Synthesis and human telomeric G-quadruplex DNA-binding activity of glucosaminosides of shikonin/alkannin

被引：31
|
作者：
He, Hao [2 ]
Bai, Li-Ping [1 ,2 ]
Jiang, Zhi-Hong [1 ,2 ]
机构：
[1] Macau Univ Sci & Technol, State Key Lab Qual Res Chinese Med, Macau Inst Appl Res Med & Hlth, Macao, Peoples R China
[2] Hong Kong Baptist Univ, Sch Chinese Med, Kowloon, Hong Kong, Peoples R China
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2012年 / 22卷 / 04期
关键词：
Shikonin; Alkannin; Telomeric; G-quadruplex; Glycosylation; IONIZATION MASS-SPECTROMETRY; DOUBLE-STRANDED DNA; BERBERINE DIMERS; SHIKONIN; INHIBITION; DERIVATIVES; AFFINITIES; INDUCTION; COMPLEXES; CANCER;
D O I：
10.1016/j.bmcl.2011.12.143
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The N-acetyl glucosaminosides of shikonin/alkannin were synthesized by chemical glycosylation, which provided an ideal approach to resolve the mixture of enantiomeric shikonin and alkannin co-existed in the Chinese herbs. The glycosylated shikonin and alkannin exhibited stronger binding activity to human telomeric G-quadruplex DNA than their parent structures. This research indicated that glycosylation of natural product with amino sugars is an effective strategy to improve their DNA-binding affinity. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1582 / 1586
页数：5
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