葡萄糖苯丙苷类化合物的合成及其抗肿瘤活性

目的设计合成葡萄糖苯丙苷衍生物，并寻求具有抗肿瘤活性的新化合物。方法四乙酰基溴代葡萄糖与醇经过成苷、脱保护、与苯甲醛缩合3步反应得到目标化合物。以A431（人表皮鳞癌细胞）、A549（人肺腺癌细胞）、7721（人肝癌细胞）3种肿瘤细胞为测试细胞株，采用M1vr法评价了目标化合物的抗肿瘤活性。结果与结论合成了19个糖苷衍生物，其结构均经。H—NMR确证。体外抗肿瘤活性实验表明，4，6-O-亚苄基β－D－吡喃葡萄糖－3－（4－甲氧基苯基）丙苷（1j）显示出较好的抗肿瘤活性。

Synthesis and antitumor activities of 3-phenylpropyl -D-glucopyranosides

Abstract : Aim To synthesize 3-phenylpropyl -D-glucopyranosides and evaluate their antitumor activities. Methods The reaction of tetra-O-acetyl-α-D-glucopyranosyl bromide with 3-phenylpropanol produced tetra-O-acetyl-β-D-glucopyranosides, which were then treated by deacetylation, condensation with benzaldehyde to give the target compounds. Results and conclusions Nineteen glycosides were synthesized, and their structures were confirmed by 1H-NMR. Their antitumor activities were evaluated by MTT method in vitro. Some synthesized 3-phenylpropyl -D-glucopyranosides had moderate inhibitory effects on A431 (human epithelial carcinoma cell line), A549 (human lung adenocarcinoma cell line), 7721 (human hepatoma cell line). Among them, 3-(4-methyoxyphenyl)propyl -4,6-O-benzyylidene--D-glucopyranoside showed good antitumor activity.