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Diaryl hepatonoid-based compound useful as virus inhibitor

A compound and composition technology, applied in the direction of antiviral agents, active ingredients of carbohydrates, active ingredients of ketones, etc.

Inactive Publication Date: 2011-06-29
RNL BIO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, Japanese alder extracts have only limited use as they have the disadvantage of showing antiviral activity only when administered at high concentrations

Method used

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  • Diaryl hepatonoid-based compound useful as virus inhibitor
  • Diaryl hepatonoid-based compound useful as virus inhibitor
  • Diaryl hepatonoid-based compound useful as virus inhibitor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0108] Embodiment 1: the preparation of Japanese alder extract

[0109] 3.5 kg of Japanese alder (RNL BIO Co., Ltd.) bark was added to 9 L of 95% ethanol, sonicated three times at 55 °C, and then concentrated to obtain 900 g of ethanol fraction (12B-AJ-5A). Such as figure 1 As shown, the obtained 12B-AJ-5A component is CH 2 Cl 2 and ethanol to obtain dichloromethane (CH 2 Cl 2 ) component (12B-AJ-5B, 139 g), ethanol component (12B-AJ-5C, 400 g) and water component (12B-AJ-5D).

[0110] In addition, 12B-AJ-5D was treated with 20%, 50%, 70% and 100% methanol, respectively. As a result, 12B-AJ-5E, 12B-AJ-5F, 12B-AJ-5G and 12B-AJ-5H were obtained.

[0111] Among these fractions, the 12B-AJ-5B fraction was subjected to silica gel column chromatography (70230 mesh) with a hexane-ethyl acetate solvent gradient of 20:1 (100% ethyl acetate) to obtain 7 fractions (12B-AJ-20A to 12B-AJ-20G) ( figure 2 ).

Embodiment 2

[0112] Example 2: Measurement of Antiviral Activity of Japanese Alder Extracts and Compounds Derived from Japanese Alder Extracts

[0113] To measure the antiviral activity of the Japanese alder extract and compounds derived from the Japanese alder extract, KBNP-0028 (KCTC 10866BP), which has excellent proliferation ability, was used as an avian influenza virus. Herein, KBNP-0028 (KCTC 10866BP) was obtained by subculturing A / chicken / Korea / SNU0028 / 2000 (H9N2) isolated in Korea in 2000 and cloning the cultured virus.

[0114] For incubation of hatchery eggshell fragments, the shells of 10–11 day old SPF hatchery eggs (Sunrise Co., NY) were washed with 70% ethanol, and embryos and body fluids were removed. The resulting eggshells were cut to approximately 8 mm x 8 mm size so that the chorioallantoic membrane attached to the inner surface of the eggshell was not detached. Add the cut eggshell fragments to each well of a 24-well culture plate. The medium used in this experiment...

preparation Embodiment 1

[0117] Preparation Example 1: Isolation and Purification of 5-Hydroxy-1,7-bis(4-hydroxyphenyl)-3-heptanone

[0118] The 12B-AJ-20G component obtained in Example 1 is subjected to repeated column chromatography separation, such as image 3 As shown, thus obtaining pure compound 12B-AJ-31B (20 mg) and 12B-AJ-34A (10 mg).

[0119] The 12B-AJ-34A component was analyzed by NMR, and the analysis results showed that the 12B-AJ-34A component was platyphyllone (5-hydroxyl-1,7-bis(4-hydroxyphenyl)-3-heptanone) (Elita Smite et al., Phytochemistry , 33(2):365; Table 10 and Figure 11). Also, 12B-AJ-31B was analyzed by TLC and NMR, and it was found to have the same composition as 12B-AJ-34A.

[0120] [Formula 2]

[0121]

[0122] carbon number.

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Abstract

The present invention relates to use of a diaryl hepatonoid-based compound of the following chemical formula (1) for inhibiting virus activity. The diaryl hepatonoid-based compound according to the present invention has excellent inhibitory effects on virus activity, so it can be used as a therapeutic agent for virus-related diseases.

Description

technical field [0001] The present invention relates to the use of diaryl hepatonoid-based compounds of general formula (1) to inhibit virus activity. technical background [0002] Viruses cause various diseases, and in particular, a typical causative virus causing problems in the field of animal husbandry is avian influenza virus. Avian influenza viruses belong to the family of orthomyxoviruses and cause severe damage to poultry such as hens and turkeys. Avian influenza viruses are divided into highly pathogenic avian viruses, low pathogenic avian viruses and non-pathogenic avian viruses according to their pathogenicity. The highly pathogenic avian virus is classified as a "category A virus" by the International Office of Epizootics (OIE), and is referred to as a category I infectious livestock disease in Korea. [0003] Influenza viruses are divided into three types, A, B, and C, according to the antigenic properties of their matrix proteins and nucleocapsid proteins. I...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/12
CPCA61K31/12A61K31/7032A61K31/7028A61P31/12A61P31/16A61K31/70
Inventor 罗廷灿金荣镐权赫俊恽胡彤
Owner RNL BIO