Application of 3beta,23-O-isopropylidene hydroxyl betulinic acid in preparation of medicine for treating non-alcoholic steatohepatitis
A propylidene hydroxyl, steatohepatitis technology, applied in the field of medicine to achieve the effect of reducing lipid accumulation
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Embodiment 1
[0034] Example 1 Preparation of 3β, 23-O-isopropylidene hydroxybetulinic acid (7C)
[0035] The reaction product of 23-hydroxybetulinic acid (130mg, 0.28mmol) and 2,2-dimethoxypropane analog (258mg, 2.48mmol) in acidic acetone solution. All the above-mentioned participating reaction principles can be obtained commercially. The reaction was carried out at room temperature and monitored by TLC until the starting point disappeared. After spin-drying, water was added and extracted with DCM to obtain 140 mg of white solid (7C). The relevant NMR data of 7C are shown in Table 1.
[0036] Table 1. 1 H and 13 C NMR Data for 7C in pyridine-d 5 .(NMR data were measured at 600MHz for 1 H NMR and at 150MHz for 13 C NMR. The assignments were based on 1 H- 1 H COZY, HSQC, and HMBC experiments.)
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[0038]
Embodiment 2
[0039] Example 2 The inhibitory effect of 3β,23-O-isopropylidene hydroxybetulinic acid (7C) on protein levels and mRNA of liver fibrosis-related markers was detected by Western Blot and Real time-PCR.
[0040] 1. Use DMEM (Gibco) medium containing 10% fetal bovine serum, at 37°C, 5% CO 2 LX-2 cells were cultured under these conditions. According to each well 3×10 5 After 24 hours of culture, remove the original medium and add serum-free DMEM medium, and starve for 24 hours. Then add the stimulating factor TGF-β1 (2ng / mL) to induce, and add different concentrations of compound 7C at the same time. (Induction by addition of TGF-β1 only).
[0041] 2. After continuing to culture for 24 hours, add 0.2mL RIPA lysate to the 6-well plate to extract the protein, and use the BCA method to determine the protein concentration. The sample was loaded at 25 μg per well, and after electrophoresis, membrane transfer, blocking with 5% skim milk, and antibody incubation, the desired protein ...
Embodiment 3
[0044] Example 3 Preparation of NASH model in choline-combined methionine-deficient high-fat diet (CDAHFD) mice
[0045] CDAHFD-induced mouse NASH model: C57BL / 6N mice (6 weeks old) were purchased from Beijing Weitong Lihua Experimental Animal Technology Co., Ltd., and allowed to adapt to feeding for one week before starting the experiment. All mice were randomly divided into the following four groups: (1) SD group (n=7), fed with standard diet (SD) for 12 weeks; (2) CDAHFD group (n=7), fed with CDAHFD (A06071302, purchased from Research Diets, New Brunswick, USA) diet for 12 weeks; (3) 7C-50 group (n=7), fed with CDAHFD diet for 8 weeks, followed by intraperitoneal injection of 7C (50mg / kg) every day for 4 weeks; (4) 7C-100 Group (n=7), fed CDAHFD diet for 8 weeks, followed by oral administration of 7C (100 mg / kg) every day for 4 weeks. After 12 weeks, the mice were weighed and sacrificed under isoflurane anesthesia by bleeding. Blood samples were collected and stored at -8...
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