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以3-溴-5-甲氧基-2(5H)-呋喃酮和伯胺为原料,在均相中用三乙胺作碱性催化剂,可以得到一对非对映异构体(1Z,4E,5Z)-6-N-烷基-6-氮杂-2-氧代-3-氧杂-4-甲氧基-双环[3.1.0]己烷(4)和(1Z,4Z,5Z)-6-N-烷基-6-氮杂-2-氧代-3-氧杂-4-甲氧基-双环[3.1.0]己烷(5).目标分子4和5经IR,1HNMR,13CNMR,EIMS进行了表征,并做了结肠癌细胞(HCT-8)、肝癌细胞(BEL-7402)、人胃癌细胞(BGC-823)、肺腺癌细胞(A549)和人卵巢癌细胞(A2780)的抗癌活性实验,其中5c和5d对HCT-8,BGC-823,A549和A2780等癌细胞有一定的抑制作用.此研究结果不仅丰富了该领域研究的理论基础,而且对某些新型药物的研制具有一定的指导意义.
Using 3-bromo-5-methoxy-2 (5H) -furanone and primary amine as starting materials and triethylamine as basic catalyst in the homogeneous phase, a pair of diastereoisomers (1Z, 4E, 5Z) -6-N-alkyl-6-aza-2-oxo-3-oxa-4-methoxy-bicyclo [3.1.0] hexane (4) and (1Z, 5Z) -6-N-alkyl-6-aza-2-oxo-3-oxa-4-methoxy-bicyclo [3.1.0] hexane (5) , 1HNMR, 13CNMR and EIMS were used to characterize the tumor cells. Colon cancer cells (HCT-8), liver cancer cells (BEL-7402), human gastric cancer cells (BGC-823), lung adenocarcinoma cells (A549) and human ovarian cancer (A2780), of which 5c and 5d had certain inhibitory effects on the cancer cells such as HCT-8, BGC-823, A549 and A2780.The results of this study not only enriched the theoretical basis of the research in this field, The development of some new drugs has some guiding significance.