文献：Liver-Targeted Combination Therapy Basing on Glycyrrhizic Acid-Modified DSPE-PEG-PEI Nanoparticles for Co-delivery of Doxorubicin and Bcl-2 siRNA

文献链接：https://www.frontiersin.org/journals/pharmacology/articles/10.3389/fphar.2019.00004/full

Synthesis of HA-GA and DSPE-PEG-PEI Conjugates

GA-HA conjugate (GH) was synthesized using HA as a hydrophilic segment and GA as a hydrophobic segment (Wu et al., 2016). In brief, GA–NH2 was obtained by adding ethylene diamine to the GA solution in the presence of DMT-MM. And the GA–HA conjugate was synthesized by the chemical modification of GA–NH2 to HA chain.

Syntheses of DSPE-PEG-PEI (DPP) were conducted in one steps as shown in Figure 2. Briefly, PEI was dissolved in DMSO (10 mL) in a 25 mL glass flask, and then functional DSPE-PEG-NHS was added into the reaction solution under stirring. The reaction solution was stirred for 24 h at room temperature. The product was purified by dialysis against distilled water (MWCO 8000-14000 Da), lyophilized, and the chemical structure was confirmed by 1H NMR (in D2O, 300 MHz).

HA-GA和DSPE-PEG-PEI共轭物的合成

使用HA作为亲水性链段，GA作为疏水性链段合成GA-HA偶联物（GH）（Wu等人，2016）。简而言之，GA-NH2是在DMT-MM的存在下通过向GA溶液中加入乙二胺获得的。GA-HA共轭物是通过将GA-NH2化学修饰为HA链合成的。

如图2所示，DSPE-PEG-PEI（DPP）的合成是一步完成的。简而言之，将PEI溶解在25mL玻璃烧瓶中的DMSO（10mL）中，然后在搅拌下将功能性DSPE-PEG-NHS加入反应溶液中。反应溶液在室温下搅拌24小时。通过用蒸馏水（MWCO 8000-14000Da）透析纯化产物，冻干，并通过1H NMR（在D2O中，300MHz）确认化学结构。

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DSPE-PEG-Cy7

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DPPE-PEG-cRGD

DMPE-PEG-cRGD

DOPE-PEG-cRGD

DPPE-PEG-RGD

DMPE-PEG-RGD

DOPE-PEG-RGD

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