Novel branched sialo-sugar molecules and antiviral agents using the same

A sialic sugar, branched chain technology, applied in the direction of antiviral agents, medical preparations containing active ingredients, oligosaccharides, etc., can solve the problems of not developing influenza virus antibody anti-influenza agents, limiting the effectiveness of compounds, etc.

Inactive Publication Date: 2005-07-13
JAPAN SCI & TECH CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these compounds only exhibit anti-influenza virus activity against one type of virus, which actually limits the effectiveness of these compounds for the current situation of multiple types of viruses circulating at the sam...

Method used

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  • Novel branched sialo-sugar molecules and antiviral agents using the same
  • Novel branched sialo-sugar molecules and antiviral agents using the same
  • Novel branched sialo-sugar molecules and antiviral agents using the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0053] Example 1 Research on Influenza Virus Receptor Candidate Molecules

[0054] In order to study and identify the molecules that become influenza virus receptors, for the isolation of type A and type B from the plasma urine membrane of hatched eggs used for virus propagation and dog renal tubular cells (MDCK cells) used for virus isolation or infection experiments The lipid molecules to which the influenza virus responds were tested.

[0055] I. Experimental method

[0056] (1) Material

[0057] As influenza virus strains, those shown in Table 1 were used.

[0058] virus species

serotype

Binding specificity for NeuAc

A / PR / 8 / 34

H1N1

α2-6＜＜α2-3

A / Aichi / 2 / 68

H3N2

α2-6＞α2-3

A / Memphis / 1 / 71

H3N2

α2-6＞＞α2-3

A / Duck / 313 / 4

H5N3

α2-6α2-3

A / Duck / 92 / 1 / 76

H8N2

α2-6α2-3

B / Lee / 40

α2-6＞＞α2-3

B / Gifu / 2 / 73

α2-6α2-3

[0059] In addition, the bindi...

Embodiment 2

[0104] From Example 1, it was confirmed that the specific lipid molecules contained in the plasma urine membrane of hatched eggs and MDCK cells reacted with type A and type B influenza viruses. In order to study the structure and binding specificity of the lipid molecule, individual isolation and purification are also carried out on a large scale. Finally, the binding specificity of the isolated lipid molecule to influenza virus was compared with that of sialyl pseudoerythroside, which is the standard sugar ester substance reported to bind to virus in the past.

[0105] I. Experimental method

[0106] (1) Material

[0107] As influenza virus strains, the virus species shown in Table 3 were used.

[0108] virus species

serotype

Binding specificity for NeuAc

A / PR / 8 / 34

H1N1

α2-6＜＜α2-3

A / Aichi / 2 / 68

H3N2

α2-6＞α2-3

A / Memphis / 1 / 71

H3N2

α2-6＞＞α2-3

B / Lee / 40

α2-6＞＞α2-3

B / Gifu / 2 / 73

...

Embodiment 3

[0132] Example 3 Analysis of the structure of AM1, 3, and 4 by mass analysis

[0133] In order to resolve the structures of AM1, 3, and 4 that can be mass-analyzed among AM1-5, ESI (eletrospray ionization)-FTMS (Fourier transform ion resonance mass spectrometer) measurement and SIMS (Secondary ion mass spectroscopy)-FTMS measurement (both by BioAPEX ( Bruker instruments).

[0134] I. Experiment

[0135] (1)ESI-FIMS

[0136] Each sample of AM1, 3, and 4 was dissolved in methanol (3 pmol / µl), and sprayed at a flow rate of 1 µl / min using a microsyringe pump. After adjusting the ESI high-voltage controller or nozzle of the cylinder, inner plate, capillary, etc., the anion type is used for measurement.

[0137] (2) SIMS-FTMS

[0138] Dissolve the sample in CHCl 3 In / MeOH (2 / 1, v / v), a certain amount (300pmol) was taken out and mixed with the substrate (triethanolamine), and then measured with an accelerating voltage of 10kv and anion type.

[0139] II. Results

[0140] ...

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PUM

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Abstract

The present invention provides a novel branched-chain sialose molecule represented by the following formula (I), which is capable of preventing type A from all humans and animals as a host-wide variation or antigenic variation against influenza virus Substances used for adsorbents such as pharmaceuticals infected with influenza virus and influenza B virus, and filters for virus removal. (In the formula, NeuAc represents N-acetylneuraminic acid in which the hydroxyl group, carboxyl group and amide group of the NeuAc may be chemically modified by halogen, alkyl group or acyl group in the same or different ways, Hex represents hexose, HexNAc represents acetylhexosamine , R is a matrix selected from hydrogen atoms, hydrocarbon chains, sugar chains, lipids, proteins, and synthetic polymers, and R may also have substituents. In addition, the combination of N-acetylneuraminic acid and hexose may be naturally occurring The ortho-glycosidic bond may be a chemically transformed bond such as S-glycosidic or Se-glycosidic bond.)

Description

technical field [0001] The invention of the present application relates to a novel branched sialo-sugar molecule. In more detail, the invention of the present application relates to medicines or medicines that can adapt to influenza virus host range variation or antigenic variation, can prevent infection of all influenza A viruses and influenza B viruses from humans and animals, and influenza epidemics A new type of branched sialosaccharide molecule used in adsorbents such as filters for virus removal. technical background [0002] Influenza infections in Japan exceed several hundred thousand to one million people every year. The 1918 influenza (a cold caused by the H1N1 influenza virus as determined by genetic analysis) had at least 20 million people a year worldwide, and more than 380,000 people died in Japan, ranking among the most serious and largest natural disasters in human history. [0003] In addition, in recent years, it has been reported that influenza can cause...

Claims

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Application Information

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IPC IPC(8): A61K31/715A61P31/16C07H3/06
CPCA61K31/715A61P31/12A61P31/16C07H3/06
Inventor 铃木康夫左一八
Owner JAPAN SCI & TECH CORP
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