Hydroxide-Mediated S<sub>N</sub>Ar Rearrangement for Synthesis of Novel Depside Derivatives Containing Diaryl Ether Skeleton as Antitumor Agents
A simple and efficient hydroxide-mediated S<sub>N</sub>Ar rearrangement was reported to synthesize new depside derivatives containing the diaryl ether skeleton from the natural product barbatic acid. The prepared compounds were determined using <sup>1</sup>H NMR, <sup>1...
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| Format: | Article |
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MDPI AG
2023-05-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/11/4303 |
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| author | Xiang Yu Yinkai Xi Yi Sui Yang Liu Guifen Chen Minjie Zhang Yan Zhang Guoyong Luo Yi Long Wude Yang |
| author_facet | Xiang Yu Yinkai Xi Yi Sui Yang Liu Guifen Chen Minjie Zhang Yan Zhang Guoyong Luo Yi Long Wude Yang |
| author_sort | Xiang Yu |
| collection | DOAJ |
| description | A simple and efficient hydroxide-mediated S<sub>N</sub>Ar rearrangement was reported to synthesize new depside derivatives containing the diaryl ether skeleton from the natural product barbatic acid. The prepared compounds were determined using <sup>1</sup>H NMR, <sup>13</sup>C NMR, HRMS, and X-ray crystallographic analysis and were also screened in vitro for cytotoxicity against three cancer cell lines and one normal cell line. The evaluation results showed that compound <b>3b</b> possessed the best antiproliferative activity against liver cancer HepG2 cell line and low toxicity, which made it worth further study. |
| first_indexed | 2024-03-11T03:01:24Z |
| format | Article |
| id | doaj.art-30b2739b16554b19a493bdfbc7b2046c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T03:01:24Z |
| publishDate | 2023-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-30b2739b16554b19a493bdfbc7b2046c2023-11-18T08:14:47ZengMDPI AGMolecules1420-30492023-05-012811430310.3390/molecules28114303Hydroxide-Mediated S<sub>N</sub>Ar Rearrangement for Synthesis of Novel Depside Derivatives Containing Diaryl Ether Skeleton as Antitumor AgentsXiang Yu0Yinkai Xi1Yi Sui2Yang Liu3Guifen Chen4Minjie Zhang5Yan Zhang6Guoyong Luo7Yi Long8Wude Yang9College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaCollege of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaCollege of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaSchool of Basic Medicine, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaCollege of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaCollege of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaCollege of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaCollege of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaCollege of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaCollege of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, ChinaA simple and efficient hydroxide-mediated S<sub>N</sub>Ar rearrangement was reported to synthesize new depside derivatives containing the diaryl ether skeleton from the natural product barbatic acid. The prepared compounds were determined using <sup>1</sup>H NMR, <sup>13</sup>C NMR, HRMS, and X-ray crystallographic analysis and were also screened in vitro for cytotoxicity against three cancer cell lines and one normal cell line. The evaluation results showed that compound <b>3b</b> possessed the best antiproliferative activity against liver cancer HepG2 cell line and low toxicity, which made it worth further study.https://www.mdpi.com/1420-3049/28/11/4303barbatic aciddiaryl ethersS<sub>N</sub>Ar rearrangementantitumor activity |
| spellingShingle | Xiang Yu Yinkai Xi Yi Sui Yang Liu Guifen Chen Minjie Zhang Yan Zhang Guoyong Luo Yi Long Wude Yang Hydroxide-Mediated S<sub>N</sub>Ar Rearrangement for Synthesis of Novel Depside Derivatives Containing Diaryl Ether Skeleton as Antitumor Agents Molecules barbatic acid diaryl ethers S<sub>N</sub>Ar rearrangement antitumor activity |
| title | Hydroxide-Mediated S<sub>N</sub>Ar Rearrangement for Synthesis of Novel Depside Derivatives Containing Diaryl Ether Skeleton as Antitumor Agents |
| title_full | Hydroxide-Mediated S<sub>N</sub>Ar Rearrangement for Synthesis of Novel Depside Derivatives Containing Diaryl Ether Skeleton as Antitumor Agents |
| title_fullStr | Hydroxide-Mediated S<sub>N</sub>Ar Rearrangement for Synthesis of Novel Depside Derivatives Containing Diaryl Ether Skeleton as Antitumor Agents |
| title_full_unstemmed | Hydroxide-Mediated S<sub>N</sub>Ar Rearrangement for Synthesis of Novel Depside Derivatives Containing Diaryl Ether Skeleton as Antitumor Agents |
| title_short | Hydroxide-Mediated S<sub>N</sub>Ar Rearrangement for Synthesis of Novel Depside Derivatives Containing Diaryl Ether Skeleton as Antitumor Agents |
| title_sort | hydroxide mediated s sub n sub ar rearrangement for synthesis of novel depside derivatives containing diaryl ether skeleton as antitumor agents |
| topic | barbatic acid diaryl ethers S<sub>N</sub>Ar rearrangement antitumor activity |
| url | https://www.mdpi.com/1420-3049/28/11/4303 |
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