由色胺酮合成卤代Phaitanthrin A及其对DNA的切割作用

doi:10.16333/j.1001-6880.2017.3.012

天然产物研究与开发 ›› 2017, Vol. 29 ›› Issue (3): 431-434.doi: 10.16333/j.1001-6880.2017.3.012

由色胺酮合成卤代Phaitanthrin A及其对DNA的切割作用

顾运琼1,2，申文英1，郭雪梅1，黄国保1，罗志辉1，谭明雄1,2*

1 玉林师范学院广西农产资源化学与深度利用重点实验室（培育基地），玉林 537000；2广西师范大学药用资源化学与药物分子工程省部共建国家重点实验室，桂林 541004

出版日期:2017-03-31 发布日期:2017-04-06

Synthesis and DNA-Cleavage Activities of Halogenated Phaitanthrin A Based on Tryptanthrin

GU Yun-qiong1,2,SHEN Wen-ying1,GUO Xue-mei1,HUANG Guo-bao1,LUO Zhi-hui1,TAN Ming-xiong1,2*

1 Guangxi Key Laboratory for Agricultural Resources Chemistry and Efficient Utilization(Cultivation Base), Yulin Normal University,Yulin 537000,China,2The State Key Laboratory for the Chemistry and Molecular Engineering  of Medicinal Resources,Guangxi Normal University,Guilin 541004,China

Online:2017-03-31 Published:2017-04-06

摘要/Abstract

摘要： 色胺酮（Tryptanthrin）和Phaitanthrin A是药用植物马蓝（Strobilanthes cusia）、蓼蓝（Polygonum tinetorium L.）、菘蓝（Isatis tinctoria L.）的生物碱有效成分。本文以卤代色胺酮：8-溴色胺酮（1）和8-碘色胺酮（2）为底物，在溶剂热条件下，一步合成8-Br-Phaitanthrin A（3）和8-I-Phaitanthrin A（4），通过¹H NMR、¹³C NMR及X射线单晶衍射方法确定化合物3、4的结构和手性构型。光谱法和凝胶电泳法研究表明，两个卤代Phaitanthrin A均对DNA具有较强的切割作用。

关键词: 色胺酮, Phaitanthrin A, DNA切割

Abstract: Tryptanthrin and phaitanthrin A are active alkaloids derived from Strobilanthes cusia, Polygonum tinetorium L.,and Isatis tinctoria L.In this study,halogenated tryptanthrin of 8-bromo-tryptanthrin(1) and 8-iodine tryptanthrin(2) were used as substrate to synthesize 8-Br-Phaitanthrin A(3) and 8-I-Phaitanthrin A(4) under solvothermal conditions.The structures and chiral configuration of the synthesized compounds were determined by ¹H NMR, ¹³CNMR and X-ray diffraction.Spectroscopy and gel electrophoresis had shown that compounds 3 and 4 had a strong cleavage action towards DNA.

Key words: tryptanthrin, phaitanthrin A, DNA cleavage

中图分类号:

R73-74

顾运琼1,2，申文英1，郭雪梅1，黄国保1，罗志辉1，谭明雄1,2*. 由色胺酮合成卤代Phaitanthrin A及其对DNA的切割作用[J]. 天然产物研究与开发, 2017, 29(3): 431-434.

GU Yun-qiong1,2,SHEN Wen-ying1,GUO Xue-mei1,HUANG Guo-bao1,LUO Zhi-hui1,TAN Ming-xiong1,2*. Synthesis and DNA-Cleavage Activities of Halogenated Phaitanthrin A Based on Tryptanthrin[J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2017, 29(3): 431-434.

[1]	廖维, 宋娇, 韩丽, 张定堃. 天然产物色胺酮的研究进展[J]. 天然产物研究与开发, 2023, 35(11): 2003-2013.
[2]	顾运琼1,2，钟益宁3，申文英1，石铭燕1，谭明雄1,2*. 色胺酮卤代衍生物的合成、抗肿瘤活性及其与G-四链体DNA相互作用研究[J]. 天然产物研究与开发, 2016, 28(8): 1300-1304.

由色胺酮合成卤代Phaitanthrin A及其对DNA的切割作用

Synthesis and DNA-Cleavage Activities of Halogenated Phaitanthrin A Based on Tryptanthrin

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