论文部分内容阅读
目的:合成槲皮素-3-O-乙酸苯佐卡因,并测定其抗肿瘤活性。方法:以芦丁为原料,利用苄基选择性保护羟基,脱去芦丁糖,再经Williamson反应及脱苄基,合成了槲皮素-3-O-乙酸苯佐卡因。结果:收率72.5%。经1H NMR、13C NMR及MS显示,与目标化合物相吻合。用MTT法检测目标化合物对肿瘤细胞增殖的抑制作用,结果显示:目标化合物对EC109的抑制作用(IC50=10.25μmol/L)明显优于母药槲皮素(IC50=31.884μmol/L),和5-FU(IC50=41.738μmol/L);其对EC9706及B16-F10两种肿瘤细胞的抑制作用也均强于母药槲皮素。结论:槲皮素-3-O-乙酸苯佐卡因较槲皮素和5-FU具有更强的细胞增殖抑制活性。
OBJECTIVE: To synthesize benzocaine quercetin -3-O-acetate and determine its anti-tumor activity. Methods: Rutin was used as starting material to selectively protect hydroxy group with benzyl group and remove rutin. Then the quercetin-3-O-acetyl-acetic acid benzocaine was synthesized by Williamson reaction and debenzylation. Results: Yield 72.5%. 1H NMR, 13C NMR and MS showed that the target compound. The inhibitory effect of the target compound on the proliferation of tumor cells was detected by MTT assay. The results showed that the inhibitory effect of the target compound on EC109 (IC50 = 10.25μmol / L) was significantly better than that of the parent drug quercetin (IC50 = 31.884μmol / L) 5-FU (IC50 = 41.738μmol / L). The inhibitory effect of 5-FU on both EC9706 and B16-F10 tumor cells was also stronger than that of quercetin. CONCLUSION: Quercetin-3-O-benzoate benzocaine has stronger cell proliferation inhibitory activity than quercetin and 5-FU.