新型阳离子卟啉的设计合成与抗微生物活性  

Synthesis and antimicrobial activity of a novel cationic porphyrins

作　　者：于克贵[1,2] 李东红[1] 周成合[2] 刁俊林[1] 

机构地区：[1]第三军医大学大坪医院野战外科研究所第二研究室,创伤、烧伤与复合伤国家重点实验室,重庆400042 [2]西南大学化学化工学院,重庆400715

出　　处：《第三军医大学学报》2010年第1期41-45,共5页Journal of Third Military Medical University

摘　　要：目的探讨新型阳离子卟啉化合物及其金属络合物的合成及光动力抗菌活性。方法由缩合反应得到的四吡啶卟啉与一系列苄卤反应得到10个新型的阳离子卟啉化合物;采用琼脂双倍稀释法考查上述化合物对金黄色葡萄球菌、大肠杆菌、绿脓杆菌和白色念珠菌的光动力抑菌活性。结果合成得到10个新的阳离子卟啉化合物对革兰阳性金黄色葡萄球菌均表现出显著的光抑制作用,尤其是化合物3a、4a的MIC80分别为2μg/ml和0.5μg/ml;对真菌白色念珠菌也有一定的抑菌活性;而对革兰阴性大肠杆菌的抑制作用较低,绿脓杆菌则表现出对所有化合物的耐药性。阳离子卟啉的光抑菌活性随苯环上取代基吸电子能力的增强而降低。结论新型阳离子卟啉化合物对金黄色葡萄球菌有良好的光抑制活性。Objective To synthesize novel cationic porphyrin derivatives and investigate the photody- namic antimicrobial activities of these new compounds. Methods Tetrapyridyl-porphyrin obtained from condensation reaction was reacted with a series of benzyl halides to get 10 novel cationic porphyrin compounds. The photodynamic antimicrobial activities of these new compounds in vitro against S. aureus, E. coli, P. aeruginosa, and C. albicans were evaluated respectively using twofold serial dilution technique. Results Ten new cationic porphyrin derivatives and their metal compounds were obtained. All these 10 compounds displayed satis- factory photodynamic antibacterial activity against Gram-positive bacteria, S. aureus, especial compounds 3a and 4a with MIC50 at 2 and 0.5 μg/ml respectively, and showed moderate photodynamic antifungal activity against C. albicans. Unfortunately, their photodynamic antibacterial activities against Gram-negative bacteria E. coli were very weak, and P. aeruginosa was resistant to all compounds. The antimicrobial activity was decreased with the increase of electron-withdrawing capability of the functional groups attached on the aromatic ring. Conclusion These preliminary results suggest that the remarkable antibacterial efficiency against S. aureus make these substances promising microbial agents.

关 键 词：阳离子卟啉 合成 抗微生物活性 革兰阳性菌 革兰阴性菌 真菌 

分 类 号：R914.5[医药卫生—药物化学] R965[医药卫生—药学]