A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin
In this paper, a new and efficient synthesis of 6-O-methylscutellarein (3), the major metabolite of the natural medicine scutellarin, is reported. Two hydroxyl groups at C-4′ and C-7 in 2 were selectively protected by chloromethyl methyl ether after the reaction conditions were optimized, then 6-O-m...
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MDPI AG
2015-06-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/20/6/10184 |
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| author | Wei Zhang Ze-Xi Dong Ting Gu Nian-Guang Li Peng-Xuan Zhang Wen-Yu Wu Shao-Peng Yu Yu-Ping Tang Jian-Ping Yang Zhi-Hao Shi |
| author_facet | Wei Zhang Ze-Xi Dong Ting Gu Nian-Guang Li Peng-Xuan Zhang Wen-Yu Wu Shao-Peng Yu Yu-Ping Tang Jian-Ping Yang Zhi-Hao Shi |
| author_sort | Wei Zhang |
| collection | DOAJ |
| description | In this paper, a new and efficient synthesis of 6-O-methylscutellarein (3), the major metabolite of the natural medicine scutellarin, is reported. Two hydroxyl groups at C-4′ and C-7 in 2 were selectively protected by chloromethyl methyl ether after the reaction conditions were optimized, then 6-O-methyl-scutellarein (3) was produced in high yield after methylation of the hydroxyl group at C-6 and subsequent deprotection of the two methyl ether groups. |
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| format | Article |
| id | doaj.art-eb0848c8020e4a979cd51863bedfdd4e |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-22T09:02:21Z |
| publishDate | 2015-06-01 |
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| series | Molecules |
| spelling | doaj.art-eb0848c8020e4a979cd51863bedfdd4e2022-12-21T18:31:42ZengMDPI AGMolecules1420-30492015-06-01206101841019110.3390/molecules200610184molecules200610184A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine ScutellarinWei Zhang0Ze-Xi Dong1Ting Gu2Nian-Guang Li3Peng-Xuan Zhang4Wen-Yu Wu5Shao-Peng Yu6Yu-Ping Tang7Jian-Ping Yang8Zhi-Hao Shi9National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaNational and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaNational and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaNational and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaNational and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaNational and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaNational and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaNational and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaNational and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaDepartment of Organic Chemistry, China Pharmaceutical University, Nanjing 211198, ChinaIn this paper, a new and efficient synthesis of 6-O-methylscutellarein (3), the major metabolite of the natural medicine scutellarin, is reported. Two hydroxyl groups at C-4′ and C-7 in 2 were selectively protected by chloromethyl methyl ether after the reaction conditions were optimized, then 6-O-methyl-scutellarein (3) was produced in high yield after methylation of the hydroxyl group at C-6 and subsequent deprotection of the two methyl ether groups.http://www.mdpi.com/1420-3049/20/6/10184scutellarinscutellarein6-O-methylscutellareinmetabolitesynthesis |
| spellingShingle | Wei Zhang Ze-Xi Dong Ting Gu Nian-Guang Li Peng-Xuan Zhang Wen-Yu Wu Shao-Peng Yu Yu-Ping Tang Jian-Ping Yang Zhi-Hao Shi A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin Molecules scutellarin scutellarein 6-O-methylscutellarein metabolite synthesis |
| title | A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin |
| title_full | A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin |
| title_fullStr | A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin |
| title_full_unstemmed | A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin |
| title_short | A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin |
| title_sort | new and efficient synthesis of 6 o methylscutellarein the major metabolite of the natural medicine scutellarin |
| topic | scutellarin scutellarein 6-O-methylscutellarein metabolite synthesis |
| url | http://www.mdpi.com/1420-3049/20/6/10184 |
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