Abstract:The interactions of bovine serum albumin (BSA) with five novel silicon (Ⅳ) phthalocyanines(SiPc1-5) axially modified by nucleosides (cytidine, 5-N-cytidine, methyl cytidine, uridine and methyl uridine) derivatives were studied by fluorescence spectroscopy. The results show that there are strong interactions between these silicon phthalocyanines and BSA with a binding constant of(4.90~83.18)×105 mol-1·L. Therefore, the non-covalent BSA conjugate of bis(2’,3’-O-isopropyl-cytidine-oxy) phthalocyaninatosilicon(Ⅳ) (SiPc1) was further been prepared. The molar ratio of phthalocyanine to albumin was found to be 1∶1 for the obtained SiPc1-BSA conjugate. The absorption spectra of SiPc1 and SiPc1-BSA in the visible region have no significant difference, both showing an Q-band maximum at about 686 nm. It indicates that the spectroscopic characteristics of SiPc1 are not affected by binding to albumin. The SiPc1-BSA conjugate exhibits high photodynamic activity against human hepatoma cell line HepG2 with an IC50 value of 3.0×10-7 mol·L-1. By comparsion, SiPc1-BSA has a higher photodynamic activity than SiPc1 (in PBS formation, IC50=7.0×10-7 mol·L-1), which can be attributed to its higher cellular uptake.
[1] Dolmans D E, Fukumura D, Jain R K, et al. Nature. Rev. Cancer, 2003, 3(5): 380. [2] Ethirajan M, Chen Y, Joshi P, et al. Chem. Soc. Rev., 2011, 40(1): 340. [3] Colussi V C, Feyes D K, Mulvihill J W, et al. Photochem. Photobiol., 2008, 69(2): 236. [4] Jiang X J, Yeung S L, Lo P C, et al. J. Med. Chem., 2011, 54(1): 320. [5] Baron E D, Malbasa C L, Santo-Domingo D,et al. Lasers Surg. Med., 2010, 42(10): 728. [6] Shen X M, Zheng B Y, Huang X R, et al. Dalton Trans., 2013, 42(29): 10398. [7] SHEN Xiao-min, ZHENG Bi-yuan, ZHANG Han-hui, et al(沈小敏, 郑碧远, 张汉辉, 等). Spectroscopy and Spectral Analysis(光谱学与光谱分析), 2013, 33(10): 2731. [8] Sharman W M, van Lier J E, Allen C M. Adv. Drug Delivery Rev., 2004, 56(1): 53. [9] Lang K, Mosinger J, Wagnerova D M. Coord. Chem. Rev., 2004, 248(3-4): 321. [10] Kratz F. J. Control Release, 2008, 132(3): 171. [11] Liu Y, Xie M X, Jiang M, et al. Spectrochem. Acta A, 2005, 61(9): 2245. [12] Huang J D, Lo P C, Chen Y M, et al. J. Inorg. Biochem., 2006, 100(5-6):946. [13] WEN Jin-kun, HAN Mei(温进坤, 韩 梅). Medical Molecular Biology: Theory and Research Technology(医学分子生物学: 理论与研究技术). Beijing: Science Press(北京: 科学出版社), 1999. 219. [14] Ke M R, Huang J D, Weng S M, et al. J. Photochem. Photobiol. A, 2009, 23(1): 201.