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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Main Authors: Shuping Xu, Ying Liu, Zhou Wang, Aolin He, Guofan Jin
Format: Article
Language:English
Published: Frontiers Media S.A. 2022-09-01
Series:Frontiers in Chemistry
Subjects:
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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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