新型含1,3,4-噻二唑基的苯并[4,5]呋喃[3,2-d]嘧啶类化合物的合成及其抗癌活性

Synthesis and Antitumor Activities of Novel Benzo[4,5]furo[3,2-d]pyrimidine Compounds Containing 1,3,4-Thiadiazole Moiety

采用亚活性基团拼接原理,以取代苯胺为起始原料,合成了6个新型含1,3,4-噻二唑基的苯并呋喃嘧啶类化合物(5a^5f),其结构经1H NMR,13C NMR,IR和ESI-MS表征。采用MTT法对5进行了抑制人胃癌细胞MGC-803体外增殖活性测试。结果表明:在用药浓度为10μmol·L-1时,部分化合物对MGC-803细胞具有良好的抑制活性,其中4-[5-N-(2,6-二甲基苯基)-1,3,4-噻二唑-2-巯基]苯并[4,5]呋喃[3,2-d]嘧啶(5b),4-[5-N-(2,5-二甲氧基苯基)-1,3,4-噻二唑-2-巯基]苯并[4,5]呋喃[3,2-d]嘧啶(5c)和4-[5-N-(3-甲氧基苯基)-1,3,4-噻二唑-2-巯基]苯并[4,5]呋喃[3,2-d]嘧啶(5e)的抑制率分别为89.5%,88.9%和70.2%。

On the principle of the reactive group joining together, six novel benzo[ 4,5 ] furan [ 3., 2- d] pyrimidine compounds containing 1,3,4-thiadiazole moiety （5a - 5f） were synthesized from sub- stituted aniline. The structures were characterized by 1H NMR, 13C NMR, IR and ESI-MS. The anti- proliferation bioactivities of 5 were evaluated by MTY method. The results indicated that some target compounds showed good inhibitory bioactivities against human stomach cancer ceils MGC-803 in vitro. Especially, the inhibitory rate of 5- （ benzofuro [ 3,2-d ] pyrimidin-4-yhhio ） -N- （ 2,6-dimethyl- phenyl） -1,3,4-thiadiazol-2-amine （5b）, 5-（ benzofuro [ 3,2-d ] pyrimidin-4-yhhio ） -N-（ 2,5-dime- thoxyphenyl） -1,3,4-thiadiazol-2-amine （ 5c ） and 5-（ benzofuro [ 3,2-d ] pyrimidin-4-yhhio） -N-（ 3- methoxyphenyl） -1,3,4,thiadiazol-2-amine（Se） were 89.5%, 88.9% and 70.2%, respectively, at 10 μmol.L^-1.