A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin
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
Affiliations
Wei Zhang
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Ze-Xi Dong
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Ting Gu
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Nian-Guang Li
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Peng-Xuan Zhang
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Wen-Yu Wu
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Shao-Peng Yu
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Yu-Ping Tang
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Jian-Ping Yang
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
Zhi-Hao Shi
Department of Organic Chemistry, China Pharmaceutical University, Nanjing 211198, China
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.