Citation: GAO Yun-Yan, LIU Li-Hua, OU Zhi-Ze, LI Yi, YANG Guo-Qiang, WANG Xue-Song. Biological Activity of a Cholesterol Modified Fullerene/γ-Cyclodextrin Inclusion Complex[J]. Acta Physico-Chimica Sinica, 2010, 26(02): 495-501. doi: 10.3866/PKU.WHXB20100238
胆固醇修饰富勒烯/γ-环糊精包结复合物的生物活性
采用Bingel-Hirsch反应合成了胆固醇修饰的富勒烯(CHL-C60), 通过核磁共振(NMR)、质谱(MS)、元素分析对CHL-C60的化学结构进行了表征. γ-环糊精(γ-CD)对甾环具有较强的包结能力, 能够与CHL-C60形成包结复合物(CHL-C60/γ-CD), 从而有效提高CHL-C60的水溶性. 紫外-可见吸收光谱和荧光光谱研究结果表明, CHL-C60能够从γ-CD的疏水空腔中解离出来, 与人血清白蛋白(HSA)及牛血清白蛋白(BSA)形成稳定的复合体, 其结合常数分别为5.73×104和7.05×104 L·moL-1. 无氧条件下, CHL-C60/γ-CD通过光诱导电子转移作用断裂pBR322质粒脱氧核糖核酸(DNA), 其效率可达60.5%.
English
Biological Activity of a Cholesterol Modified Fullerene/γ-Cyclodextrin Inclusion Complex
A cholesterol modified fullerene (CHL-C60) was synthesized using the Bingel-Hirsch reaction and was characterized by nuclear magnetic resonance (NMR), mass spectra (MS), elemental analysis (EA). Results of UV-Vis spectrumand fluorescence spectrumindicate that CHL-C60 forms an inclusion complex with γ-cyclodextrin (γ-CD) due to the strong interaction between γ-cyclodextrin and the steroid ring. The water solubility of CHL-C60 is enhanced significantly. CHL-C60 can dissociate from cyclodextrin and subsequently bind to human serum albumin (HSA) and bovine serum albumin (BSA) with association constants of 5.73×104 and 7.05×104 L·moL-1, respectively. The efficiency of desoxyribonucleic acid (DNA) photocleavage for CHL-C60/γ-CD is as high as 60.5% under anaerobic conditions, which is caused by photoinduced electron transfer frompBR322 plasmid DNA to CHL-C60.
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Key words:
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Fullerene
- / Cyclodextrin inclusion complex
- / Serumalbumin
- / DNA cleavage
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