摘要
通过两步简单的合成反应,制备了锌的配体化合物(ZSC).并将其与不同构型的G-四联体作用,发现其可以很好的选择性荧光打开检测G-四联体.通过荧光,圆二色谱(CD)等实验的深入研究,表明这个化合物兼具诱导、稳定和荧光打开检测G-四联体的优点.这是第一次报道既可以诱导稳定G-四联体,又可以进行荧光打开检测定量分析G-四联体的锌的salen配体复合物.此外,这个化学试剂还可以将Z型G-四联体转变成平行的G-四联体.这是一个针对G-四联体的选择性的、敏感的和拓扑特异性的探针.这个探针与不同G-四联体的序列之间的相互作用的研究,展示了它可能作为一种抗癌药物的潜力,并且,有望将其用于基于G-四联体的检测方法检测其他生物物质的领域.
G-quadruplexes play vital roles in telomere maintenance and other biological systems. An effective G-quadruplexes stabilizer can be a promising medicine for cancer therapy. Here, a Zinc（II） with salen derivatives as ligands （ZSC） has been prepared through two simple steps syntheses. 2,4-Dihydroxybenzaldehyde （1 equiv.）, 1-（2-chloroethyl）pyrrolidine hydrochloride （1 equiv.） and potassium carbonate （2 equiv.） were dissolved in 150 mL acetone. After reflux for 20 b in Ar atmosphere and purification, the product 2-hydroxy-4-（2-（pyrrolidin-l-yl）ethoxy）benzaldehyde was obtained to yield 3.24 g （68.8%） as a pale solid. For the other step, 2-hydroxy-4-（2-（pyrrolidin-1-yl）ethoxy）benzaldehyde （2 equiv.） and diaminomaleonitrile （1 equiv.） were dissolved into l0 mL methanol. After 20 min stirring at 60℃ in dark atmosphere, the Zinc acetate dehydrate （l equiv.） was added in the solution for further 2 h reaction time. The final product Zinc（II）-salen Complex （ZSC） was purified to yield 245 mg （67.7%） as a red powder. The fluorescence, CD spectra are re- ported, giving insight into the intrinsic properties of the compound. The Zinc（II）-salen Complex could simply discriminate G-quadruplex from other DNA conformations such as hairpin, double-stranded DNA and single-stranded DNA by using flu- orescence spectra. To the best of our knowledge, ZSC is the first Zinc（Ⅱ）-salen Complex bearing features of inducing, stabi- lizing, fluorescence-based switch-on detecting G-quadruplex. In addition, ZSC can also change the Z G-quadruplex to paral- lel G-quadruplex. Such a sensitive and topology-specific probe is able to light up G-quadruplexes and gain an excellently quantitative detection of DNA bearing G-quadruplexes sequences. The detailed study of the interactions of ZSC with different topology DNAs has allowed us to build the most vital features that Zinc（Ⅱ）-salen Complex can be a potential anticancer drug and in application to other bioanalytes. In the
作者
王雅芬
张雄
刘朝兴
周翔
Wang Yafen Zhang Xiong Liu Chaoxing Zhou Xiang(College of Chemistry and Molecular Sciences, Key Laboratory of Biomedical Polymers of Ministry of Education, The Insti- tute for Advanced Studies, Hubei Province Key Laboratory of Allergy and Immunology, Wuhan University, Wuhan 43007)
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
2017年第7期692-698,共7页
Acta Chimica Sinica
基金
国家自然科学基金(Nos.21432008
91413109
21672165 and 21672167)资助~~
关键词
锌配体
选择性
G-四联体
荧光
稳定性
Zinc（Ⅱ）-salen complex
selectivity
G-quadruplex
fluorescence
stability
