Soluble Nanographene C222: Synthesis and Applications for Synergistic Photodynamic/Photothermal Therapy

• Published in: Journal of the American Chemical Society 2024-01, Vol.146 (4), p.2411-2418
• Main Authors: Ma, Xiao-Hui, Gao, Xing, Chen, Jia-Ying, Cao, Maofeng, Dai, Qixuan, Jia, Zhe-Kun, Zhou, Yuan-Biao, Zhao, Xin-Jing, Chu, Chengchao, Liu, Gang, Tan, Yuan-Zhi
• Format: Article
• Language: English
• ISSN: 0002-7863; 1520-5126; 1520-5126
• DOI: 10.1021/jacs.3c08822

Nanographene C222, which consists of a planar graphenic plane containing 222 carbon atoms, holds the record as the largest planar nanographene synthesized to date. However, its complete insolubility makes the processing of C222 difficult. Here we addressed this issue by introducing peripheral substituents perpendicular to the graphene plane, effectively disrupting the interlayer stacking and endowing C222 with good solubility. We also found that the electron-withdrawing substituents played a crucial role in the cyclodehydrogenation process, converting the dendritic polyphenylene precursor to C222. After disrupting the interlayer stacking, the introduction of only a few peripheral carboxylic groups allowed C222 to dissolve in phosphate buffer saline, reaching a concentration of up to 0.5 mg/mL. Taking advantage of the good photosensitizing and photothermal properties of the inner C222 core, the resulting water-soluble C222 emerged as a single-component agent for both photothermal and photodynamic tumor therapy, exhibiting an impressive tumor inhibition rate of 96%.