Synthesis of Ergosterol Peroxide Conjugates as Mitochondria Targeting Probes for Enhanced Anticancer Activity

Inspired by the significant bioactivity of ergosterol peroxide, we designed and synthesized four fluorescent coumarin and ergosterol peroxide conjugates 8a–d through the combination of ergosterol peroxide with 7-N,N-diethylamino coumarins fluorophore. The cytotoxicity of synthesized conjugates again...

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Detalles Bibliográficos
Autores principales: Bu, Ming, Li, Hongling, Wang, Haijun, Wang, Jing, Lin, Yu, Ma, Yukun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6766909/
https://www.ncbi.nlm.nih.gov/pubmed/31514398
http://dx.doi.org/10.3390/molecules24183307
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author Bu, Ming
Li, Hongling
Wang, Haijun
Wang, Jing
Lin, Yu
Ma, Yukun
author_facet Bu, Ming
Li, Hongling
Wang, Haijun
Wang, Jing
Lin, Yu
Ma, Yukun
author_sort Bu, Ming
collection PubMed
description Inspired by the significant bioactivity of ergosterol peroxide, we designed and synthesized four fluorescent coumarin and ergosterol peroxide conjugates 8a–d through the combination of ergosterol peroxide with 7-N,N-diethylamino coumarins fluorophore. The cytotoxicity of synthesized conjugates against three human cancer cells (HepG2, SK-Hep1, and MCF-7) was evaluated. The results of fluorescent imaging showed that the synthesized conjugates 8a–d localized and enriched mainly in mitochondria, leading to significantly enhanced cytotoxicity over ergosterol peroxide. Furthermore, the results of biological functions of 8d showed that it could suppress cell colony formation, invasion, and migration; induce G2/M phase arrest of HepG2 cells, and increase the intracellular ROS level.
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spelling pubmed-67669092019-10-02 Synthesis of Ergosterol Peroxide Conjugates as Mitochondria Targeting Probes for Enhanced Anticancer Activity Bu, Ming Li, Hongling Wang, Haijun Wang, Jing Lin, Yu Ma, Yukun Molecules Article Inspired by the significant bioactivity of ergosterol peroxide, we designed and synthesized four fluorescent coumarin and ergosterol peroxide conjugates 8a–d through the combination of ergosterol peroxide with 7-N,N-diethylamino coumarins fluorophore. The cytotoxicity of synthesized conjugates against three human cancer cells (HepG2, SK-Hep1, and MCF-7) was evaluated. The results of fluorescent imaging showed that the synthesized conjugates 8a–d localized and enriched mainly in mitochondria, leading to significantly enhanced cytotoxicity over ergosterol peroxide. Furthermore, the results of biological functions of 8d showed that it could suppress cell colony formation, invasion, and migration; induce G2/M phase arrest of HepG2 cells, and increase the intracellular ROS level. MDPI 2019-09-11 /pmc/articles/PMC6766909/ /pubmed/31514398 http://dx.doi.org/10.3390/molecules24183307 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Bu, Ming
Li, Hongling
Wang, Haijun
Wang, Jing
Lin, Yu
Ma, Yukun
Synthesis of Ergosterol Peroxide Conjugates as Mitochondria Targeting Probes for Enhanced Anticancer Activity
title Synthesis of Ergosterol Peroxide Conjugates as Mitochondria Targeting Probes for Enhanced Anticancer Activity
title_full Synthesis of Ergosterol Peroxide Conjugates as Mitochondria Targeting Probes for Enhanced Anticancer Activity
title_fullStr Synthesis of Ergosterol Peroxide Conjugates as Mitochondria Targeting Probes for Enhanced Anticancer Activity
title_full_unstemmed Synthesis of Ergosterol Peroxide Conjugates as Mitochondria Targeting Probes for Enhanced Anticancer Activity
title_short Synthesis of Ergosterol Peroxide Conjugates as Mitochondria Targeting Probes for Enhanced Anticancer Activity
title_sort synthesis of ergosterol peroxide conjugates as mitochondria targeting probes for enhanced anticancer activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6766909/
https://www.ncbi.nlm.nih.gov/pubmed/31514398
http://dx.doi.org/10.3390/molecules24183307
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