双大环多胺Zn(Ⅱ)配合物及其与DNA作用的溴乙锭荧光探针

摘要/Abstract

摘要：

以1，4，7，10-四氮杂环十二烷(Cyclen)为原料合成的一种新型双大环多胺配体及其双核Zn2+配合物，其结构用1H NMR、质谱和元素分析等测试技术进行了表征。以溴乙锭(EB)为探针，用荧光光谱法研究了双环多胺配体及其Zn(Ⅱ)配合物与小牛胸腺DNA的作用,当cComplex 6/cDNA=0.51时，DNA/EB体系的荧光强度降低至原来的47.3%，表明双大环配合物是以嵌入方式与小牛胸腺DNA结合。化合物对DNA/EB体系的荧光猝灭顺序为：双大环多胺双核Zn(Ⅱ)配合物＞双大环多胺配体＞四氮杂环多胺Zn(Ⅱ)配合物＞四氮杂环多胺。

关键词: 双大环多胺, Zn(Ⅱ)配合物, 合成, 小牛胸腺DNA, 荧光

Abstract:

A novel dinuclear macrocyclic polyamine Zn(Ⅱ) complex was synthesized from 1,4,7,10-tetraazacyclododecane, the structures of the compounds were characterized by 1H NMR, MS and elemental analysis. The interactions between calf thymus(CT) DNA and these compounds were investigated by fluorometric detection. The fluorescence intensity of the DNA/EB system was decreased to 47.3% of that of the initial system at c(complex 6)/c(DNA)=0.51, which indicates that the dinuclear complex was inserted into the CT DNA. The order of fluorescence quenching values of the DNA/EB systems by these ompounds:dinuclear macrocyclic polyamine Zn(Ⅱ) complexd＞dinuclear macrocyclic polyamine ligand＞CyclenZn(Ⅱ) complex＞Cyclen.

Key words: dinuclear macrocyclic polyamine，Zn(Ⅱ) complex，synthesis，CT DNA，fluorescence

中图分类号:

0621.2

李硕, 周成合, 陈稼轩, 向清祥. 双大环多胺Zn(Ⅱ)配合物及其与DNA作用的溴乙锭荧光探针[J]. 应用化学, 2009, 26(12): 1461-1465.

LI Shuo1,2, ZHOU Cheng-He1, CHEN Jia-Xuan2, XIANG Qing-Xiang2*. EB Fluorescence Probe on the Interaction between Dinuclear Macrocyclic Polyamine Zn(Ⅱ) Complex and DNA[J]. Chinese Journal of Applied Chemistry, 2009, 26(12): 1461-1465.

参考文献

[1] XIANG Qing-Xiang( 向清祥 )，YU Xiao-Qi( 余孝其 )，YOU Jin-Song( 游劲松 )，YAN Qian-Shun( 闫乾顺 )，Xie Ru-Gang( 谢如刚 ). Chem Res Appl ( 化学研究与应用 ) [ J ] ,1999 ,11(1) :1

[2]Trawick B N, Daniher A T, Bashkin J K. Chem Rev[ J ] ,1998 ,98:939

[3]XIANG Qing-Xiang( 向清祥 )，YOU Jin-Song( 游劲松 )，LIU Yi( 刘羿 )，YU Xiao-Qi( 余孝其 )，Xie Ru-Gang( 谢如刚 ). Chinese J Org Chem ( 有机化学 ) [ J ] ,2001 ,21:557

[4]WANG Xiao-Yong( 王晓勇 )，TAN Ren-Xing( 谭仁祥 )，GUO Zi-Jian( 郭子建 ). Chinese J Org Chem( 有机化学 ) [ J ] ,2003 ,23:129

[5]Xiang Q X, Zhang J, Liu P Y, Xia C Q, Zhou Z Y, Xie R G, Yu X Q. J Inorg Biochem[ J ] ,2005 ,99:1661

[6]Shiraishi Y, Kohno Y, Hirai T. Ind Eng Chem Res[ J ] ,2005 ,44:847

[7]Aoki S, Zulkefeli M, Shiro M, Kohsako M, Takeda K, Kimura E. J Am Chem Soc[ J ] ,2005 ,127:9129

[8]Li Q L, Huang J, Wang Q, Jiang N, Xia C Q, Lin H H, Wu J, Yu X Q. Bioorg Med Chem[ J ] ,2006 ,14:4151

[9]Micheal S, Kristina W, Stefan A, Barbara M, Burkhard K. InorgChem[ J ] ,2007 ,46(10):4336.

[10]XIANG Qing-Xiang(向清祥). Doctoral Dissertation( [ 博士学位论文 ] ). Chengdu( 成都 ):Sichuan University( 四川大学 ),2002

[11]Snodin M D, Beer P D, Drew M G B. J Chem Soc Dalton Trans[ J ] ,1997:3407

[12]Yoo C E, Chae P S, Suh J, Kim J E, Jeong E J. J Am Chem Soc[ J ] ,2003 ,125:l4580

[13] Jeon J W, Son S J, Suh J. Org Lett[ J ] ,2002 ,4:4155

[14] Fang Y G, Zhang J, Chen S Y, Jiang N, Lin H H, Zhang Y, Yu X Q. Bioorg Med Chem[ J ] ,2007 ,15:696

[15] Xiang Qing-Xiang( 向清祥 )，Xia Chuan-Qin( 夏传琴 )，Yu Xiao-Qi( 余孝其 )，Zhang Li-Qun( 张丽群 )，Xie Ru-Gang( 谢如刚 ). Chinese J Org Chem ( 有机化学 ) [ J ] ,2004 ,24:981

[16]Xiang Q X, Yu X Q, Wu J, Xia C J, Xie R G. Chin J Chem[ J ] ,2003 ,21(7):910

[17] Peng W, liu P Y, Jiang N, Lin H H, Zhang G L, Liu Y, Yu X Q. Bioorg Chem[ J ] ,2005 ,33:374

[18]Kimura E, Aoki S, Koike T, Shiro M. J Am Chem Soc[ J ] ,1997 ,119:3068

[19]Fei W, John R. Macromole[ J ] ,1990 ,23(13):3219

[20]Ye Yong( 叶勇 )，Hu Ji-Ming( 胡继明 )，Zeng Yun-E( 曾云鹗 )，Yan Zheng-Huan( 严振寰 )，Chen Jian( 陈建). Chinese J Inorg Chem ( 无机化学学报) [ J ] ,1998 ,14 (1):84

[21]Yang Wei-Chun( 杨炜春 )，Liu Wei-Ping( 刘维屏 )，Fang Zhao-Hua( 方肇华 )，Tong Shang-Lun( 童裳伦 ). Zhejiang Univ Sci Edition ( 浙江大学学报理学版) [ J ] ,2002 ,29:542

[22]Xiang Qing-Xiang( 向清祥 )，Chen Jia-Xuan( 陈稼轩 )，Yang Xian-Rong( 杨孝容 )，Cai Xian-Rong( 蔡显荣 )，Xiong Jun-Ru( 熊俊如 ). Chinese J Org Chem( 有机化学 ) [J] ,2008 ,28:1223