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Antiviral anthraquinone derivative and application thereof

A technology of anthraquinone derivatives and antiviral drugs, which is applied in the field of medicine, can solve the problems of lack of new antiviral drugs, and achieve the effects of convenient industrial production, simple preparation methods, and economical raw materials

Active Publication Date: 2020-06-05
WEST CHINA HOSPITAL SICHUAN UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] One of the objectives of the present invention is to propose an antiviral anthraquinone derivative and its application, which solves the technical problem of lacking new antiviral drugs in the prior art

Method used

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  • Antiviral anthraquinone derivative and application thereof
  • Antiviral anthraquinone derivative and application thereof
  • Antiviral anthraquinone derivative and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] This example provides cytotoxicity assays of anthraquinone derivatives.

[0033] Four coronaviruses, HCoV-OC43, HCoV-NL63, MERS-CoV and MHVA59, and their sensitive cell lines are BHK-21, LLC-MK2, Vero-E6 and DBT respectively. To detect the safe concentration of anthraquinone derivatives, In this example, the toxicity of anthraquinone derivatives to four cell lines was detected by MTT method.

[0034] Detection principle: For the phospholipid dehydrogenase in the mitochondria of living cells, it can reduce exogenous MTT to water-insoluble blue-purple crystal formazan, which is deposited in the cells, which is different from dead cells and will not show this function. Dimethyl sulfoxide can dissolve formazan, and use a microplate reader to detect the absorbance at the corresponding wavelength; within the specified range of cell numbers, the amount of MTT crystal formation will be proportional to the number of cells. According to the measured absorbance value (OD value), ...

Embodiment 2

[0041] This example provides the detection of in vitro anti-coronavirus activity of anthraquinone derivatives.

[0042] Viral infection and drug effect:

[0043]BHK-21, LLC-MK2, Vero-E6 and DBT four kinds of cells were inoculated in 96-well plates according to the limited number of 1×104 / well, and after cultured in DMEM containing 10% fetal bovine serum for 16 hours, the number of cells reached 80%, discard the culture medium, and replace with 2% fetal bovine serum-DMEM medium for culture. Add anthraquinone derivatives to the corresponding wells, and set up control wells without drug addition and virus-only control wells; within 1 hour of drug addition, add HCoV-OC43 and HCoV-NL63 to the corresponding cell wells at a volume of 10ul per well , MERS-CoV and MHV-A59, the virus multiplicity of infection is 0.01 (Multiplicity of infection, MOI=0.01), placed at 37 ° C, 5% CO 2 Cultured in the incubator for 72h, collected the supernatant.

[0044] RT-PCR Fluorescent Quantitative D...

Embodiment 3

[0066] This example provides an evaluation of the activity of anthraquinone compounds against HSV-1 and HSV-2 in vitro.

[0067] Cells, Viruses and Experimental Materials

[0068] Herpes simplex virus type 1 (HSV-1, F strain), HSV-1 drug-resistant strain (RV-117 strain, TKmutation), herpes simplex virus type 2 (HSV-2, MS strain) and HSV-2 drug-resistant strain (AG-3strain, TK mutation) host cells were African green monkey kidney cells (Vero) and human retinal epithelial cells (ARPE-19). Grow in 10% fetal bovine serum (FBS)-DMEM medium; maintenance medium (MM) is DMEM medium containing 2% FBS.

[0069] In vitro anti-HSV-1 and HSV-2 activity evaluation of anthraquinone compounds: Vero and ARPE-19 cell lines were used for activity evaluation of HSV-1 and HSV-2, respectively. Vero and ARPE-19 cells were seeded in a 96-well plate at 1.2×104 cells / well and cultured overnight to form a monolayer of cells. According to the toxicity test, use the maximum non-toxic concentration of t...

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Abstract

The invention discloses an antiviral anthraquinone derivative and application thereof, relates to the technical field of medicines, and solves the technical problem of lack of novel antiviral drugs inthe prior art. The antiviral anthraquinone derivative has a structure shown as a formula I, wherein R1, R2, R3 and R4 are -F, -Cl, -Br, -I or -NO2, R5, R6 and R7 are -H, -CH3, -CH2CH3 or -COCH3, andwhen R5, R6 and R7 are H, R1, R2, R3 and R4 are not H at the same time. Experiments prove that the antiviral anthraquinone derivative provided by the invention has universality of an antiviral effect,compared with clinical first-line drugs, an antiviral drug prepared from the antiviral anthraquinone derivative provided by the invention has the advantages that the activity of the antiviral anthraquinone derivative is more remarkable, and the effect of the antiviral drug is superior to those of ribavirin, zidovudine and acyclovir.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to an antiviral anthraquinone derivative and its application. Background technique [0002] Viral infection is a major cause of human morbidity and mortality. Worldwide, millions of people have been infected or even died just because of influenza A-like viruses. Epidemic viral infection has a specific periodicity, and it will occur once every corresponding time. It is a viral epidemic with high morbidity and mortality, and it mainly occurs in middle-aged and elderly people with weak immunity. In fact, although vaccination against the corresponding strains of influenza viruses can prevent infection in 60% to 80% of healthy adults, the protection rate is greatly reduced when targeting high-risk groups; Unexpected and mutant virus strains play a preventive role, [0003] Viruses have a similar pathogenesis. Cytologically, viruses mainly cause cell death through cell lysis. Acute r...

Claims

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Application Information

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IPC IPC(8): C07C50/34C07C69/18A61P31/14
CPCC07C50/34C07C69/18A61P31/14Y02A50/30
Inventor 黄文张伯礼李幼平张俊华辛光钮海
Owner WEST CHINA HOSPITAL SICHUAN UNIV
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