( 20R)-孕甾-5-烯-20-( 2-甲氧基苯甲酸酯)类化合物的合成及抗肿瘤活性

Starting from pregnenolone, ester chains with different structures were introduced at the 3 - hydroxyl position through esterification reactions, and then the 20 - carbonyl group was structurally modified. Ten (20R)-pregn-5-ene-20-(2-methoxybenzoate) compounds were synthesized and their structures were characterized by IR, NMR and HR - MS, etc. The proliferative growth inhibitory activities of these compounds and the corresponding intermediates against human cervical cancer cells (HeLa), human lung cancer cells (A549), human thyroid cancer cells (TPC - 1), human nasopharyngeal cancer cells (CNE - 2) and human normal renal epithelial cells (HEK - 293T) were tested in vitro by the thiazolyl blue tetrazolium bromide (MTT) method. The results showed that the intermediates 2d and 3d had significant inhibitory effects on A549, with IC₅₀ reaching 7.9 and 10.3 μmol/L, and they were non - toxic to HEK - 293T cells.

从孕烯醇酮出发,通过酯化反应在3-位羟基上引入不同结构酯链,再对20-位羰基进行结构修饰,合成了10个( 20R)-孕甾-5-烯-20-( 2-甲氧基苯甲酸酯)类化合物,并通过IR、NMR及HR-MS等进行结构表征。通过噻吩蓝比色( MTT)法体外测试了这些化合物及相应的中间体对人宫颈癌细胞( HeLa) 、人肺癌细胞( A549) 、人甲状腺癌细胞( TPC-1) 、人鼻炎癌细胞( CNE-2)以及人正常肾上皮细胞( HEK-293T)的增殖生长抑制活性,结果显示,中间体2d和3d对A549的抑制效果显著, IC_(50)达到了7.9和10.3 μmol /L,其对HEK-293T细胞无毒性。