Preparation and application of a nano-supramolecular vesicle based on sulfonated calix[4]arene

Abstract

The invention relates to preparation of sulfonated calix [4] arene-based nano supramolecular vesicles. According to the construction unit, sulfonated calix [4] arene is used as a subject (C4AS), asymmetrical purpurine is used as an object (MVC12), and a supramolecular assembly is constructed by including and coordinating interaction of the subject and the object. The preparation method comprises the following steps of: dissolving the C4AS and the MVC12 into water, and uniformly mixing the C4AS and the MVC12. The invention has the advantages that: the preparation method is simple and convenient; the consumption of raw materials of the subject and the object is low, and the subject and the object have high medicament load rate; the supramolecular vesicles have good response to the stimulus of external temperature, oxidation and reduction, addition of cyclodextrin and the like in short time; the supramolecular vesicles can load hydrophilic anti-cancer adriamycin; compared with pure adriamycin, the killing effect of the loaded adriamycin on cancer cells is not changed, and the toxic effect of the loaded adriamycin on normal cells is obviously reduced; and the supramolecular vesicles have broad application prospect in the fields of load, transport and targeted release of anti-cancer medicaments.

Description

【Technical field】 [0001] The invention belongs to the technical field of nano-supramolecular materials, in particular to the preparation and application of nano-supramolecular vesicles based on sulfonated calix[4]arene. 【Background technique】 [0002] Vesicles are important building blocks of living organisms, and have important and extensive applications in the fields of chemistry, biology, and material science, such as: drug / gene delivery systems, light harvesting systems, and microreactors, etc. (S.Zhou, C.Burger, B. Chu, M. Sawamura, N. Nagahama, M. Toganoh, U. E. Hackler, H. Isobe, E. Nakamura. Science 2001, 291, 1944-1947; (2) D. E. Discher, A. Eisenberg. Science 2002, 297, 967-973; (3) X. Zhang, S. Rehm, M. M. Safont-Sempere, F. Würthner. Nat. Chem. 2009, 1, 623-629.). The controllable regulation of aggregation / disassembly of vesicle assemblies is often a prerequisite for realizing these functions (X. Guo, F. C. Szoka. Acc. Chem. Res. 2003, 36, 335-341.). Therefore,...

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Problems solved by technology

So far, non-covalent bond interactions represented by hydrogen bonds, charge transfer and π…π interactions have been widely used to construct supramolecular amphiphilic materials and have shown good performance (Y.Wang, H .Xu, X.Zhang.Adv.Mater.2009, 21, 2849-2864.), but there are not many reports on the construction of supramolecular amphiphilic materials through the host-guest inclusion coordination of macrocyclic host and guest See (Q.Yan, J.Yuan, Z.Cai, Y.Xin, Y.Kang, Y.Yin.J.Am.Chem.Soc.2010, 132, 9268-9270; (2) Y.J.Jeon, P.K.Bharadwaj , S.W Choi, J.W Lee, K.Kim.Angew.Chem.Int.Ed.2002, 41, 4474-4476.)

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