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Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents
Chemical drug design based on the biochemical characteristics of cancer cells has become an important strategy for discovering new anti-tumour drugs to improve tumour targeting effects and reduce off-target toxicities. Colchicine is one of the most prominent and historically microtubule-targeting dr...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Taylor & Francis
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8725855/ https://www.ncbi.nlm.nih.gov/pubmed/34915785 http://dx.doi.org/10.1080/14756366.2021.2013832 |
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author | Wang, Chao Zhang, Yujing Wang, Zeyu Li, Yuelin Guan, Qi Xing, Dongming Zhang, Weige |
author_facet | Wang, Chao Zhang, Yujing Wang, Zeyu Li, Yuelin Guan, Qi Xing, Dongming Zhang, Weige |
author_sort | Wang, Chao |
collection | PubMed |
description | Chemical drug design based on the biochemical characteristics of cancer cells has become an important strategy for discovering new anti-tumour drugs to improve tumour targeting effects and reduce off-target toxicities. Colchicine is one of the most prominent and historically microtubule-targeting drugs, but its clinical applications are hindered by notorious adverse effects. In this study, we presented a novel tumour-specific conjugate 9 that consists of deacetylcolchicine (Deac), biotin, and a cleavable disulphide linker. 9 was found to exhibit potent anti-tumour activity and exerted higher selectivity between tumour and nontarget cells than Deac. The targeting moiety biotin might enhance the transport capability and selectivity of 9 to tumour cells via biotin receptor-mediated endocytosis. The tubulin polymerisation activity of 9 (with DTT) was close to the parent drug Deac. These preliminary results suggested that 9 is a high potency and reduced toxicity antitumor agent and worthy of further investigation. |
format | Online Article Text |
id | pubmed-8725855 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Taylor & Francis |
record_format | MEDLINE/PubMed |
spelling | pubmed-87258552022-01-05 Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents Wang, Chao Zhang, Yujing Wang, Zeyu Li, Yuelin Guan, Qi Xing, Dongming Zhang, Weige J Enzyme Inhib Med Chem Research Paper Chemical drug design based on the biochemical characteristics of cancer cells has become an important strategy for discovering new anti-tumour drugs to improve tumour targeting effects and reduce off-target toxicities. Colchicine is one of the most prominent and historically microtubule-targeting drugs, but its clinical applications are hindered by notorious adverse effects. In this study, we presented a novel tumour-specific conjugate 9 that consists of deacetylcolchicine (Deac), biotin, and a cleavable disulphide linker. 9 was found to exhibit potent anti-tumour activity and exerted higher selectivity between tumour and nontarget cells than Deac. The targeting moiety biotin might enhance the transport capability and selectivity of 9 to tumour cells via biotin receptor-mediated endocytosis. The tubulin polymerisation activity of 9 (with DTT) was close to the parent drug Deac. These preliminary results suggested that 9 is a high potency and reduced toxicity antitumor agent and worthy of further investigation. Taylor & Francis 2021-12-16 /pmc/articles/PMC8725855/ /pubmed/34915785 http://dx.doi.org/10.1080/14756366.2021.2013832 Text en © 2021 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 | Research Paper Wang, Chao Zhang, Yujing Wang, Zeyu Li, Yuelin Guan, Qi Xing, Dongming Zhang, Weige Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents |
title | Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents |
title_full | Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents |
title_fullStr | Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents |
title_full_unstemmed | Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents |
title_short | Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents |
title_sort | design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents |
topic | Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8725855/ https://www.ncbi.nlm.nih.gov/pubmed/34915785 http://dx.doi.org/10.1080/14756366.2021.2013832 |
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