Symmetry dual functional pyrimidine-BODIPY probes for imaging targeting and activity study
Nondestructive diagnosis of tumor has always been the goal of scientists. Fluorescent dyes have become the rising star in the field of cancer diagnosis because of their excellent characteristics. Therefore, in this work, fluorescence probes d-Y-B and dO-Y-B with anti-tumor activity were constructed...
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Frontiers Media S.A.
2022-09-01
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Series: | Frontiers in Chemistry |
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Online Access: | https://www.frontiersin.org/articles/10.3389/fchem.2022.977008/full |
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author | Shuping Xu Ying Liu Zhou Wang Aolin He Guofan Jin |
author_facet | Shuping Xu Ying Liu Zhou Wang Aolin He Guofan Jin |
author_sort | Shuping Xu |
collection | DOAJ |
description | Nondestructive diagnosis of tumor has always been the goal of scientists. Fluorescent dyes have become the rising star in the field of cancer diagnosis because of their excellent characteristics. Therefore, in this work, fluorescence probes d-Y-B and dO-Y-B with anti-tumor activity were constructed by introducing pyrimidine groups with high anti-tumor activity using fluorescence dye BODIPY as parent nucleus. The modified BODIPY group in the structure had the advantage of fluorescent dye, ensuring the strong fluorescence and photosensitivity of the target compound. That ethylenediamine acts as a bridge with two -NH- groups to increase molecular hydrogen bonding, and can bind firmly to multiple proteins. Co-localization of the target compounds d-Y-B and dO-Y-B with the hoechst dye for labeling living cells showed that these compounds had high biocompatibility and photostability for localization to HeLa cells. In vivo imaging in mice can realize specific localization and real-time visualization of tumor cells. The results of cytotoxicity experiments in vitro and computer software simulating molecular docking confirmed the potential of the target compounds as an anticancer agents. The bifunctional probe realized visualization of cancer cells in mice, and can kill cancer cells by anti-proliferation, which may provide a direction for future anticancer drug development. |
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id | doaj.art-b1ab75c44b9e4aa59e8e324d583438c7 |
institution | Directory Open Access Journal |
issn | 2296-2646 |
language | English |
last_indexed | 2024-04-14T08:17:35Z |
publishDate | 2022-09-01 |
publisher | Frontiers Media S.A. |
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series | Frontiers in Chemistry |
spelling | doaj.art-b1ab75c44b9e4aa59e8e324d583438c72022-12-22T02:04:21ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462022-09-011010.3389/fchem.2022.977008977008Symmetry dual functional pyrimidine-BODIPY probes for imaging targeting and activity studyShuping Xu0Ying Liu1Zhou Wang2Aolin He3Guofan Jin4The People’s Hospital of Danyang, Affiliated Danyang Hospital of Nantong University, Zhenjiang, ChinaSchool of Pharmacy, Jiangsu University, Zhenjiang, ChinaCollege of Vanadium and Titanium, Panzhihua University, Panzhihua, ChinaAffiliated Kunshan Hospital, Jiangsu University, Suzhou, ChinaSchool of Pharmacy, Jiangsu University, Zhenjiang, ChinaNondestructive diagnosis of tumor has always been the goal of scientists. Fluorescent dyes have become the rising star in the field of cancer diagnosis because of their excellent characteristics. Therefore, in this work, fluorescence probes d-Y-B and dO-Y-B with anti-tumor activity were constructed by introducing pyrimidine groups with high anti-tumor activity using fluorescence dye BODIPY as parent nucleus. The modified BODIPY group in the structure had the advantage of fluorescent dye, ensuring the strong fluorescence and photosensitivity of the target compound. That ethylenediamine acts as a bridge with two -NH- groups to increase molecular hydrogen bonding, and can bind firmly to multiple proteins. Co-localization of the target compounds d-Y-B and dO-Y-B with the hoechst dye for labeling living cells showed that these compounds had high biocompatibility and photostability for localization to HeLa cells. In vivo imaging in mice can realize specific localization and real-time visualization of tumor cells. The results of cytotoxicity experiments in vitro and computer software simulating molecular docking confirmed the potential of the target compounds as an anticancer agents. The bifunctional probe realized visualization of cancer cells in mice, and can kill cancer cells by anti-proliferation, which may provide a direction for future anticancer drug development.https://www.frontiersin.org/articles/10.3389/fchem.2022.977008/fullfluorescence probeanticancer agentbiological imagingbiological activitysymmetry dual function |
spellingShingle | Shuping Xu Ying Liu Zhou Wang Aolin He Guofan Jin Symmetry dual functional pyrimidine-BODIPY probes for imaging targeting and activity study Frontiers in Chemistry fluorescence probe anticancer agent biological imaging biological activity symmetry dual function |
title | Symmetry dual functional pyrimidine-BODIPY probes for imaging targeting and activity study |
title_full | Symmetry dual functional pyrimidine-BODIPY probes for imaging targeting and activity study |
title_fullStr | Symmetry dual functional pyrimidine-BODIPY probes for imaging targeting and activity study |
title_full_unstemmed | Symmetry dual functional pyrimidine-BODIPY probes for imaging targeting and activity study |
title_short | Symmetry dual functional pyrimidine-BODIPY probes for imaging targeting and activity study |
title_sort | symmetry dual functional pyrimidine bodipy probes for imaging targeting and activity study |
topic | fluorescence probe anticancer agent biological imaging biological activity symmetry dual function |
url | https://www.frontiersin.org/articles/10.3389/fchem.2022.977008/full |
work_keys_str_mv | AT shupingxu symmetrydualfunctionalpyrimidinebodipyprobesforimagingtargetingandactivitystudy AT yingliu symmetrydualfunctionalpyrimidinebodipyprobesforimagingtargetingandactivitystudy AT zhouwang symmetrydualfunctionalpyrimidinebodipyprobesforimagingtargetingandactivitystudy AT aolinhe symmetrydualfunctionalpyrimidinebodipyprobesforimagingtargetingandactivitystudy AT guofanjin symmetrydualfunctionalpyrimidinebodipyprobesforimagingtargetingandactivitystudy |