A New and Practical Synthetic Method for the Synthesis of 6-O-Methyl-scutellarein: One Metabolite of Scutellarin in Vivo

• Main Authors: Hang Lin, Wei Zhang, Ze-Xi Dong, Ting Gu, Nian-Guang Li, Zhi-Hao Shi, Jun Kai, Cheng Qu, Guan-Xiong Shang, Yu-Ping Tang, Fang Fang, He-Min Li, Jian-Ping Yang, Jin-Ao Duan
• Format: Article
• Language: English
• Published: MDPI AG 2015-04-01
• Series: International Journal of Molecular Sciences
• Subjects: 6-O-methyl-scutellarein; scutellarin; scutellarein; metabolite; synthesis
• Online Access: http://www.mdpi.com/1422-0067/16/4/7587
• ISSN: 1422-0067

Scutellarin (1) has been used for the treatment of angina pectoris, cerebral infarction and coronary heart disease with a large market share in China. Pharmacokinetic studies on scutellarin showed that scutellarin (1) is readily converted into its metabolites in vivo. In this paper, a new and practical synthetic method for the synthesis of 6-O-methyl-scutellarein (3) (one metabolite of scutellarin in vivo) is reported. The benzyl bromide was firstly used to selectively replace the acetyl group at C-7 in 7, and was then used to protect the hydroxy groups at C-4' in 10, 6-O-methyl-scutellarein (3) is obtained in high yield through these methods.