Application of indole-3-acetonitrile-6-O-beta-D-pyran glucoside in pharmacy

A technology of glucopyranoside and acetonitrile, which is applied in the field of medicine, can solve the problems such as unclear anti-influenza virus components, and achieve the effects of less drug resistance, less cytotoxic effect, and convenient administration

Active Publication Date: 2012-12-26
MACAU UNIV OF SCI & TECH +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compounds currently isolated from Radix Radix include alkaloids (indirubin, indigo), sinigrins (sigrin), sugars (glycoproteins, polysaccharides), sulfur-containing compounds, lignans (isolaricus resin Alcohols), organic acids (benzoic acid, etc.), flavonoids, quinones, sterol compounds and trace elements, etc., but its specific anti-influenza virus components reported in the literature are still unclear, so it is necessary for its anti-influenza In-depth study of the chemical composition of viruses
Indole-3-acetonitrile-6-O-β-D-glucopyranoside (Indole-3-acetonitrile-6-O-β-D-glucopyranoside,) is a natural product isolated from Radix Radix, and the current literature There is no report on its application in anti-influenza virus

Method used

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  • Application of indole-3-acetonitrile-6-O-beta-D-pyran glucoside in pharmacy
  • Application of indole-3-acetonitrile-6-O-beta-D-pyran glucoside in pharmacy
  • Application of indole-3-acetonitrile-6-O-beta-D-pyran glucoside in pharmacy

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Preparation of indole-3-acetonitrile-6-O-β-D-glucopyranoside

[0035] A. Get 10 kg of Radix Radix Radix crude drug, chop it up, add 100 L of water to reflux and extract three times, each time for 2 hours, combine the extracts, concentrate under reduced pressure to a certain volume;

[0036] B. Place in D101 macroporous resin, elute with water first, then elute with 30% (V / V) ethanol, collect the eluent, concentrate under reduced pressure to obtain extract 1;

[0037]C. After the extract is dissolved in an appropriate amount of water, put it in an MCI gel column, elute with water, 25% (V / V) methanol, and 35% (V / V) methanol respectively, and collect 35% (V / V) V) methanol eluate, concentrated to dryness, to obtain extract 2

[0038] D. Extraction 2 is placed in a silica gel column, and is eluted with chloroform-methanol with a volume ratio of 20:1 and 10:1 respectively, wherein the eluted part of 10:1 chloroform-methanol obtains a brownish-yellow needle crystal, and chlor...

Embodiment 2

[0041] Anti-influenza virus effect of indole-3-acetonitrile-6-O-β-D-glucopyranoside in vitro

[0042] 1 Experimental materials

[0043] 1.1 Drug Test sample:

[0044] Indole-3-acetonitrile-6-O-β-D-glucopyranoside is self-made in the laboratory (the preparation method is as described in Example 1), and its structure is determined to be indole Indole-3-acetonitrile-6-O-β-D-glucopyranoside (Indole-3-acetonitrile-6-O-β-D-glucopyranoside, its purity was 98% by HPLC). Indole-3-acetonitrile-6-O-β-D-glucopyranoside is also available commercially.

[0045] 1.2 cells

[0046] Dog kidney cells (MDCK) were quoted from the Cell Bank of the Type Culture Collection Committee of the Chinese Academy of Sciences. Human laryngeal carcinoma cells (HEP-2), monkey kidney cells (LLC-MK2), and human embryonic lung fibroblasts (MRC-5) were cited from the American Classic Culture Collection (ATCC) and the Chinese Academy of Sciences Type Culture Collection Committee, respectively. cell bank.

[0...

Embodiment 3

[0085] Inhibitory effect of indole-3-acetonitrile-6-O-β-D-glucopyranoside on influenza virus in vivo

[0086] 1. Experimental materials

[0087] 1.1 Drugs and their preparation

[0088] The positive control drug ribavirin (ribavirin) was purchased from Guangdong Zhaoqing Xinghu Biotechnology Co., Ltd.

[0089] 1.2 Animals

[0090] BALB / C mice (SPF grade), 6-8 weeks old, weighing 16-18g, were purchased from Guangdong Experimental Animal Center (permit number: SCXK (Guangdong) 2003-0002, Guangdong Jianzhengzi 2008A023).

[0091] 1.3 Virus strains

[0092] Mouse lung-adapted strain of influenza A (H1N1) virus (A / FM1 / 47, H1N1). During the expansion, the allantoic cavity of 9-day-old chicken embryos was inoculated, cultured at 35°C for 2 days, and the allantoic fluid was collected for later use. Determination of virus titer: the hemagglutination titer is 1024; according to the method of Reed-Muench [1] Determine the median lethal dose (LD 50 ) for 10 -3.5737 ; The plaque-fo...

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Abstract

The invention discloses a preparation method of indole-3-acetonitrile-6-O-beta-D-pyran glucoside and an application thereof in preparing anti-influenza drugs. The invention also relates to an anti-influenza drug containing the indole-3-acetonitrile-6-O-beta-D-pyran glucoside. The application of the indole-3-acetonitrile-6-O-beta-D-pyran glucoside in the anti-influenza drugs is provided by the invention, so that a safe and effective natural drug with small toxic and side effects is provided for treatment of clinic influenza viral diseases.

Description

technical field [0001] The invention relates to the application of indole-3-acetonitrile-6-O-β-D-glucopyranoside in pharmacy and belongs to the technical field of medicine. Background technique [0002] Influenza (hereinafter referred to as influenza) is one of the major public health problems faced by human beings. Influenza often breaks out suddenly and spreads rapidly, causing varying degrees of epidemics, which is characterized by seasonality, contagiousness, and rapid spread. Seasonal influenza can generally cause acute respiratory illness with fever, and severe cases can cause death due to respiratory or multiple organ failure. [0003] Vaccine is recognized as an effective way to prevent influenza, but the antigenic mutation ability of influenza virus is extremely strong and quite frequent, resulting in the relative lag of the vaccine. Antiviral drug treatment is the most basic and important part of influenza treatment. Currently, the drugs approved by the US Food a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/7056A61P31/16C07H17/02C07H1/08
Inventor 朱荃杨子峰李楚源钟南山郑兆广顾斐林青王玉涛段婷婷招穗珊何宝李莉汤丹关文达王德勤
Owner MACAU UNIV OF SCI & TECH
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