Strategic application of CuAAC click chemistry in the modification of natural products for anticancer activity
Natural products play a key role in the history of human drug discovery, and especially for the anticancer agents. Copper(I)-catalyzed alkyne-azide [3+2] cycloaddition (CuAAC) reaction is perhaps the most powerful method for the efficient modification of complex natural products, enabling the direct...
| Main Authors: | , , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2023-12-01
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| Series: | European Journal of Medicinal Chemistry Reports |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2772417423000134 |
| _version_ | 1797405322649796608 |
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| author | Zaozao Xiao Yuang Gu Hewei Dong Bo Liu Weiwei Jin Jie Li Peixiang Ma Hongtao Xu Wei Hou |
| author_facet | Zaozao Xiao Yuang Gu Hewei Dong Bo Liu Weiwei Jin Jie Li Peixiang Ma Hongtao Xu Wei Hou |
| author_sort | Zaozao Xiao |
| collection | DOAJ |
| description | Natural products play a key role in the history of human drug discovery, and especially for the anticancer agents. Copper(I)-catalyzed alkyne-azide [3+2] cycloaddition (CuAAC) reaction is perhaps the most powerful method for the efficient modification of complex natural products, enabling the direct incorporation of various functional groups accompanied by the formation of the multifunctional 1,2,3-triazole motif, which could not only serve as an basic and hydrophilic connecting group but also as a bioisosteres of 5- or 6-membered heterocycles or an amide group, thus facilitating the improvement of anticancer activities and/or drug-like properties. This contribution extensively summarizes the state-of-the-art application of 1,2,3-triazole in the modification of natural products for anticancer activity. The aim is to gain a deep understanding of the fruitful achievements as well as limitations of CuAAC click chemistry in natural product modification for anticancer activity, and provide perspectives and directions regarding future studies in natural product medicinal chemistry. |
| first_indexed | 2024-03-09T03:08:11Z |
| format | Article |
| id | doaj.art-9c26aea681a248bbbad9f6afc35cd242 |
| institution | Directory Open Access Journal |
| issn | 2772-4174 |
| language | English |
| last_indexed | 2024-03-09T03:08:11Z |
| publishDate | 2023-12-01 |
| publisher | Elsevier |
| record_format | Article |
| series | European Journal of Medicinal Chemistry Reports |
| spelling | doaj.art-9c26aea681a248bbbad9f6afc35cd2422023-12-04T05:25:08ZengElsevierEuropean Journal of Medicinal Chemistry Reports2772-41742023-12-019100113Strategic application of CuAAC click chemistry in the modification of natural products for anticancer activityZaozao Xiao0Yuang Gu1Hewei Dong2Bo Liu3Weiwei Jin4Jie Li5Peixiang Ma6Hongtao Xu7Wei Hou8College of Chemical Engineering and Materials Science, Tianjin University of Science and Technology, Tianjin, 300457, ChinaShanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai, 201210, ChinaInstitute of Drug Development & Chemical Biology, College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, ChinaThe Second Clinical Medical College, and Guangdong Provincial Key Laboratory of Clinical Research on Traditional Chinese Medicine Syndrome, Guangzhou University of Chinese Medicine, Guangzhou, ChinaHangzhou Healsun Biopharm Co.,Ltd., ChinaShanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai, 201210, ChinaShanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai, 201210, ChinaShanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai, 201210, China; Corresponding author.Institute of Drug Development & Chemical Biology, College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, China; Corresponding author.Natural products play a key role in the history of human drug discovery, and especially for the anticancer agents. Copper(I)-catalyzed alkyne-azide [3+2] cycloaddition (CuAAC) reaction is perhaps the most powerful method for the efficient modification of complex natural products, enabling the direct incorporation of various functional groups accompanied by the formation of the multifunctional 1,2,3-triazole motif, which could not only serve as an basic and hydrophilic connecting group but also as a bioisosteres of 5- or 6-membered heterocycles or an amide group, thus facilitating the improvement of anticancer activities and/or drug-like properties. This contribution extensively summarizes the state-of-the-art application of 1,2,3-triazole in the modification of natural products for anticancer activity. The aim is to gain a deep understanding of the fruitful achievements as well as limitations of CuAAC click chemistry in natural product modification for anticancer activity, and provide perspectives and directions regarding future studies in natural product medicinal chemistry.http://www.sciencedirect.com/science/article/pii/S2772417423000134CuAAC click chemistryStructural modificationMolecular hybridizationNatural productsAnticancer activity |
| spellingShingle | Zaozao Xiao Yuang Gu Hewei Dong Bo Liu Weiwei Jin Jie Li Peixiang Ma Hongtao Xu Wei Hou Strategic application of CuAAC click chemistry in the modification of natural products for anticancer activity European Journal of Medicinal Chemistry Reports CuAAC click chemistry Structural modification Molecular hybridization Natural products Anticancer activity |
| title | Strategic application of CuAAC click chemistry in the modification of natural products for anticancer activity |
| title_full | Strategic application of CuAAC click chemistry in the modification of natural products for anticancer activity |
| title_fullStr | Strategic application of CuAAC click chemistry in the modification of natural products for anticancer activity |
| title_full_unstemmed | Strategic application of CuAAC click chemistry in the modification of natural products for anticancer activity |
| title_short | Strategic application of CuAAC click chemistry in the modification of natural products for anticancer activity |
| title_sort | strategic application of cuaac click chemistry in the modification of natural products for anticancer activity |
| topic | CuAAC click chemistry Structural modification Molecular hybridization Natural products Anticancer activity |
| url | http://www.sciencedirect.com/science/article/pii/S2772417423000134 |
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