光谱学与光谱分析 |
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Studies on the Effects of Cucurbit(n=7)uril on the Physicohemical Properties and Anticancer Activity of 10-Hydroxycamptothecin |
Lü Yan1, YAN Li-fen1, DONG Nan1, 2* |
1. School of Chemistry and Chemical Engineering,Guizhou University, Guiyang 550025, China 2. Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou University,Guiyang 550025, China |
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Abstract The changes in the physicochemical properties and the anticancer activity of 10-Hydroxycamptothecin(HCPT) in the presence of Cucurbit(n=7)uril(Q[7]) were studied by using UV absorption spectroscopy, fluorescence spectroscopy and phase solubility method. The results revealed that in the acid solution (pH 2), the absorption band of the guest HCPT exhibited a progressively lower absorbance at λ265 nm, while a progressively higher absorbance at λ425 nm as the ratio of NQ[7]/NHCPT was increased. A sharp isosbestic point at λ387 nm was consistent with a simple interaction between Q[7] and HCPT. The emission spectra of the guest HCPT also exhibited a progressive decrease in fluorescence intensity at λ558 nm with a violet shift when the ratio of NQ[7]/NHCPT was increased. The measured data from both absorption spectrophotometric and fluorescence spectroscopy analysis fitted to a 2∶1 host:guest complexation, yielded a calculated stable constants (β) of 1.549×1013 L2·mol-2and 0.907×1013 L2·mol-2 respectively through Reactlab EQULLIBRIA software○R. The effect of Q[7] on the solubility of HCPT was investigated by using phase solubility method. Upon the addition of Q[7] concentration, the solubility of HCPT was enhanced step by step at the value of pH 2 and an about 250 times advance was attained when the concentration of Q[7] was 1×10-3 mol·L-1, while the Q[7]-HCPT inclusion complex made by total evaporation method can increase about 1 170 times compared to the pure HCPT. At the end, the mixtures of Q[7] and HCPT were tested in terms of cytotoxicity on the human lung cancer cell line A549 and human leukemia cell line K562 to compare their reactivity with the free HCPT and the comparative cytotoxic activity was got for A549 and K562.
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Received: 2013-08-16
Accepted: 2013-12-15
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Corresponding Authors:
DONG Nan
E-mail: scindong@163.com
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[1] Kenichi S, Hideki S, Masahiko A. Journal of Collid and Interface Science, 2010, 343(2), 491. [2] LI Li-fan, LIN You-wen, HUANG Zhi-wen(李立凡,林友文,黄智文). Chemical Journal of Chinese Universities (高等学校化学学报), 2012, 33(2), 282. [3] DONG Nan, WANG Xiu-lin, PAN Jin-pin(董 南,王秀林,盘金品). Acta Chimica Sinica(化学学报),2011, 69(12), 1431. [4] WANG An-na, SANG Yan-shuang, NING Ting(王安娜,桑艳双,宁 婷). Chinese Journal of Pharmaceutics(中国药剂学杂志), 2008, 6(5):676. [5] Kim C, Sarit S A, Klaudia B. Org. Biomol. Chem., 2010, 2(11), 962. [6] Suvitha A, Hiroshi M, Yoshiyuki K. The Journal of Phusical Chemistry B, 2012, 116(48):14029. [7] Guo Shenglei, Zheng Jian, Dong Jing, et al. International Journal of Biological Macromolecules, 2011, 49(3):409. [8] Uzunova V D, Cullinane C, Brix K. Org. Biomol. Chem., 2010, 68(8):2037. [9] YANG Chang-fu, LIU Ming, XU Jian (杨长福,刘 明,徐 剑). China Pharmacy(中国药房), 2013, 24(21):1945. [10] Luo Xiaoming, Xu Guisen, Song Haixing. European Journal of Pharmaceutics and Biopharmaceutics, 2012, 82(3): 545. [11] Pu Xiaohui, Sun Jin, Wang Yan, et al. International Journal of Pharmaceutics, 2009, 379(1): 167. [12] Zhao Yongxing, Liu Danxing, Liang Wenquan, et al. Journal of Pharmacy and Pharmacology, 2012, 64(6): 783. [13] Pattarapond G, Warayuth S, Uracha R R, et al. Carbohydrate Polymens, 2011, 83(2): 905. [14] Crupi V, Ficarra R, Guardo M, et al. Pharmaceut. Biomed., 2007, 33(44): 110. [15] Dong Nan, Dong Meiyu, Zhou Anting, et al. Sci. Chin. Chem., 2010, 53(11): 2304. [16] David B, Konstantin A, James C, et al. Cryst. Growth Des., 2011, 11(12): 5598. |
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