Scalable total synthesis of (+)-aniduquinolone A and its acid-catalyzed rearrangement to aflaquinolones
Quinolones can possess desirable antibacterial, antiviral and anticancer properties, rending them important synthetic targets for drug discovery purposes. Here, the gram-scale total synthesis of antiviral (+)-aniduquinolone A, possessing a 3,4-dioxygenated 5-hydroxy-4-aryl-quinolin-2(1H)-one skeleto...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2022-03-01
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| Series: | Communications Chemistry |
| Online Access: | https://doi.org/10.1038/s42004-022-00655-x |
| _version_ | 1818571729152245760 |
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| author | Feng-Wei Guo Xiao-Feng Mou Yong Qu Mei-Yan Wei Guang-Ying Chen Chang-Yun Wang Yu-Cheng Gu Chang-Lun Shao |
| author_facet | Feng-Wei Guo Xiao-Feng Mou Yong Qu Mei-Yan Wei Guang-Ying Chen Chang-Yun Wang Yu-Cheng Gu Chang-Lun Shao |
| author_sort | Feng-Wei Guo |
| collection | DOAJ |
| description | Quinolones can possess desirable antibacterial, antiviral and anticancer properties, rending them important synthetic targets for drug discovery purposes. Here, the gram-scale total synthesis of antiviral (+)-aniduquinolone A, possessing a 3,4-dioxygenated 5-hydroxy-4-aryl-quinolin-2(1H)-one skeleton, is reported, as well as its acid-catalyzed rearrangement to aflaquinolones A, C, and D. |
| first_indexed | 2024-12-14T18:48:11Z |
| format | Article |
| id | doaj.art-56be7fb745554b98981f87d90c1bdcb0 |
| institution | Directory Open Access Journal |
| issn | 2399-3669 |
| language | English |
| last_indexed | 2024-12-14T18:48:11Z |
| publishDate | 2022-03-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Communications Chemistry |
| spelling | doaj.art-56be7fb745554b98981f87d90c1bdcb02022-12-21T22:51:20ZengNature PortfolioCommunications Chemistry2399-36692022-03-01511910.1038/s42004-022-00655-xScalable total synthesis of (+)-aniduquinolone A and its acid-catalyzed rearrangement to aflaquinolonesFeng-Wei Guo0Xiao-Feng Mou1Yong Qu2Mei-Yan Wei3Guang-Ying Chen4Chang-Yun Wang5Yu-Cheng Gu6Chang-Lun Shao7Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of ChinaKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of ChinaKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of ChinaKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of ChinaCollege of Chemistry and Chemical Engineering, Hainan Normal UniversityKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of ChinaSyngenta Jealott’s Hill International Research CentreKey Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of ChinaQuinolones can possess desirable antibacterial, antiviral and anticancer properties, rending them important synthetic targets for drug discovery purposes. Here, the gram-scale total synthesis of antiviral (+)-aniduquinolone A, possessing a 3,4-dioxygenated 5-hydroxy-4-aryl-quinolin-2(1H)-one skeleton, is reported, as well as its acid-catalyzed rearrangement to aflaquinolones A, C, and D.https://doi.org/10.1038/s42004-022-00655-x |
| spellingShingle | Feng-Wei Guo Xiao-Feng Mou Yong Qu Mei-Yan Wei Guang-Ying Chen Chang-Yun Wang Yu-Cheng Gu Chang-Lun Shao Scalable total synthesis of (+)-aniduquinolone A and its acid-catalyzed rearrangement to aflaquinolones Communications Chemistry |
| title | Scalable total synthesis of (+)-aniduquinolone A and its acid-catalyzed rearrangement to aflaquinolones |
| title_full | Scalable total synthesis of (+)-aniduquinolone A and its acid-catalyzed rearrangement to aflaquinolones |
| title_fullStr | Scalable total synthesis of (+)-aniduquinolone A and its acid-catalyzed rearrangement to aflaquinolones |
| title_full_unstemmed | Scalable total synthesis of (+)-aniduquinolone A and its acid-catalyzed rearrangement to aflaquinolones |
| title_short | Scalable total synthesis of (+)-aniduquinolone A and its acid-catalyzed rearrangement to aflaquinolones |
| title_sort | scalable total synthesis of aniduquinolone a and its acid catalyzed rearrangement to aflaquinolones |
| url | https://doi.org/10.1038/s42004-022-00655-x |
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