Synthesis,Cytotoxicity and G-quadruplex DNA -Binding Effect of Tryptanthrin Halogenated Derivatives

doi:10.16333/j.1001-6880.2016.8.023

NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2016, Vol. 28 ›› Issue (8): 1300-1304. doi: 10.16333/j.1001-6880.2016.8.023

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Synthesis,Cytotoxicity and G-quadruplex DNA -Binding Effect of Tryptanthrin Halogenated Derivatives

GU Yun-qiong1,2,ZHONG Yi-ning3,SHEN Wen-ying1,SHI Ming-yan1,TAN Ming-xiong1,2*

1T he Key Laboratory Cultivate Base of Guangxi for Agricultural Resources Chemistry and Efficient  Utilization,Yulin Normal University,Yulin 537000,China;2 The Key Laboratory for the Chemistry and  Molecular Engineering of Medicinal Resources,Guangxi Normal University,Guilin 541004,China;3College of Pharmacy of Guangxi University of Chinese Medicine,Nanning 530299,China

Online:2016-08-30 Published:2017-01-17

Abstract

Abstract: Tryptanthrin is a type of important natural quinazolineindole alkaloids.In this study,the synthesis,anti-tumor activities and G-quadruplex DNA binding effect of 2,8-dibromo-tryptanthrins (Br-Try),8-indo-tryptanthrin (I-Try) were investigated.The in vitro anti-tumor activities against 4 tumor cell lines BEL7404, HepG2,NCI-H460,T-24 and HL-7702 showed that both Br-Try and I-Try exhibited stronger anti-tumor activity than tryptanthrin and cis-platium against certain cell lines.Br-Try exhibited better activities than cis-platium and Try against BEL-7404,NCI-H460 and T-24 with IC50 values of 7.08-9.68 μM.While,I-Try only inhibited against HepG2 with IC50 value of 15.78±0.33 μM.Spectroscopic experiments showed that the three compounds had stabilizing effect on Gquadruplex HTG21 DNA,in which Br-Try showed the strongest effect.

Key words: tryptanthrin, halogenated derivatives, anti-tumor activity, G-quadruplex DNA

CLC Number:

R73-74

GU Yun-qiong1,2,ZHONG Yi-ning3,SHEN Wen-ying1,SHI Ming-yan1,TAN Ming-xiong1,2*. Synthesis,Cytotoxicity and G-quadruplex DNA -Binding Effect of Tryptanthrin Halogenated Derivatives[J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2016, 28(8): 1300-1304.

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Synthesis,Cytotoxicity and G-quadruplex DNA -Binding Effect of Tryptanthrin Halogenated Derivatives

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