桦木醇丁二酸酯氨基酸叔丁酯的合成及对肝癌细胞增殖和凋亡的影响
Syntheses of Tert-butyl Esters of 3,28-Di-o-succinyl-aminoacyl-betulin and Their Effects on the Proliferation and Apoptosis of HepG-2
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摘要: 以桦木醇为原料合成了桦木醇丁二酸酯甘氨酸叔丁酯(桦甘酯)和桦木醇丁二酸酯丙氨酸叔丁酯(桦丙酯),采用1H NMR和MS确证了化合物的结构。用噻唑兰(MTT)比色法,对桦甘酯和桦丙酯进行了对HepG-2(肝癌细胞)活性分析。结果表明:桦甘酯和桦丙酯对HepG-2有专一促其凋亡的作用,其凋亡作用呈时间和浓度依赖。作用72 h后,半数抑制浓度(IC50)值分别为15.33和17.01 μmol/L。桦甘酯和桦丙酯的IC50值与桦木醇的IC50值相比明显降低;对HepG-2细胞桦甘酯的IC50值约为桦木醇IC50值的1/6;桦丙酯的IC50值约为桦木醇IC50值的1/5,由此说明,桦甘酯和桦丙酯在抑制肿瘤细胞生长的活性方面明显优于桦木醇。Abstract: Tert-butyl ester of 3,28-di-o-succinyl-alanylamino-betulin(SAB) and tert-butyl ester of 3,28-di-o-succinyl-glycylamino-betulin(SGB) were synthesized from betulin. The structure of the products were identified by 1H NMR and MS. In order to study the effects of betulin derivatives on inhibiting tumor cells, using MTT assay, the SAB and SGB carried out on the HepG-2(Human Hepatocellular carcinoma cells) activity analysis. The results showed that SAB and SGB were specific to promote their apoptosis of HepG-2. The apoptosis was time and concentration dependent. Effect after 72 h ,IC50 were 15.33 μmol/L and 17.01 μmol/L. IC50 of SAB and SGB was significantly lower than IC50 of betulin. On HepG-2 cells, the IC50 of SAB is about 1/6 of the IC50 of betulin; The IC50 of SGB is about 1/5 of the IC50 of betulin. The results showed that SAB and SGB's anti-tumor activity was better than betulin.
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