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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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Autores principales: Zhang, Wei, Dong, Ze-Xi, Gu, Ting, Li, Nian-Guang, Zhang, Peng-Xuan, Wu, Wen-Yu, Yu, Shao-Peng, Tang, Yu-Ping, Yang, Jian-Ping, Shi, Zhi-Hao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272442/
https://www.ncbi.nlm.nih.gov/pubmed/26042857
http://dx.doi.org/10.3390/molecules200610184
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author Zhang, Wei
Dong, Ze-Xi
Gu, Ting
Li, Nian-Guang
Zhang, Peng-Xuan
Wu, Wen-Yu
Yu, Shao-Peng
Tang, Yu-Ping
Yang, Jian-Ping
Shi, Zhi-Hao
author_facet Zhang, Wei
Dong, Ze-Xi
Gu, Ting
Li, Nian-Guang
Zhang, Peng-Xuan
Wu, Wen-Yu
Yu, Shao-Peng
Tang, Yu-Ping
Yang, Jian-Ping
Shi, Zhi-Hao
author_sort Zhang, Wei
collection PubMed
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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spelling pubmed-62724422018-12-31 A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin Zhang, Wei Dong, Ze-Xi Gu, Ting Li, Nian-Guang Zhang, Peng-Xuan Wu, Wen-Yu Yu, Shao-Peng Tang, Yu-Ping Yang, Jian-Ping Shi, Zhi-Hao Molecules Communication 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. MDPI 2015-06-02 /pmc/articles/PMC6272442/ /pubmed/26042857 http://dx.doi.org/10.3390/molecules200610184 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Zhang, Wei
Dong, Ze-Xi
Gu, Ting
Li, Nian-Guang
Zhang, Peng-Xuan
Wu, Wen-Yu
Yu, Shao-Peng
Tang, Yu-Ping
Yang, Jian-Ping
Shi, Zhi-Hao
A New and Efficient Synthesis of 6-O-Methylscutellarein, the Major Metabolite of the Natural Medicine Scutellarin
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 Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272442/
https://www.ncbi.nlm.nih.gov/pubmed/26042857
http://dx.doi.org/10.3390/molecules200610184
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