摘要
目的葡萄糖修饰卟啉不仅可以提高卟啉的水溶性，而且糖基团的生物学效应可以促进其与细胞的结合，优化在光敏药物或近红外探针方面的应用效果。方法以4．（2，3，4，6-四乙酰基-B—D-葡萄糖）苯甲醛和吡咯为原料合成了不同数量葡萄糖卟啉化合物，并对其合成过程进行了优化，同时通过单体卟啉自身偶联形成葡萄糖两聚卟啉化合物。结果所有化合物通过核磁波谱和质谱对其结构进行了确证。二葡萄糖卟啉和两聚卟啉化合物在水中微溶，而三葡萄糖卟啉和四葡萄糖卟啉在水中溶解性较好。连接苯环可以改变卟啉类化合物最大吸收波的波长，而单键并环则可改变Q带波长。结论经葡葡萄糖修饰后可显著提高卟啉化合物的水溶性，有助于拓展其在生物领域的应用。
Objective Porphyrin, when conjugated with glucose, will be improved in its water solubility and biocompatibility. Methods In this paper, based on 4-（2, 3, 4, 6-tetra-O-acetyl-β-D-glucosyloxy） benzaldehyde and pyrrole, glucose conjugated porphyrins were synthesized in an optimized process, while porphyrin dimer was synthesized by the Ag-promoted coupling reaction of glycoconjugated porphyrin monomer. Results The compounds were characterized by 1H NMR and MS. Results showed that porphyrin conjugated with two glucose units has slight water solubility, while porphyrin conjugated with three or four glucose units has excellent water solubility. Conclusion Glucoconjugation improves water-solubility of porphyrins, which will enlarge its application in biological fields.
出处
《国际生物医学工程杂志》
CAS
北大核心
2011年第3期158-162,178,共6页
International Journal of Biomedical Engineering
基金
基金项目：国家重大科技计划“973”子项目（2006CB705703.2）
博士点基金项目（20070023020）
关键词
有机化学
卟啉
葡萄糖
水溶性
Organic chemistry
Porphyrin
Glucose
Water-solubility
