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Molecules 2015, 20(6), 10184-10191; doi:10.3390/molecules200610184

A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin

1
National and Local Collaborative Engineering Center of Chinese Medicinal Resources, Industrialization and Formulae Innovative Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China
2
Department of Organic Chemistry, China Pharmaceutical University, Nanjing 211198, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 23 April 2015 / Revised: 28 May 2015 / Accepted: 29 May 2015 / Published: 2 June 2015
(This article belongs to the Section Organic Synthesis)
View Full-Text   |   Download PDF [693 KB, uploaded 2 June 2015]   |  

Abstract

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. View Full-Text
Keywords: scutellarin; scutellarein; 6-O-methylscutellarein; metabolite; synthesis scutellarin; scutellarein; 6-O-methylscutellarein; metabolite; synthesis
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Zhang, W.; Dong, Z.-X.; Gu, T.; Li, N.-G.; Zhang, P.-X.; Wu, W.-Y.; Yu, S.-P.; Tang, Y.-P.; Yang, J.-P.; Shi, Z.-H. A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin. Molecules 2015, 20, 10184-10191.

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