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Design, synthesis and anticancer activity of naphthoquinone derivatives
Basis on molecular docking and pharmacophore analysis of naphthoquinone moiety, a total of 23 compounds were designed and synthesised. With the help of reverse targets searching, anti-cancer activity was preliminarily evaluated, most of them are effective against some tumour cells, especially compou...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Taylor & Francis
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7144209/ https://www.ncbi.nlm.nih.gov/pubmed/32200656 http://dx.doi.org/10.1080/14756366.2020.1740693 |
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author | Shen, Xiao-bao Wang, Yang Han, Xuan-zhen Sheng, Liang-quan Wu, Fu-fang Liu, Xinhua |
author_facet | Shen, Xiao-bao Wang, Yang Han, Xuan-zhen Sheng, Liang-quan Wu, Fu-fang Liu, Xinhua |
author_sort | Shen, Xiao-bao |
collection | PubMed |
description | Basis on molecular docking and pharmacophore analysis of naphthoquinone moiety, a total of 23 compounds were designed and synthesised. With the help of reverse targets searching, anti-cancer activity was preliminarily evaluated, most of them are effective against some tumour cells, especially compound 12: 1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl-4-oxo-4-((4-phenoxyphenyl)amino) butanoate whose IC(50) against SGC-7901 was 4.1 ± 2.6 μM. Meanwhile the anticancer mechanism of compound 12 had been investigated by AnnexinV/PI staining, immunofluorescence, Western blot assay and molecular docking. The results indicated that this compound might induce cell apoptosis and cell autophagy through regulating the PI3K signal pathway. |
format | Online Article Text |
id | pubmed-7144209 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Taylor & Francis |
record_format | MEDLINE/PubMed |
spelling | pubmed-71442092020-04-13 Design, synthesis and anticancer activity of naphthoquinone derivatives Shen, Xiao-bao Wang, Yang Han, Xuan-zhen Sheng, Liang-quan Wu, Fu-fang Liu, Xinhua J Enzyme Inhib Med Chem Short Communication Basis on molecular docking and pharmacophore analysis of naphthoquinone moiety, a total of 23 compounds were designed and synthesised. With the help of reverse targets searching, anti-cancer activity was preliminarily evaluated, most of them are effective against some tumour cells, especially compound 12: 1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl-4-oxo-4-((4-phenoxyphenyl)amino) butanoate whose IC(50) against SGC-7901 was 4.1 ± 2.6 μM. Meanwhile the anticancer mechanism of compound 12 had been investigated by AnnexinV/PI staining, immunofluorescence, Western blot assay and molecular docking. The results indicated that this compound might induce cell apoptosis and cell autophagy through regulating the PI3K signal pathway. Taylor & Francis 2020-03-23 /pmc/articles/PMC7144209/ /pubmed/32200656 http://dx.doi.org/10.1080/14756366.2020.1740693 Text en © 2020 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group. https://creativecommons.org/licenses/by/4.0/This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Short Communication Shen, Xiao-bao Wang, Yang Han, Xuan-zhen Sheng, Liang-quan Wu, Fu-fang Liu, Xinhua Design, synthesis and anticancer activity of naphthoquinone derivatives |
title | Design, synthesis and anticancer activity of naphthoquinone derivatives |
title_full | Design, synthesis and anticancer activity of naphthoquinone derivatives |
title_fullStr | Design, synthesis and anticancer activity of naphthoquinone derivatives |
title_full_unstemmed | Design, synthesis and anticancer activity of naphthoquinone derivatives |
title_short | Design, synthesis and anticancer activity of naphthoquinone derivatives |
title_sort | design, synthesis and anticancer activity of naphthoquinone derivatives |
topic | Short Communication |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7144209/ https://www.ncbi.nlm.nih.gov/pubmed/32200656 http://dx.doi.org/10.1080/14756366.2020.1740693 |
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