Citation: Cui-Ting Yang, Dan-Dan Wang, Shuai Chen, Jian-Mei Yang, Jun-Nan He, Jun-Hui Zhang, Xiao-Qing Liu, Jin Zhang, Lei Zhang, Yan Zhao. A chiral supramolecular nanocatcher prepared by d-biotin-pillar[5]arene for the selective capture and targeted delivery of oxaliplatin enantiomers[J]. Chinese Chemical Letters, ;2025, 36(9): 110820. doi: 10.1016/j.cclet.2025.110820 shu

A chiral supramolecular nanocatcher prepared by d-biotin-pillar[5]arene for the selective capture and targeted delivery of oxaliplatin enantiomers

Cui-Ting Yang ^{a, 1} ,
Dan-Dan Wang ^{a, 1} ,
Shuai Chen ^a ,
Jian-Mei Yang ^a ,
Jun-Nan He ^a ,
Jun-Hui Zhang ^a ,
Xiao-Qing Liu ^b ,
Jin Zhang ^{a, *,} ,
Lei Zhang ^{a, *,} ,
Yan Zhao ^{a, *,}

a.
Yunnan Key Laboratory of Modern Separation Analysis and Substance Transformation, College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500, China
b.
Shenzhen Kewode Technology Co., Ltd., Shenzhen 518028, China

jin@ynnu.edu.cn

fly_zhanglei@163.com

zhaooyann@163.com

Received Date: 26 August 2024
Revised Date: 21 December 2024
Accepted Date: 5 January 2025
Available Online: 6 January 2025

Figures(5)

Chiral anticancer drugs are the subject of ongoing research due to their optical characterization and pharmacological effects. Achieving a single enantiomer of a chiral anticancer drug is arduous, but it can significantly improve its pharmacokinetics for tumor therapy. Here, the chiral nanocatchers, known as d-biotin-P5⊃MCC NCs, were designed and prepared based on host-guest self-assembly between d-biotin anchored pillar[5]arene (d-biotin-P5) and myristoyl chloride choline (MCC). d-Biotin-P5⊃MCC NCs featuring the chiral separation and enzyme-induced disassemble were evaluated for their ability to selectively capture and subsequently target the release of (R,R)-OXA enantiomers into tumor cells. Furthermore, the use of d-biotin-P5⊃MCC NCs has demonstrated a significant enhancement in the intracellular uptake of OXA, with the drug being efficiently released to MCF-7 breast cancer cells. This has led to a superior inhibitory effect on MCF-7 cells when compared to free OXA, while also reducing the cytotoxicity of the drug in HEK 293 human embryonic kidney cells. This research not only paves a promising way for the fabrication of chiral supramolecular nanocarriers but also holds the potential to improve the processes of chiral drug separation and targeted therapy.
- Chiral supramolecular nanocatcher,
- Selective capture,
- Pillar[5]arene,
- Targeted delivery,
- Oxaliplatin enantiomers
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