Application of flavanolignan to preparation of medicament for treating viral hepatitis B
A technology of flavonoid lignans and uses, which is applied in the application field of flavonoid lignans for preparing medicines for treating viral hepatitis B, can solve the problems such as no reports on the anti-HBV activity of flavonoid lignans, and achieve a clear industrialization prospect. , Synthetic convenience, the effect of inhibiting HBV DNA replication
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Embodiment 1
[0030] Example 1: Formula (1) (±)-2-[2,3-dihydro-3-(4-hydroxyphenyl)-2-hydroxymethyl-1,4 benzodioxane-5]-2,3 -Preparation of dihydro-3,5,7-trihydroxyl-4H-1-benzopyran-4-one
[0031] Instruments and reagents:
[0032] The ultraviolet spectrum was measured with a Shimadzu UV-240 ultraviolet spectrophotometer; the hydrogen nuclear magnetic resonance spectrum 1 H-NMR is measured by INOVA type superconducting nuclear magnetic resonance spectrometer (VARIAN INOVA-400MHz) (tetramethylsilyl ether TMS is the internal standard); (100-200, 200-300 and 300-400 mesh) and silica gel GF254 (10-40 mesh) for thin layer chromatography are all produced by Qingdao Ocean Chemical Factory; all reagents used are analytically pure, and the boiling range of petroleum ether is 60 -90°C; thin-layer preparative chromatography (PTLC) uses aluminum foil silica gel plates from Merck; column chromatography uses dextran gel SephadexLH-20 from Amersham Pharmacia Biotech AB in Sweden; reverse-phase silica g...
Embodiment 2
[0051] Example 2: Inhibitory Effect of Compound (1) on Hepatitis B Surface Antigen (HBsAg) Secreted by HepG2.2.15 Cells
[0052] 2.1 Cell culture:
[0053] HepG2.2.15 cells were cultured in DMEM medium containing 10% inactivated fetal bovine serum, 100 U / ml penicillin and 100 U / ml streptomycin, 100 μg / ml G418 at 37°C, 5% CO 2 , cultured in an incubator with 100% relative humidity.
[0054] 2.2 The inhibitory effect of the compound of formula (1) on HepG2.2.15 cell growth was measured by MTT method:
[0055] Take the HepG2.2.15 cells in the logarithmic growth phase, and dilute the cells to 1×10 with medium 5 cells / ml, seeded in 96-well cell culture plate, 100 μl per well, at 37°C, 5% CO 2 After 24 hours in an incubator with 100% relative humidity, add compound (1) diluted with medium, the concentration is 1000 μg / ml, 200 μg / ml, 40 μg / ml and 8 μg / ml, 200 μg / ml in each well microliter, each concentration was set up in triplicate, placed at 37°C, 5% CO 2 , cultivated in an ...
Embodiment 3
[0063] Example 3: Inhibition of the replication of hepatitis B virus deoxyribonucleic acid (HBV DNA) secreted by the compound of formula (1) to HepG2.2.15 cells
[0064] 3.1 Cell culture:
[0065] Method is with embodiment 2.
[0066] 3.2 The inhibitory effect of the flavonoid lignan compound shown in formula (1) on the growth of HepG2.2.15 cells was determined by MTT method:
[0067] Method is with embodiment 2.
[0068] 3.3 Flavonoid lignan compounds shown in the assay formula (1) inhibit the replication of hepatitis B virus deoxyribonucleic acid (HBV DNA):
[0069] Take the HepG2.2.15 cells in the logarithmic growth phase, and dilute the cells to 1×10 with medium 5 cells / ml, seeded in 96-well cell culture plate, 100 μl per well, at 37°C, 5% CO 2 After cultivating in an incubator with 100% relative humidity for 24 hours, add the flavonoid lignan compound shown in the formula (1) diluted with the medium, the concentration is respectively 20 micrograms / ml, 4 micrograms / m...
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