Synthesis,Crystal Structure and Its Application in Living Cells Imaging of Benz(c)acridine-1,2,3-triazole Derivatives  

作　　者：YAN Zhen-Shuo KANG Yan-Hui CHEN Yang-Ling HUO Li-Ni 

机构地区：[1]Guangxi University of Chinese Medicine,Nanning 530001,China [2]Hebei University of Engineering,Handan 056038,China

出　　处：《Chinese Journal of Structural Chemistry》2021年第10期1309-1316,共8页结构化学（英文）

基　　金：Supported by the National Natural Science Foundation of China(No.22067001);Natural Science Foundation of Guangxi Province(No.2018GXNSFAA281189);Graduate Education Innovation Project of Guangxi University of Chinese Medicine(No.YCSY20190027);the Guangxi Key Laboratory of Zhuang and Yao Ethnic Medicine((2013)No.20);Collaborative Innovation Center of Zhuang and Yao Ethnic Medicine((2014)No.32);Guangxi Key Discipline Zhuang Pharmacology((2013)No.16);First-class Discipline in Guangxi of traditional Chinese Pharmacology(Direction of Ethnic Medicine)((2018)No.12)。

摘　　要：A highly selective iron ions fluorescent probe based on the benz(c)acridine-1,2,3-triazole derivatives was produced by multi-step reactions. 1-(7-Benz[c]acridinyl)-4-(4-methylphenyl)-1,2,3-triazole(4 a), C_(26)H_(18)N_(4), was structurally determined by single-crystal X-ray diffraction. It crystallizes in the trigonal system, space group R-3 with a = 36.230(10), b = 36.230(10), c = 7.993(3)Å, β = 90°, V = 9086(6)Å^(3), Z = 18, D_(c)= 1.271 g/cm^(3), F(000) = 3636, μ = 0.602 mm^(-1), the final R = 0.0865 and wR = 0.1619 for 3951 observed reflections(I > 2σ(I)). X-ray analysis indicated that all four rings of benz(c)acridine are in the same plane, and the 1,2,3-triazole ring and the corresponding linked benzene(C(1)–C(6)–C(7)–C(8)–C(9)–N(1)) are approximately perpendicular with a dihedral angle of 106.5°. The crystal packing of the compound was stabilized by two weak interactions between C(11)–H(10)…N(4) and C(18)–H(18)…N(1). In fluorescence spectra studies, compound 4 c was exhibited good selectivity and sensitivity towards iron ions in DMSO: mops buffer solution. Furthermore, 4 c was successfully used for imaging iron ions in living He La cervical cancer cells.

关 键 词：benz(c)acridine-1 2 3-triazole crystal structure fluorescent probe iron ions 

分 类 号：Q2-33[生物学—细胞生物学] O657.3[理学—分析化学]