PMID- 35504031
OWN - NLM
STAT- MEDLINE
DCOM- 20220519
LR  - 20220602
IS  - 1477-0539 (Electronic)
IS  - 1477-0520 (Linking)
VI  - 20
IP  - 19
DP  - 2022 May 18
TI  - A fluorescent, chirality-responsive, and water-soluble cage as a multifunctional 
      molecular container for drug delivery.
PG  - 3998-4005
LID - 10.1039/d2ob00520d [doi]
AB  - In recent years, the rational design and construction of drug delivery systems 
      (DDSs) via a supramolecular approach for improving chemical therapeutics have 
      gained significant attention. Here, we report a host-guest DDS formed from a 
      fluorescent, chirality-responsive, and water-soluble tetraphenylethene-based 
      octacationic cage as a fluorescent/chiral probe, solubilizer, and molecular 
      cargo, which can recognize chiral nucleoside drugs, enhance the solubility of 
      insoluble drugs, and protect drugs from the outside environment by forming 
      host-guest complexes in aqueous solution. Given the fluorescence properties and 
      dynamically rotational conformation of tetraphenylethene (TPE) units, this 
      fluorescent and chirality-responsive cage exhibits different responses including 
      turn-on/turn-off fluorescence and negative/positive circular dichroism (CD) when 
      binding with different chiral nucleoside drugs in water, resulting in 
      multiple-responsive photophysical behaviors for these chiral drugs. Furthermore, 
      this water-soluble cationic cage with a hydrophobic cavity can improve the water 
      solubility of insoluble drugs (e.g., CPT) by forming host-guest complexes in 
      water. More importantly, this multifunctional cage exhibits a low toxicity to 
      both human colon and breast cancer cell lines in vitro, and drugs encapsulated by 
      the cage are more effective in killing cancer cells than drugs alone. Finally, 
      the on-off-on fluorescence responses in the formation and dissociation processes 
      of the cage supersetdrug complexes have been successfully used to monitor drug release 
      and track drug delivery by fluorescence microscopy in vitro. Therefore, this 
      fluorescent, chirality-responsive, and water-soluble cage as a multifunctional 
      molecular container can be used to construct a smart drug delivery system with 
      several functions of fluorescence and CD detection, water solubilization, 
      real-time monitoring, and chemotherapy.
FAU - Duan, Yanjuan
AU  - Duan Y
AD  - College of Chemistry and Materials Science, Northwest University, Xi'an 710069, 
      P. R. China. chcaoliping@nwu.edu.cn.
FAU - Wang, Jingjing
AU  - Wang J
AD  - School of Pharmacy, Health Science Center, Xi'an Jiaotong University, Xi'an 
      710061, P. R. China. zhang2008@mail.xjtu.edu.cn.
FAU - Cheng, Lin
AU  - Cheng L
AD  - College of Chemistry and Materials Science, Northwest University, Xi'an 710069, 
      P. R. China. chcaoliping@nwu.edu.cn.
FAU - Duan, Honghong
AU  - Duan H
AD  - College of Chemistry and Materials Science, Northwest University, Xi'an 710069, 
      P. R. China. chcaoliping@nwu.edu.cn.
FAU - Tian, Ping
AU  - Tian P
AD  - College of Chemistry and Materials Science, Northwest University, Xi'an 710069, 
      P. R. China. chcaoliping@nwu.edu.cn.
FAU - Zhang, Yanmin
AU  - Zhang Y
AUID- ORCID: 0000-0001-7307-9408
AD  - School of Pharmacy, Health Science Center, Xi'an Jiaotong University, Xi'an 
      710061, P. R. China. zhang2008@mail.xjtu.edu.cn.
FAU - Cao, Liping
AU  - Cao L
AUID- ORCID: 0000-0002-1747-6107
AD  - College of Chemistry and Materials Science, Northwest University, Xi'an 710069, 
      P. R. China. chcaoliping@nwu.edu.cn.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20220518
PL  - England
TA  - Org Biomol Chem
JT  - Organic & biomolecular chemistry
JID - 101154995
RN  - 0 (Nucleosides)
RN  - 059QF0KO0R (Water)
SB  - IM
MH  - Drug Delivery Systems
MH  - Humans
MH  - Molecular Conformation
MH  - *Nucleosides
MH  - Solubility
MH  - *Water/chemistry
EDAT- 2022/05/04 06:00
MHDA- 2022/05/20 06:00
CRDT- 2022/05/03 17:32
PHST- 2022/05/04 06:00 [pubmed]
PHST- 2022/05/20 06:00 [medline]
PHST- 2022/05/03 17:32 [entrez]
AID - 10.1039/d2ob00520d [doi]
PST - epublish
SO  - Org Biomol Chem. 2022 May 18;20(19):3998-4005. doi: 10.1039/d2ob00520d.