A new and practical synthetic method for the synthesis of 6-O-methyl-scutellarein: one metabolite of scutellarin in vivo

Int J Mol Sci. 2015 Apr 3;16(4):7587-94. doi: 10.3390/ijms16047587.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Apigenin / chemistry*
  • Apigenin / metabolism
  • Flavones / chemical synthesis*
  • Flavonoids / chemical synthesis*
  • Molecular Structure

Substances

  • 6-O-methylscutellarein
  • Flavones
  • Flavonoids
  • Apigenin
  • scutellarein