国际生物医学工程杂志
國際生物醫學工程雜誌
국제생물의학공정잡지
INTERNATIONAL JOURNAL OF BIOMEDICAL ENGINEERING
2011年
3期
158-162,178
,共6页
有机化学%卟啉%葡萄糖%水溶性
有機化學%卟啉%葡萄糖%水溶性
유궤화학%계람%포도당%수용성
Organic chemistry%Porphyrin%Glucose%Water-solubility
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-β-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.
目的 葡萄糖脩飾卟啉不僅可以提高卟啉的水溶性,而且糖基糰的生物學效應可以促進其與細胞的結閤,優化在光敏藥物或近紅外探針方麵的應用效果.方法 以4-(2,3,4,6-四乙酰基-β-D-葡萄糖)苯甲醛和吡咯為原料閤成瞭不同數量葡萄糖卟啉化閤物,併對其閤成過程進行瞭優化,同時通過單體卟啉自身偶聯形成葡萄糖兩聚卟啉化閤物.結果 所有化閤物通過覈磁波譜和質譜對其結構進行瞭確證.二葡萄糖卟啉和兩聚卟啉化閤物在水中微溶,而三葡萄糖卟啉和四葡萄糖卟啉在水中溶解性較好.連接苯環可以改變卟啉類化閤物最大吸收波的波長,而單鍵併環則可改變Q帶波長.結論 經葡葡萄糖脩飾後可顯著提高卟啉化閤物的水溶性,有助于拓展其在生物領域的應用.
목적 포도당수식계람불부가이제고계람적수용성,이차당기단적생물학효응가이촉진기여세포적결합,우화재광민약물혹근홍외탐침방면적응용효과.방법 이4-(2,3,4,6-사을선기-β-D-포도당)분갑철화필각위원료합성료불동수량포도당계람화합물,병대기합성과정진행료우화,동시통과단체계람자신우련형성포도당량취계람화합물.결과 소유화합물통과핵자파보화질보대기결구진행료학증.이포도당계람화량취계람화합물재수중미용,이삼포도당계람화사포도당계람재수중용해성교호.련접분배가이개변계람류화합물최대흡수파적파장,이단건병배칙가개변Q대파장.결론 경포포도당수식후가현저제고계람화합물적수용성,유조우탁전기재생물영역적응용.
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.
