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Investigation of Binding Behavior between Drug Molecule 5‐Fluoracil and M4L4‐Type Tetrahedral Cages: Selectivity, Capture, and Release

Two analogous ML‐type tetrahedral cages (smaller: MOC‐19; larger: MOC‐22) were synthesized and investigated for their interactions with the anticancer drug 5‐fluoracil (5‐FU) by NMR spectroscopy, high‐resolution electrospray‐ionization mass spectrometry (HR‐ESI‐MS), and molecular simulation. The cag... Full description

Journal Title: Chemistry – A European Journal 13 March 2017, Vol.23(15), pp.3542-3547
Main Author: Xu, Wei‐Qin
Other Authors: Fan, Yan‐Zhong , Wang, Hai‐Ping , Teng, Jun , Li, Yu‐Hao , Chen, Cheng‐Xia , Fenske, Dieter , Jiang, Ji‐Jun , Su, Cheng‐Yong
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0947-6539 ; E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201606060
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recordid: wj10.1002/chem.201606060
title: Investigation of Binding Behavior between Drug Molecule 5‐Fluoracil and M4L4‐Type Tetrahedral Cages: Selectivity, Capture, and Release
format: Article
creator:
  • Xu, Wei‐Qin
  • Fan, Yan‐Zhong
  • Wang, Hai‐Ping
  • Teng, Jun
  • Li, Yu‐Hao
  • Chen, Cheng‐Xia
  • Fenske, Dieter
  • Jiang, Ji‐Jun
  • Su, Cheng‐Yong
subjects:
  • 5-Fluoracil
  • Cage Compound
  • Controlled Release
  • Selective Capture
  • Structural Conversion
ispartof: Chemistry – A European Journal, 13 March 2017, Vol.23(15), pp.3542-3547
description: Two analogous ML‐type tetrahedral cages (smaller: MOC‐19; larger: MOC‐22) were synthesized and investigated for their interactions with the anticancer drug 5‐fluoracil (5‐FU) by NMR spectroscopy, high‐resolution electrospray‐ionization mass spectrometry (HR‐ESI‐MS), and molecular simulation. The cage's size and window are of importance for the host–guest binding, and consequently the smaller MOC‐19 with a more suitable size of cavity window was found to have much stronger hydrogen‐bond interactions with 5‐FU. The porous nanoparticles of MOC‐19 exhibited outstanding behavior for the controlled release of 5‐FU in a simulated human body with liquid phosphate‐buffered saline solution. : 5‐Fluorouracil (5‐FU) can be selectively captured by an ML metal–organic cage in both solution and crystalline state, and be released in a controlled way in phosphate‐buffered saline solution up to 60 % within 108 h, significantly retarding the burst release of 5‐FU. These binding‐behavior studies provide clues for the understanding of drug loading in the crystalline state.
language: eng
source:
identifier: ISSN: 0947-6539 ; E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201606060
fulltext: fulltext
issn:
  • 0947-6539
  • 09476539
  • 1521-3765
  • 15213765
url: Link


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titleInvestigation of Binding Behavior between Drug Molecule 5‐Fluoracil and M4L4‐Type Tetrahedral Cages: Selectivity, Capture, and Release
creatorXu, Wei‐Qin ; Fan, Yan‐Zhong ; Wang, Hai‐Ping ; Teng, Jun ; Li, Yu‐Hao ; Chen, Cheng‐Xia ; Fenske, Dieter ; Jiang, Ji‐Jun ; Su, Cheng‐Yong
ispartofChemistry – A European Journal, 13 March 2017, Vol.23(15), pp.3542-3547
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subject5-Fluoracil ; Cage Compound ; Controlled Release ; Selective Capture ; Structural Conversion
descriptionTwo analogous ML‐type tetrahedral cages (smaller: MOC‐19; larger: MOC‐22) were synthesized and investigated for their interactions with the anticancer drug 5‐fluoracil (5‐FU) by NMR spectroscopy, high‐resolution electrospray‐ionization mass spectrometry (HR‐ESI‐MS), and molecular simulation. The cage's size and window are of importance for the host–guest binding, and consequently the smaller MOC‐19 with a more suitable size of cavity window was found to have much stronger hydrogen‐bond interactions with 5‐FU. The porous nanoparticles of MOC‐19 exhibited outstanding behavior for the controlled release of 5‐FU in a simulated human body with liquid phosphate‐buffered saline solution. : 5‐Fluorouracil (5‐FU) can be selectively captured by an ML metal–organic cage in both solution and crystalline state, and be released in a controlled way in phosphate‐buffered saline solution up to 60 % within 108 h, significantly retarding the burst release of 5‐FU. These binding‐behavior studies provide clues for the understanding of drug loading in the crystalline state.
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titleInvestigation of Binding Behavior between Drug Molecule 5‐Fluoracil and M4L4‐Type Tetrahedral Cages: Selectivity, Capture, and Release
descriptionTwo analogous ML‐type tetrahedral cages (smaller: MOC‐19; larger: MOC‐22) were synthesized and investigated for their interactions with the anticancer drug 5‐fluoracil (5‐FU) by NMR spectroscopy, high‐resolution electrospray‐ionization mass spectrometry (HR‐ESI‐MS), and molecular simulation. The cage's size and window are of importance for the host–guest binding, and consequently the smaller MOC‐19 with a more suitable size of cavity window was found to have much stronger hydrogen‐bond interactions with 5‐FU. The porous nanoparticles of MOC‐19 exhibited outstanding behavior for the controlled release of 5‐FU in a simulated human body with liquid phosphate‐buffered saline solution. : 5‐Fluorouracil (5‐FU) can be selectively captured by an ML metal–organic cage in both solution and crystalline state, and be released in a controlled way in phosphate‐buffered saline solution up to 60 % within 108 h, significantly retarding the burst release of 5‐FU. These binding‐behavior studies provide clues for the understanding of drug loading in the crystalline state.
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titleInvestigation of Binding Behavior between Drug Molecule 5‐Fluoracil and M4L4‐Type Tetrahedral Cages: Selectivity, Capture, and Release
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abstractTwo analogous ML‐type tetrahedral cages (smaller: MOC‐19; larger: MOC‐22) were synthesized and investigated for their interactions with the anticancer drug 5‐fluoracil (5‐FU) by NMR spectroscopy, high‐resolution electrospray‐ionization mass spectrometry (HR‐ESI‐MS), and molecular simulation. The cage's size and window are of importance for the host–guest binding, and consequently the smaller MOC‐19 with a more suitable size of cavity window was found to have much stronger hydrogen‐bond interactions with 5‐FU. The porous nanoparticles of MOC‐19 exhibited outstanding behavior for the controlled release of 5‐FU in a simulated human body with liquid phosphate‐buffered saline solution. : 5‐Fluorouracil (5‐FU) can be selectively captured by an ML metal–organic cage in both solution and crystalline state, and be released in a controlled way in phosphate‐buffered saline solution up to 60 % within 108 h, significantly retarding the burst release of 5‐FU. These binding‐behavior studies provide clues for the understanding of drug loading in the crystalline state.
doi10.1002/chem.201606060
orcididhttp://orcid.org/0000-0003-3604-7858
pages3542-3547
date2017-03-13