色胺酮及其衍生物的合成工艺及抑制肿瘤细胞增殖的研究

Handy synthesis of tryptanthrin derivatives and evaluation of their inhibitory effects on tumor-cell proliferation

对色胺酮的合成工艺进行较为深入的研究,得出最佳合成工艺条件:以吲哚醌和靛红酸酐为原料,在三乙胺作用下,在氯仿中回流3.0 h,乙醇洗涤3次,得到色胺酮纯品.此方法产率高(93.1%),产品纯度好(99.9%),后处理方便.用此方法合成出了14个色胺酮衍生物,5个未见报道。采用MTT法检测合成的色胺酮衍生物对A549,HCT116及PC12肿瘤细胞增殖的影响,结果发现所合成的化合物对3种肿瘤细胞均有较好的抑制增值的作用。其中,8-硝基色胺酮和8,7/9-二氯色胺酮对A549具有较好的抑制活性IC50分别为:1.35,0.99μmol/L,表明此类化合物具有潜在的抗肿瘤活性。

An efficient economic process for preparation of tryptanthrin has been developed by employing Et 3N as a base in CHCl 3 refluxing 3.0 h from isatoic anhydride and isatin in yield of 93.1%,and the product purity is high(99.9%),post-treatment is convenient.Fourteen tryptanthrin derivatives(tryptanthrins)were synthesized by this method,and five of them were not reported.Inhibitory effect of synthetic tryptanthrins on the proliferation of A549,HCT116 and PC12 tumor cells was detected by MTT assay.Among the synthesized derivatives,the 8-NO 2 tryptanthrin and 8,9-2Cl tryptanthrin displayed potent antiproliferative activity against A549 with IC 50 values of 1.35μmol/L and 0.99μmol/L,indicating that these compounds have potential antitumor activity.