Lipid compound, composition containing lipid compound and application
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A compound and lipid technology, applied in the field of biomedicine, can solve the problem that the transfection efficiency needs to be improved
Pending Publication Date: 2022-07-08
SOUTH CHINA UNIV OF TECH
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In particular, ionizable cationic lipids have pH-dependent charge variable propert
Method used
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Embodiment 1
[0106] Synthesis of Example 1 Intermediate 1
[0107]
[0108] Add 17mmol of 2,2-dithiodiethanol, 51mmol of triethylamine, 25mL of tetrahydrofuran to the three-necked flask equipped with magnetron, stir under ice bath for 20min, then use constant pressure funnel to slowly drop 40.8mmol of acryloyl chloride, the reaction is in overnight at room temperature, then diluted with 20 mL of dichloromethane and washed with 50 mL of HCl (1 mol / L), the organic layer was washed with Na 2 SO 4 After drying and filtration, the solvent was removed using a rotary evaporator, and the product was separated by thin-layer chromatography (petroleum ether:ethyl acetate volume ratio of 10:1) to give disulfanediylbis(ethane-2,1-diyl) ) diacrylate (Intermediate 1) in 92% yield. The hydrogen spectrum of the obtained product is as figure 1 As shown, the hydrogen spectrum data are as follows: 1 H NMR (400MHz, CDCl 3 ):δ6.36(d,J=17.2Hz,2H),6.07(t,J=10.4Hz,2H),5.79(d,J=13.6Hz,2H),4.37-4.33(m,4H),2....
Embodiment 2
[0109] Example 2 Synthesis of Intermediate 2
[0110]
[0111] 5 mmol of intermediate 1 and 11 mmol of 2-methylaminoethanol were added to the 5 mL reaction flask equipped with magnetrons, stirred at room temperature for 24 h, and the solvent was removed using a rotary evaporator to obtain the product as intermediate 2, and the next step was carried out.
Embodiment 3
[0112] Example 3 Synthesis of Intermediate 3
[0113]
[0114] 5 mmol of intermediate 1 and 11 mmol of 2-methylaminopropanol were added to the 5 mL reaction flask equipped with the magnetron, stirred at room temperature for 24 h, and the solvent was removed using a rotary evaporator to obtain the product as intermediate 3, and the next reaction could be carried out.
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Abstract
The invention relates to the technical field of biological medicine, and particularly discloses a lipid compound, a composition containing the same and application. The lipid compound has a structure as shown in a formula (I) or a formula (II). The lipid compound can be ionized into a cationic compound under an acidic condition, and the cationic compound is combined with negatively-charged active pharmaceutical ingredients through electrostatic interaction, so that drug-loaded lipid nanoparticles are assembled, and the active pharmaceutical ingredients are delivered. The lipid compound provided by the invention is simple in structure, simple in reaction path and high in yield, and the constructed drug-loaded lipid nanoparticles can be used for preparing nucleic acid drugs, gene vaccines, polypeptide or protein drugs and small molecule drugs, and have wide application prospects.
Description
technical field [0001] The invention belongs to the technical field of biomedicine, and in particular relates to a lipid compound, a composition comprising the same and an application thereof. Background technique [0002] Gene therapy refers to a class of nucleic acid drugs such as small interfering RNA (Small interfering RNA, siRNA), messenger RNA (Message RNA, mRNA), plasmid DNA (plasmid DNA, pDNA) and other exogenous genes with therapeutic purposes through carrier materials. delivered to target cells for therapeutic effect. For decades, gene therapy has achieved good results in clinical treatment, and can effectively treat congenital and acquired diseases, such as cancer, autoimmune diseases, infectious diseases, heart disease, etc. In fact, gene therapy is not difficult to understand, that is, the replacement of compensating abnormal genes. However, gene therapy is also faced with many problems that need to be solved urgently. Among them, how nucleic acid drugs enter ...
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