A ferrocene∩europium assembly showing phototriggered anticancer activity and fluorescent modality imaging

Jian Qu; Qing Xia; Wei Ji; Su Jing; Dunru Zhu; Lin Li; Ling Huang; Zhongfu An; Chenqi Xin; Yun Ni; Mengxue Li; Jidong Jia; Yinglin Song; Wei Huang

doi:10.1039/c7dt04492e

A ferrocene∩europium assembly showing phototriggered anticancer activity and fluorescent modality imaging

Jian Qu, Qing Xia, Wei Ji, Su Jing, Dunru Zhu, Lin Li, Ling Huang, Zhongfu An, Chenqi Xin, Yun Ni, Mengxue Li, Jidong Jia, Yinglin Song, Wei Huang

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Abstract

Two macrocyclic ferrocenophanes containing a coumarin fluorophore, Se₂N[7]ferrocenophane (fc1), and Se₄N₂[7,7]ferrocenophane (fc2), construct an assembly of fc1-H⁺⋯ClO₄⋯[Eu(C₁₀H₂₁COO)₂(H₂O)₂(ClO₄)] (fc1∩Eu) and fc2-2H⁺⋯{ClO₄⋯[Eu(C₁₀H₂₁COO)₂(H₂O)₂(ClO₄)]}₂ (fc2∩Eu) via a N-H⋯O hydrogen bond and a coordinate bond between Eu^III and ClO₄^-. In fc1∩Eu, UV light irradiation triggers non-covalent bond cleavage to release a ferrocenium and Eu^II complex, accompanying chromism and luminescence signals. Investigations through the steady-state UV-vis absorption, fluorescence, time-resolved fluorescence, femtosecond transient absorption spectra and electrochemical characterization elucidate a stepwise mechanism: firstly, an effective electron transfer occurs from a ferrocene unit to the singlet state of a coumarin unit; the following proton-coupled electron transfer (PCET) reduces Eu^III and results in a non-covalent interaction cleavage. Further in vitro exploration of fc1∩Eu in HepG2 cells demonstrated phototriggered integrated cell cytotoxicity and fluorescent modality imaging.

Original language	English
Pages (from-to)	1479-1487
Number of pages	9
Journal	Dalton Transactions
Volume	47
Issue number	5
DOIs	https://doi.org/10.1039/c7dt04492e
State	Published - 2018

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title = "A ferrocene∩europium assembly showing phototriggered anticancer activity and fluorescent modality imaging",

abstract = "Two macrocyclic ferrocenophanes containing a coumarin fluorophore, Se2N[7]ferrocenophane (fc1), and Se4N2[7,7]ferrocenophane (fc2), construct an assembly of fc1-H+⋯ClO4⋯[Eu(C10H21COO)2(H2O)2(ClO4)] (fc1∩Eu) and fc2-2H+⋯{ClO4⋯[Eu(C10H21COO)2(H2O)2(ClO4)]}2 (fc2∩Eu) via a N-H⋯O hydrogen bond and a coordinate bond between EuIII and ClO4-. In fc1∩Eu, UV light irradiation triggers non-covalent bond cleavage to release a ferrocenium and EuII complex, accompanying chromism and luminescence signals. Investigations through the steady-state UV-vis absorption, fluorescence, time-resolved fluorescence, femtosecond transient absorption spectra and electrochemical characterization elucidate a stepwise mechanism: firstly, an effective electron transfer occurs from a ferrocene unit to the singlet state of a coumarin unit; the following proton-coupled electron transfer (PCET) reduces EuIII and results in a non-covalent interaction cleavage. Further in vitro exploration of fc1∩Eu in HepG2 cells demonstrated phototriggered integrated cell cytotoxicity and fluorescent modality imaging.",

author = "Jian Qu and Qing Xia and Wei Ji and Su Jing and Dunru Zhu and Lin Li and Ling Huang and Zhongfu An and Chenqi Xin and Yun Ni and Mengxue Li and Jidong Jia and Yinglin Song and Wei Huang",

note = "Publisher Copyright: {\textcopyright} 2018 The Royal Society of Chemistry.",

year = "2018",

doi = "10.1039/c7dt04492e",

language = "英语",

volume = "47",

pages = "1479--1487",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - A ferrocene∩europium assembly showing phototriggered anticancer activity and fluorescent modality imaging

AU - Qu, Jian

AU - Xia, Qing

AU - Ji, Wei

AU - Jing, Su

AU - Zhu, Dunru

AU - Li, Lin

AU - Huang, Ling

AU - An, Zhongfu

AU - Xin, Chenqi

AU - Ni, Yun

AU - Li, Mengxue

AU - Jia, Jidong

AU - Song, Yinglin

AU - Huang, Wei

PY - 2018

Y1 - 2018

N2 - Two macrocyclic ferrocenophanes containing a coumarin fluorophore, Se2N[7]ferrocenophane (fc1), and Se4N2[7,7]ferrocenophane (fc2), construct an assembly of fc1-H+⋯ClO4⋯[Eu(C10H21COO)2(H2O)2(ClO4)] (fc1∩Eu) and fc2-2H+⋯{ClO4⋯[Eu(C10H21COO)2(H2O)2(ClO4)]}2 (fc2∩Eu) via a N-H⋯O hydrogen bond and a coordinate bond between EuIII and ClO4-. In fc1∩Eu, UV light irradiation triggers non-covalent bond cleavage to release a ferrocenium and EuII complex, accompanying chromism and luminescence signals. Investigations through the steady-state UV-vis absorption, fluorescence, time-resolved fluorescence, femtosecond transient absorption spectra and electrochemical characterization elucidate a stepwise mechanism: firstly, an effective electron transfer occurs from a ferrocene unit to the singlet state of a coumarin unit; the following proton-coupled electron transfer (PCET) reduces EuIII and results in a non-covalent interaction cleavage. Further in vitro exploration of fc1∩Eu in HepG2 cells demonstrated phototriggered integrated cell cytotoxicity and fluorescent modality imaging.

AB - Two macrocyclic ferrocenophanes containing a coumarin fluorophore, Se2N[7]ferrocenophane (fc1), and Se4N2[7,7]ferrocenophane (fc2), construct an assembly of fc1-H+⋯ClO4⋯[Eu(C10H21COO)2(H2O)2(ClO4)] (fc1∩Eu) and fc2-2H+⋯{ClO4⋯[Eu(C10H21COO)2(H2O)2(ClO4)]}2 (fc2∩Eu) via a N-H⋯O hydrogen bond and a coordinate bond between EuIII and ClO4-. In fc1∩Eu, UV light irradiation triggers non-covalent bond cleavage to release a ferrocenium and EuII complex, accompanying chromism and luminescence signals. Investigations through the steady-state UV-vis absorption, fluorescence, time-resolved fluorescence, femtosecond transient absorption spectra and electrochemical characterization elucidate a stepwise mechanism: firstly, an effective electron transfer occurs from a ferrocene unit to the singlet state of a coumarin unit; the following proton-coupled electron transfer (PCET) reduces EuIII and results in a non-covalent interaction cleavage. Further in vitro exploration of fc1∩Eu in HepG2 cells demonstrated phototriggered integrated cell cytotoxicity and fluorescent modality imaging.

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U2 - 10.1039/c7dt04492e

DO - 10.1039/c7dt04492e

M3 - 文章

C2 - 29309070

AN - SCOPUS:85041278706

SN - 1477-9226

VL - 47

SP - 1479

EP - 1487

JO - Dalton Transactions

JF - Dalton Transactions

IS - 5

ER -

A ferrocene∩europium assembly showing phototriggered anticancer activity and fluorescent modality imaging

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