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Nanosphere with oxidation-induced regulated release function, preparation method and application thereof
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A technology of regulated release and oxidation induction, which is applied in the direction of medical preparations and pharmaceutical formulas of non-active ingredients, and achieves the effects of simple method, easy large-dose preparation, and simple synthesis
Active Publication Date: 2015-09-09
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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[0005] However, using PAMAM dendrimers as the backbone molecules to construct dendrimer molecules with redox-responsive tetrathiafulvalene (TTF) functional groups on the periphery has not been reported yet.
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Embodiment 1
[0039] 1. Preparation of N-(4-tetrathiafulvalenyl-methoxy) succinimidyl acetate (TTF-NHS).
[0040]
[0041]1 equivalent of 4-tetrathiafulvalenyl-methoxyacetic acid and 1 equivalent of N-hydroxysuccinimide and 1.6 equivalents of 1-(3-dimethylaminopropyl)-3-ethylcarbodi Add imine hydrochloride to dry THF to dissolve completely; react at room temperature under nitrogen protection for 12 hours; after the reaction is completed, the reaction solution is concentrated and then dissolved in CH 2 Cl 2 , washed with water, dried, and subjected to silica gel column chromatography (CH 2 Cl 2 / CH 3 OH=15:1, v / v) separation and purification to obtain a yellow solid product which is N-(4-tetrathiafulvalenyl-methoxy)acetic acid succinimidyl ester (TTF-NHS). figure 2 The NMR spectrum of N-(4-tetrathiafulvalenyl-methoxy) succinimidyl acetate (TTF-NHS) prepared in Example 1. 1 HNMR (400MHz, DMSO-d 6 )δ(ppm)6.78(s,1H),6.72(s,2H),4.62(s,-OCH 2 -,2H),4.41(s,TTFCH 2 -,2H),2.84(s,4H).ESI-...
Embodiment 2
[0051] 1. Preparation of N-(4-tetrathiafulvalenyl-methoxy) succinimidyl acetate (TTF-NHS).
[0052]
[0053] The method for preparing N-(4-tetrathiafulvalenyl-methoxy)acetic acid succinimidyl ester (TTF-NHS) is the same as in Example 1.
[0054] 2. Preparation of 4th generation tetrathiafulvalene-modified core is ethylenediamine dendrimer (G4-C2-TTF).
[0055]
[0056] 4 equivalents of TTF-NHS are added to the reaction flask, dissolved in dry THF, and 1 equivalent of ethylenediamine is the core of the 4th generation polyamide-amine dendrimer (G4-C2) dissolved in a small amount of methanol, and slowly added dropwise to In the reaction flask; after the dropwise addition, react at room temperature for 12 hours under the protection of nitrogen; after the reaction is completed, spin the solvent to dry; the crude product is dissolved in as little DMSO as possible, precipitated in ether and acetonitrile, and filtered to obtain a yellow solid that is the 4th generation The core...
Embodiment 3
[0063] Repeat Example 1, its difference is only: the DMSO solution concentration of the G0-C12-TTF of preparation is changed into 1 * 10 -2 mol / L, the shaking time was changed to 20s.
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Abstract
The invention discloses a nanosphere capable of regulating release through oxidative induction and a preparation method and application thereof. The nanosphere is a dendriform polymer, and the structural general formula of the nanosphere is expressed in (I) (refer to the Specifications), wherein n is a positive integer and equals to 0-4; m is a positive integer and equals to 2-12. The nanosphere with the oxidation induction regulation release, disclosed by the invention, has specific responsiveness and excellent biological compatibility; dendriform polymer molecules which forms the nanosphere are simple in synthesis and low in cost; the preparation process of the nanosphere is simple, the sizes of nanospheres are uniform, the repeatability is excellent, and the large-scale preparation is facilitated; the nanosphere can stabilize load hydrophobic substrate molecules, and only when a radial group is in specific subject and object combination with the host molecules, the substrate molecules can be released; the method for controlling the release of the substrate molecules is simple, and the specific combination selectivity is high and the like; the nanosphere capable of regulating release through the oxidative induction is expected to be applied to controlled release of medicine of organisms.
Description
technical field [0001] The invention relates to a nanosphere with the function of regulated release and its preparation method and application, in particular to a nanosphere with the function of oxidation-induced regulated release and its preparation method and application. Background technique [0002] For a long time, environment-responsive drug carriers have been one of the research hotspots of the majority of medical researchers. Compared with traditional drug carriers, environment-responsive drug carriers can not only increase the stability of drugs in the body and prolong the circulation time of drugs in the human body, but more importantly, it is an active drug delivery method that can Differences in site pH, temperature, and redox environment, or the introduction of external stimuli such as light, electric fields, or tapes, can cause changes in the carrier structure, release loaded drug molecules, reduce drug side effects, and improve drug availability. [0003] Den...
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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00A61K47/34
Inventor 李嫕张小辉于天君曾毅陈金平
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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