Perhydroxy-substituted quaterphenyl aromatic hydrocarbon, water-soluble sulfonated compound thereof and preparation method thereof
A technology of methoxy quaterphenyl and quaterphenyl, which is applied in the field of biomedicine, can solve the problems of not easy to pass through biomembrane, instability, and low bioavailability, and achieve good biomedical application prospects and improve stability. Effect
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Embodiment 1
[0060] Example 1 Preparation and characterization of novel all-hydroxyl substituted quaterphenyl [n] aromatics:
[0061] The preparation of the following novel all-hydroxyl substituted quaterphenyl [n] aromatics is an example of full-hydroxyl substituted quaterphenyl [3] aromatics, and other full-hydroxyl substituted quaterphenyl [n] arene preparation methods are similar to those of full-hydroxy quaterphenyl [3] ] aromatics are similar, and the concrete steps are:
[0062] Accurately weigh 2,2'-methoxyquaterphenyl[3]arene (500mg, 0.4mmol) and dissolve it in 50mL of anhydrous dichloromethane, stir for a while and add a large excess of BBr 3 0.4mL-0.8mL (3.6mmol-7.2mmol), in N 2 The reaction was stirred and reacted overnight under protection. After the reaction was completed, the reaction solution was slowly added dropwise to the ice-water mixture, and a large amount of solids would precipitate while stirring while dropping. The filter cake was obtained by suction filtration ...
Embodiment 2
[0063] Example 2 Preparation and characterization of novel water-soluble sulfonated quaterphenyl [n] aromatics:
[0064] The preparation of the following novel water-soluble sulfonated quaterphenyl [n] aromatics is an example of water-soluble sulfonated quaternyl [3] aromatics (m=3), and other water-soluble sulfonated quaterphenyl [n] aromatics preparation methods Similar to water-soluble sulfonated quaterphenyl [3] arene (m=3), the specific steps are:
[0065] Take 525mg (0.5mmol) per-hydroxyl substituted quaterphenyl[3]arene and dissolve it in 50mL acetone, add 1.035g-2.07g (7.5mmol-15mmol) K 2 CO 3 Stir and reflux for 2h, then add 0.65mL-1.3mL (7.5mmol-15mmol) propane sultone and continue to stir and reflux for 3 days. After stopping the reaction, the reaction solution was cooled to room temperature, and the filter cake was obtained by suction filtration. The filter cake was washed twice with acetone. The obtained filter cake was dissolved in water and purified by dialysi...
Embodiment 3
[0066] Example 3 Preparation and characterization of novel water-soluble sulfonated quaterphenyl[n]arene (m=3) and LA clathrate.
[0067] The total concentration of fixed host and guest in the UV experiment was 1.0×10 -5 M, change the ratio of host-guest concentration in aqueous solution, the ratio is as follows, subject:object=1:0, subject:guest=9:1, subject:guest=8:2, subject:guest=7:3, subject:guest= 6:4, subject:object=5:5, subject:object=4:6, subject:object=3:7, subject:object=2:8, subject:object=1:9, subject:object=0: 1. Take these 11 points as the change curve of the ultraviolet intensity of the solution, and the Job's curve of sulfonated quaterphenyl[n]arene (m=3) and LA can be obtained, such as Figures 17-20 . It can be seen from the Job’s curve that the highest peak of the system appears at 0.5, indicating that sulfonated quaterphenyl[n]arene (m=3) and LA are bonded in a stoichiometric ratio of 1:1.
[0068] Next, we investigated the inclusion complexation behavi...
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