7-甲基鸟嘌呤的高效合成工艺研究  

Research on the Efficient Synthesis of 7-Methylguanine

作　　者：陆宗焕 黎明杨 张念椿 刘平[1] 张逸伟[1] LU Zong-huan;LI Ming-yang;ZHANG Nian-chun;LIU Ping;ZHANG Yi-wei(School of Materials Science and Engineering,South China University of Technology,Guangzhou 510641,China;Dagao Industrial Technology Research Institute(Guangzhou)Co.,Ltd.,Guangzhou 510535,China;Xilong Scientific Co.,Ltd.,Guangzhou 510535,China)

机构地区：[1]华南理工大学材料科学与工程学院,广东广州510641 [2]达高工业技术研究院(广州)有限公司,广东广州510535 [3]西陇科学股份有限公司,广东广州510535

出　　处：《化学试剂》2024年第5期106-111,共6页Chemical Reagents

摘　　要：7-甲基鸟嘌呤(7-MG)是一种抑制DNA修复酶的天然化合物,被认为是潜在的抗癌候选药物。选用廉价易得的商业化试剂鸟苷和硫酸二甲酯为原料,连续进行两步实验制备7-甲基鸟嘌呤。第一步反应首先比较了碘甲烷、碳酸二甲酯和硫酸二甲酯的甲基化效果,结果表明硫酸二甲酯具有更好的反应效果,甲基化所需的反应条件温和,反应速率快且转化率高。优化了反应溶剂、原料比例、反应的pH值、反应温度和反应时间等实验条件,提高了反应效率和产率。对最终产品重结晶提纯的方法也进行了深入研究,优化筛选了几种常见的重结晶溶剂。结果表明,当溶剂为水、pH 9时重结晶效果最佳,重结晶产率为78%,产品纯度可达99.8%。7-Methylguanine(7-MG)is a naturally occurring compound that exhibits inhibitory effects on DNA repair enzyme,making it a promising candidate for anti-cancer drug development.The synthesis of 7-methylguanine from guanosine and dimethyl sulfate involves a two-step process.In the first step,the methylation effects of iodomethane,dimethyl carbonate,and dimethyl sulfate were compared.The results showed that dimethyl sulfate exhibited superior methylation efficiency,with mild reaction conditions,fast reaction rate,and high conversion rate.Furthermore,the experimental conditions including reaction solvent,raw material ratio,pH value,reaction temperature,and reaction time were optimized to enhance reaction efficiency and yield.Additionally,the purification of the final product was also investigated through recrystallization,and various common solvents were tested and screened.The findings revealed that using water as the solvent with pH 9 achieved the highest recrystallization yieldthe of 78%and a product purity of 99.8%.

关 键 词：7-甲基鸟嘌呤 鸟苷 硫酸二甲酯 重结晶 有机合成 

分 类 号：O65[理学—分析化学]