二萘并呋喃衍生物的合成及其抗肿瘤活性研究

Synthesis and Cytotoxicity of Dinaphtho[2,1-b:1',2'-d]furan Derivatives

为了研究二萘并呋喃衍生物的构效关系,设计合成了两个系列的二萘[2,1-b:1',2'-d]呋喃衍生物,通过1H NMR、13C NMR、HRMS和IR数据对所有目标化合物进行了结构鉴定.通过噻唑蓝(MTT)法测试了目标化合物的体外抗肿瘤活性,大多数化合物对人肝癌细胞(Hep G2和SMMC-7721)、人宫颈癌细胞(He La细胞)和急性早幼粒细胞白血病细胞(NB4细胞)显示了较强的抗肿瘤活性.其中N^3,N^(11)-二羟基二萘并[2,1-b:1',2'-d]呋喃-3,11-二甲酰胺(13k)对SMMC-7721细胞显示了很强抑制作用,其半数抑制浓度为0.57μmol·L^(-1),远低于阳性对照药5-氟脲嘧定的20.21μmol·L^(-1).

In order to study the structure-activity relationships of dinaphthofuran derivatives, two series of dinaphtho[2,1-b：1＇, 2＇-d]furan derivatives were synthesized. The structures of all compounds were identified by 1 H NMR, （13） C NMR, HRMS and IR spectra. The in vitro antitumor activity of the synthesized derivatives was tested by 3-（4,5-dimethylthiazol-2-yl）-2,5-diphenyl tetrazolium bromide（MTT） assay. Most of them exhibited strong inhibitory activity on human hepatocellular carcinoma cell lines（Hep G2 and SMMC-7721 cells）, uterine cervix cancer Hela cells and acute promyelocytic leukemia NB4 cells. Compound 13 k exhibited significant inhibitory activity against SMMC-7721 cells with IC50 vaue of 0.57 μmol·L^-1, much lower than 20.21 μmol·L^-1 of the positive control 5-Fu.