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Preparation, sustained release and cell imaging studies of rhodamine 6G@-nido-carborane fluorescent polymer

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Abstract

In this paper, rhodamine 6G and carborane were used as raw materials, and four fluorescent polymers were prepared by one-pot method, namely L100-55 fluorescent polymer (L100-55-B), EPO polymer (EPO-B), RS polymer (RS) and RL polymer (RL). The problem of poor water solubility of carborane was solved and the biocompatibility of rhodamine 6G-nido-carborane was improved. By simulating the release of polymers in different gastrointestinal environments, it was found that the release rate of drugs in the four coating materials was slow and controllable, with good bioavailability. Affected by the properties of the resin, L100-55 and EPO coating had the best release effect in the gastrointestinal tract. In the zeta potential test, the absolute potential values of L100-55-B and EPO-B are stable, both up to 30 mV. Transmission electron microscopy revealed that the drug was uniformly dispersed in the drug carrier material and wrapped into nanospheres with particle sizes below 500 nm. Hela cells were imaged in different acidic environments, and the results showed that the polymer had good affinity with target cells and was closely connected to target cells, indicating good biocompatibility and targeting of the polymer. This design not only solves the bioavailability problem of rhodamine 6G-nido-carborane, but also has a good fluorescence targeting effect.

Graphical abstract

Rhodamine 6G-nido-carborane coated by four eudragits, L100-55, EPO, RS, and RL, are released in the gastrointestinal environment. Cell imaging under a microscope shows that L100-55-B and EPO-B have a strong affinity for Hela cells. Four coating pathways, the released rhodamine 6G-nido-carborane targets tumor cells and exerts inhibitory effects.

1. The bioavailability and water solubility of carborane derivatives have been improved.

2. Rhodamine 6G is used to make the complex visible in vivo, which is convenient for monitoring the drug distribution.

3. Acrylic resin coating can change drug release performance.

4. Hela cell imaging experiments display excellent cellular permeability.

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Acknowledgements

This study was supported financially by the scientific research foundation of Jiangsu University (Grant no. 5501290005).

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Authors and Affiliations

  1. School of Pharmacy, Jiangsu University, Zhenjiang, 212013, People’s Republic of China

    Tiantian Chai, Ying Liu, Meng Zhou, Shuo Wang, Jiankang Feng, Mengtong Zhang, Xibing Feng, Jingnan Hu & Guofan Jin

  2. College of Chemistry and Materials Engineering, Beijing Technology and Business University, Beijing, 100048, People’s Republic of China

    Chichong Lu

  3. Pukou Branch of Jiangsu People’s Hospital, Nanjing Pukou District Central Hospital, Nanjing, 210000, People’s Republic of China

    Qingxia Chu

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  1. Tiantian Chai
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Chai, T., Liu, Y., Zhou, M. et al. Preparation, sustained release and cell imaging studies of rhodamine 6G@-nido-carborane fluorescent polymer. Macromol. Res. (2024). https://doi.org/10.1007/s13233-024-00252-y

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