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

A technology of supramolecular and sulfonated cups, which is applied in the direction of medical preparations with non-active ingredients, medical preparations containing active ingredients, organic active ingredients, etc., to achieve good responsiveness, reduced toxic effects, and simple preparation methods.

Inactive Publication Date: 2011-11-30
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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 c

Method used

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

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Experimental program
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Effect test

Embodiment 1

[0036] A preparation of nanosupramolecular vesicles based on sulfonated calix[4]arene, combining C4AS and MVC 12 Dissolved in water and uniformly mixed to prepare a supramolecular vesicle solution, the C4AS and MVC 12 The concentrations are 0.04mM and 0.08mM, respectively.

[0037] MVC without C4AS 12 The critical aggregation concentration is 2×10 -2 M (M. Krieg, M.-P. Pileni, A.M. Braun, M. Gratzel. J. Colloid Interface Sci. 1981, 83, 209-213.); figure 1 It was shown that the presence of sulfonated calix[4]arene can induce an approximately 1000-fold decrease in the critical aggregation concentration of asymmetric viologens.

[0038] The particle size and morphology of the supramolecular vesicles were characterized by dynamic light scattering, transmission electron microscopy and scanning electron microscopy, as shown in figure 2 , image 3 , Figure 4 shown.

Embodiment 2

[0040] Experimental verification of the multi-stimuli responsiveness of the supramolecular vesicles:

[0041] 1) Raise the temperature of the supramolecular vesicle solution from 15°C to 70°C, such as Figure 5 As shown, the light scattering intensity decreases significantly in a short period of time with the increase of temperature, and finally falls to the light scattering intensity of water, indicating that the constructed supramolecular vesicles can be completely decomposed with the increase of external temperature. get together. In addition, the reciprocating temperature-changing ultraviolet experiment at two temperature points of 5 and 70°C and the change of the absorbance at the wavelength of 450nm caused by the system, such as Image 6 As shown, it is confirmed that the formation and depolymerization of supramolecular vesicles can reciprocate many times with the change of external temperature.

[0042] 2) Gradually adding cyclodextrin to the supramolecular vesicle so...

Embodiment 3

[0046] An application of the nano-supramolecular vesicle based on sulfonated calix[4]arene, the hydrophilic anticancer drug doxorubicin is loaded into the cavity of the prepared supramolecular vesicle, the method is as follows:

[0047] 1) Combine doxorubicin, C4AS and MVC 12 Dissolve in water and mix evenly to obtain a solution, centrifuge at 10,000 rpm for 2 minutes, and then perform dialysis until the fluorescence of doxorubicin is not observed in the solution outside the dialysis bag, then the doxorubicin-loaded supramolecular can be prepared Vesicles, the doxorubicin, C4AS and MVC 12 The concentrations are 0.01mM, 0.04mM and 0.08mM, respectively. The test showed that the encapsulation efficiency and loading efficiency of supramolecular vesicles to doxorubicin were 86.0% and 6.1%, respectively.

[0048] like Figure 15 As shown, the successful loading of supramolecular vesicles on doxorubicin was confirmed by the change of UV absorption spectrum.

[0049] 2) The supram...

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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,...

Claims

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Application Information

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IPC IPC(8): A61K9/127A61K31/704A61K47/20A61K47/22A61K47/48A61P35/00
Inventor 刘育王魁郭东升
Owner NANKAI UNIV
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