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3,4-二-O-甲基-D-甘露醇的合成及其抗肿瘤活性的研究
Synthesis and antibacterial activities of 3,4-di-O-methyl-D-mannitol
【摘要】 以D 甘露醇为原料,先与丙酮缩合合成1,2,5,6 二 O 异亚丙基 D 甘露醇,再对剩下的3,4位上的羟基进行甲醚化,同时脱去异亚丙基保护基团,经两步反应合成了目标化合物3,4 二 O 甲基 D 甘露醇,产率约60%。抗肿瘤活性表明IC50(宫颈癌细胞样)为4 5μg/mL,IC50(口腔表皮样癌细胞样)为10μg/mL。
【Abstract】 D-mannitol extracted from seaweed was used as crude materials,after being acetalated with acetone,hydroxyls of C-1,C-2,C-5 and C-6 were protected.Then hydroxyls of C-3 and C-4 were respectively etherealized with methyl iodide.Finally,isopropylidenes were deprotected and hydroxyls of C-1,C-2,C-5 and C-6 were returned.After two steps reaction,title compound,3,4-di-O-methyl-D-mannitol was prepared.Its total productivity is 43.32~50.92% and its melting point is 148~150℃.By analyzing datum from IR,Element analysis,()1H-NMR,()13C-NMR and ESI-MS,structures of intermedium and title compound were confirmed to be same as their molecular formulas.In addition,the vitro antitumor effects of title compound were investigated,which showed that the inhibition rates on the tumor cells were directly proportional to its concentrations.However,at the same concentration,the antitumor effects of 3,4-di-O-methyl-D-mannitol on tumor cells KB and Hela were obviously better than that on cell HL-7702,and there existed some proportional relationship between effects and dosages.
- 【文献出处】 化学研究与应用 ,Chemical Research and Application , 编辑部邮箱 ,2004年06期
- 【分类号】O621;R730.4
- 【被引频次】3
- 【下载频次】136