Facile synthesis of tetrahydroprotoberberine and protoberberine alkaloids from protopines and study on their antibacterial activities

被引：50

作者：

Cheng, Pi ^{[1
,2
]}

Wang, Bin ^{[3
]}

Liu, Xiubin ^{[1
]}

Liu, Wei ^{[1
]}

Kang, Weisong ^{[3
]}

Zhou, Jie ^{[3
]}

Zeng, Jianguo ^{[1
,2
,3
]}

机构：

[1] Hunan Agr Univ, Prestate Key Lab Germplasm Innovat & Utilizat Cro, Changsha 410128, Hunan, Peoples R China

[2] Hunan Agr Univ, Natl Res Ctr Engn Technol Utilizat Funct Ingredie, Changsha 410128, Hunan, Peoples R China

[3] Hunan Univ Chinese Med, Sch Pharmaceut, Changsha 410208, Hunan, Peoples R China

来源：

NATURAL PRODUCT RESEARCH | 2014年 / 28卷 / 07期

关键词：

protopines; synthesis; antibacterial activities; isoquinoline alkaloids;

D O I：

10.1080/14786419.2013.867344

中图分类号：

O69 [应用化学];

学科分类号：

070301 [无机化学];

摘要：

A series of isoquinoline alkaloids including tetrahydroprotoberberines, N-methyl tetrahydroprotoberberines and protoberberines were facile synthesised with protopines as the starting material. All compounds were evaluated for their antibacterial activities against four pathogenic bacteria Escherichia coli, Staphyloccocus aureus, Staphylococcus gallinarum and Salmonella choleraesuis. Experimental results indicated that protoberberines were the most active compounds to the target bacteria among the tested alkaloids. It was suggested that planar molecule with high aromatisation level (e.g. coptisine 5 and berberine 6) or a positive charge of the molecules (e.g. N-methyl tetrahydroprotoberberines 11 and 12) had a positive influence on the antibacterial effects.

引用

页码：413 / 419

页数：7

共 12 条

[1]

Antimicrobial activity of berberine -: A constituent of Mahonia aquifolium [J].