Qian L, Guan Y, Xiao H
State Key Lab of Pulp and Paper Engineering, South China University of Technology, Guangzhou, China.
Int J Pharm. 2008 Jun 5;357(1-2):244-51. doi: 10.1016/j.ijpharm.2008.01.018. Epub 2008 Jan 19.
The preparation of a cationic beta-cyclodextrin polymer (CPbetaCD) and its complexes with butylparaben and triclosan were reported in this paper. FT-IR and 2D 1H-1H gCOSY NMR spectra confirmed that the antibiotics could be included inside of the lipophilic cavities of CPbetaCD. The formation of complexation of CPbetaCD with the antibiotics significantly improved the water solubility. The solubility of the antibiotics linearly increased with the concentration of CPbetaCD, and the values of the association constant K1:1 of the butylparapben/CPbetaCD and triclosan/CPbetaCD complexes were 3800 and 3082 M(-1), respectively. The results also suggested that it was easier for butylparaben, which had relative smaller molecular size, to form the complexes with CPbetaCD than triclosan. Due to the targeting effect after the complexation with CPbetaCD, the antimicrobial activity of butylparaben can be significantly improved. Meanwhile, this improvement effect was not obvious for triclosan.
本文报道了阳离子β-环糊精聚合物(CPβCD)及其与对羟基苯甲酸丁酯和三氯生的复合物的制备。傅里叶变换红外光谱(FT-IR)和二维氢-氢相关谱(2D 1H-1H gCOSY NMR)证实抗生素可被包合在CPβCD的亲脂性空腔内。CPβCD与抗生素形成的络合物显著提高了它们的水溶性。抗生素的溶解度随CPβCD浓度呈线性增加,对羟基苯甲酸丁酯/CPβCD和三氯生/CPβCD复合物的缔合常数K1:1值分别为3800 M(-1)和3082 M(-1)。结果还表明,相对分子尺寸较小的对羟基苯甲酸丁酯比三氯生更容易与CPβCD形成复合物。由于与CPβCD络合后的靶向作用,对羟基苯甲酸丁酯的抗菌活性可显著提高。同时,这种提高作用对三氯生并不明显。