via a one-pot iron-catalysis reaction. Optical properties and single crystal structures of these quinoline derivatives were tuned by varying the substitutes at the 6-position of the quinoline core. The twisted intramolecular charge transfer effect can enhance the fluorescent efficiency, resulting in the high quantum yield of TPQ-TPA in both solution (70%) and solid (48%) states (TPQ, triphenylquinoline; TPA, triphenylamine). In addition, TPQ-TPA exhibited a good biocompatibility and can deeply penetrate into 3D tumor spheroids within 12 h. The results indicated that quinoline can be a new fluorescent scaffold, and the employment of quinoline-based probes will provide a new platform for biological applications.

Original languageEnglish
Pages (from-to)3686-3692
Number of pages7
JournalACS Applied Bio Materials
Volume2
Issue number8
DOIs
Publication statusPublished - 19 Aug 2019

Keywords

  • dual-state emission
  • multicellular tumor spheroids
  • one-pot reaction
  • quinoline-based fluorophores
  • twisted intramolecular charge transfer (TICT) effect

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